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$24 Find cheap flights to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 8/24
Sat 8/31

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days travelers have searched 50,552,696 times on KAYAK, and here is why:

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Cheap flight deals to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:35 am - 1:27 pmBOS-ORD
2h 52mnonstop
2:17 pm - 5:42 pmORD-BOS
2h 25mnonstop
$40Spirit Airlines
Find Deal
Sat, Oct 5 - Tue, Oct 8
11:35 am - 1:27 pmBOS-ORD
2h 52mnonstop
2:17 pm - 5:42 pmORD-BOS
2h 25mnonstop
$47Spirit Airlines
Find Deal
Sat, Sep 7 - Sat, Sep 14
2:16 pm - 4:40 pmDFW-ORD
2h 24mnonstop
10:59 am - 1:21 pmORD-DFW
2h 22mnonstop
$56Frontier
Find Deal
Thu, Sep 12 - Thu, Sep 19
10:25 pm - 12:59 amDFW-ORD
2h 34mnonstop
6:32 pm - 9:07 pmORD-DFW
2h 35mnonstop
$57Frontier
Find Deal
Tue, Aug 6 - Wed, Aug 28
3:20 pm - 5:16 pmJFK-ORD
2h 56mnonstop
7:05 am - 10:31 amORD-JFK
2h 26mnonstop
$108Delta
Find Deal
Thu, Sep 5 - Mon, Sep 9
3:20 pm - 5:16 pmJFK-ORD
2h 56mnonstop
7:05 am - 10:31 amORD-JFK
2h 26mnonstop
$110Delta
Find Deal
Thu, Sep 5 - Mon, Sep 9
5:15 am - 11:37 amSFO-ORD
4h 22mnonstop
7:30 am - 10:13 amORD-SFO
4h 43mnonstop
$119United Airlines
Find Deal
Sat, Sep 14 - Tue, Sep 17
6:00 am - 7:14 amBWI-ORD
2h 14mnonstop
8:13 am - 11:08 amORD-BWI
1h 55mnonstop
$119American Airlines
Find Deal
Sat, Aug 24 - Mon, Aug 26
6:02 am - 7:17 amBWI-ORD
2h 15mnonstop
7:30 pm - 10:22 pmORD-BWI
1h 52mnonstop
$139American Airlines
Find Deal
Fri, Sep 13 - Mon, Sep 16
7:00 am - 8:35 amEWR-ORD
2h 35mnonstop
6:00 am - 9:14 amORD-EWR
2h 14mnonstop
$159United Airlines
Find Deal
Tue, Aug 13 - Tue, Aug 27

Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Chicago?

These are the best prices found by users searching on KAYAK in the last 72 hours.
If traveling to Chicago, the cheapest city to fly from in the last 3 days was Boston, with flights as low as $24 one-way and $40 round-trip. Flights from Los Angeles are the most searched and start at $79 for a return trip.

How much is a flight to Chicago?

The average and cheapest price for all flights to Chicago from each origin found by users searching on KAYAK in the last month.
On average, a flight to Chicago costs $324. The cheapest price found on KAYAK in the last 2 weeks cost $24 and departed from Raleigh. The most popular routes on KAYAK are Boston to Chicago which costs $292 on average, and Los Angeles to Chicago, which costs $379 on average.
See prices from:

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Saturday where tickets can be as cheap as $248. On the other hand, the most expensive day to fly is Sunday, where prices are $314 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights to Chicago is January, where tickets cost $238 on average for one-way flights. On the other hand, the most expensive months are March and June, where the average cost of tickets from the United States is $377 and $347 respectively. For return trips, the best month to travel is January with an average price of $196.

What is the cheapest time of day to fly to Chicago?

The average price for all flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago is generally at night, when flights cost $227 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $275.

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Charlotte $108 one-way - $163 round-trip, from Fayetteville $166 one-way - $339 round-trip, from Salt Lake City $168 one-way - $238 round-trip.

How far in advance should I book a flight to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 160 days before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport, with an average flight price of $91.

Which airlines fly to Chicago?

Many airlines fly to Chicago, the most common ones being United Airlines, American Airlines, and Southwest. See the amount of flights per week for popular airlines flying to Chicago.

Which airline offers the most flights to Chicago?

Of the 15 airlines that fly to Chicago, United Airlines offers the most flights, with around 4,973 per week, followed by American Airlines with 3,778 flights per week.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 79% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Newark, which takes 2h 34m, New York, which takes 2h 39m, Miami, which takes 3h 21m, and Los Angeles, which takes 4h 02m.

How many direct flights to Chicago are there each day?

There are around 1,829 direct flights from within United States to Chicago every day. Most flights depart in the morning, with 6:00 am the most common departure time and 51% of flights departing in the morning.

How many direct flights to Chicago are there each week?

Each week there are around 12,803 direct flights from within United States to Chicago. The most common day for departures is Monday, with 16% of flights taking off on this day.

How many long-haul flights are there to Chicago each week?

Each week there are around 7 long-haul flights (6-12 hour flight duration), 775 medium-haul (3-6 hour flight duration) and 6,671 short-haul (up to 3 hour flight duration) flights to Chicago. The most long-haul flights depart from Honolulu.

How many cities have direct flights to Chicago?

From the United States, there are direct flights to Chicago from 40 cities. The city with the most direct flights is New York, with 597 direct flights each week.

Good to know

Low season

January

High season

July

Cheapest flight

$24
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Boston to Chicago O'Hare Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • What is the best way to get from the airport to downtown Chicago?

    If you are landing at Chicago O'Hare International Airport (ORD) and you are taking public transport, there is an easy way to get to the downtown area. You can take the train, or the L. The Blue Line serves the route between the airport and downtown Chicago 24/7. If you are landing at Chicago Midway International Airport (MDW), you can also take the L, but this airport is served by the Orange Line. There are also 9 CTA buses that serve MDW if the Orange Line is not your preferred mode of transportation.

  • Do Chicago’s airports offer assistance for passengers with limited mobility?

    Of course, both Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) offer services for travelers with limited mobility. Along with wheelchair service and accessible facilities, you can also arrange to have assistance navigating the airport after you land in Chicago. Contact your airline in advance to book these services and let them know how best to assist you.

  • Are there any direct flights to Chicago from other major U.S. airports?

    Yes, there are plenty of direct flights to Chicago from many other major destinations in the United States. Chicago O'Hare International Airport (ORD) especially is a major transit destination, so direct flights to this airport are quite frequent. You will find direct flights to O’Hare from places like Cincinnati, Los Angeles, all three of the airports in New York City, and more.

  • Are there any hotels located in or near either of the Chicago airports?

    Yes, both Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) have several airports close by. The Hilton Chicago O’Hare Airport Hotel is directly across from ORD’s terminal building. There are also several other hotels nearby that offer free shuttle service. The closest hotel to MDW is the Hyatt Place Chicago Midway Airport.

  • Which Chicago airport is closest to downtown?

    Chicago Midway International Airport (MDW) is certainly your choice if you are looking for quick (roughly 20 minutes) and convenient public transport access to the downtown area. However, if you are renting a car, then Chicago O'Hare International Airport (ORD) is also only about a 20-minute drive away from downtown.

  • How to get to the Loop from Chicago’s airports?

    If you are coming from Chicago O'Hare International Airport (ORD) and plan on taking public transport to get to the Loop, then the best option is to simply get on the Blue Line and head towards Forest Park, get off at Jackson and you’ll have arrived at the Loop. The trip will take about 40 minutes (19 stops) and will cost around $5. From Chicago Midway International Airport (MDW) to the Loop, you simply hop on the Orange Line at Midway and ride the train to its terminus at the Loop. It will take around 20 minutes and will cost approximately $3.

  • What to do in Chicago O'Hare International Airport (ORD)?

    Chicago O'Hare International Airport (ORD) offers one of the only aeroponic airport gardens in the world. Ticketed customers are able to visit the wonderful garden where they can relax or enjoy a meal. The garden is located in Terminal 3’s O’Hare Rotunda Building.

  • How far are the Chicago airports from each other?

    If you are driving a personal vehicle, Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are around an hour drive away from each other. Possibly the most economical way to get between the two is to take the CTA which will require one transfer downtown and will take around an hour and a half while costing approximately $5. There is also the option of a shuttle bus, which will take about an hour and will cost around $25 for a one-way ticket.

  • What is the cheapest flight to Chicago?

    If traveling to Chicago, the cheapest city to fly from in the last 3 days was Boston, with flights as low as $24 one-way and $40 round-trip. Flights from Los Angeles are the most searched and start at $79 for a return trip.

  • Which Chicago airport is closest to central Chicago?

    Out of the 3 airports in Chicago, Chicago Midway Airport is the nearest to the city center (9 miles). You'll travel 16 miles to reach the center of Chicago if you land in Chicago O'Hare Airport and 79 miles if you land in Chicago Greater Rockford.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $324. The cheapest price found on KAYAK in the last 2 weeks cost $24 and departed from Raleigh-Durham Airport.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
  • When purchasing flights to Chicago, travelers have two main airport options: the larger and newer O’Hare International Airport (ORD) and the more budget-friendly Midway International Airport (MDW). O’Hare International Airport (ORD) is located on the northwest side of Chicago and offers direct flights to over 200 destinations across the world. Once known as the “busiest square mile in the world”, Chicago Midway International Airport (MDW) is now predominantly serviced by low-cost airlines.
  • If you are flying into Chicago, you will most likely be flying into O’Hare International Airport (ORD) as this is the biggest airport in the city. Chicago is also served by Chicago Midway International Airport (MDW), but this airport is much smaller so flights to this one will be less frequent.
  • When you book your flight to Chicago, it is good to keep in mind that flights to O'Hare International Airport (ORD) will most likely be more frequent than flights to Chicago Midway Airport (MDW). However, there are a few departure points from which there are more departures to Chicago Midway International Airport (MDW), such as from Atlanta.
  • If you are looking at flights to Chicago, an alternative to O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) is the Gary/Chicago International Airport (GYY). Technically just outside Gary, Indiana, the airport is actually only 40 minutes away from downtown Chicago and provides another option for travelers to consider.
  • If you are picking up a rental car when you arrive at Chicago’s O’Hare International Airport (ORD), you will need to make your way to the Multi-Modal Facility where the car rental companies are located. You can access the MMF via the Airport Transit System.
  • Public transit in Chicago conveniently links up directly with both O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). For O’Hare, the CTA Blue Line is located right within the airport and will get you to downtown Chicago in around 40 minutes while costing you about $5. At Chicago Midway International Airport (MDW), the CTA Orange Line can be found within the airport and will take around 20 minutes to get you downtown and will cost around $3.
  • If you are traveling with pets, you will be happy to know that both O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) offer animal relief areas in the terminals. At O'Hare International Airport (ORD), Service Animal Relief Areas (SARA) are located on the outside security on the lower levels of Terminals 1, 2 and 5 and inside security in the Terminal 3 Rotunda and Main Hall. At Chicago Midway International Airport (MDW), these areas are at gate A-5 and outside door #4 of baggage claim.
  • The Family Lounge at O'Hare International Airport (ORD) is an educational and excitement-filled place for kids and parents to relax and have a bit of a fun before or after their flight. There is live entertainment at various times throughout the year, especially during the holiday season, featuring musicians, caricature artists and more. This is located in Terminal 2, just beyond security.
  • If you need to refresh yourself after your flight to Chicago, you can use the shower facilities at the Hilton Health Club, located directly across from Terminals 1, 2, and 3. Travelers who are not staying at the hotel can use this service for a small fee.
  • For those yogi travelers out there, Chicago Midway International Airport (MDW) has yoga rooms ready for your vinyasas. Located in Concourse C, it is open daily from 6:00 a.m. to 10:00 p.m. and has complimentary mats available for your use.
See more tips

Prefer to fly non-stop to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Nonstop departures

United States to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

Saturday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

See more direct flights

Nonstop returns

Chicago to United States

Monday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +81 more

ANA, Aer Lingus, +82 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

Saturday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +82 more

ANA, Aer Lingus, +83 more

See more direct flights
See more direct flights

Top 5 airlines flying to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 9630 reviews
8.0Entertainment
7.9Comfort
8.2Boarding
7.4Food
8.6Crew
Airline reviews

Flight for canceled. Horrible experience.. had to rent a car to drive myself up here.

2.0 MediocreRuben, Jul 2024FLL - ATL
Read more about Delta reviews

Flight for canceled. Horrible experience.. had to rent a car to drive myself up here.

Flights were terribly delayed. I was at At,anta Airport for over 4 hours waiting for my connection.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

The flight was canceled two hours before departure, it took over five hours to rebook us on another flight.

First, the flight was schedule to leave at 12:08. Delayed to 12:38. It is 12:58 and I am sitting at the gate. The staff are not communicating with us (just tell me it’s gonna be five hours if that’s the case, quit hufflepuffing around like you’re trying to board us when the plane isn’t even here and you don’t know where your crew are. I’m still waiting for any communication about the further delay. This is a rebooked flight from a cancelled flight yesterday, when the airline failed to fulfill its fiduciary responsibility to hotel and cover transport for overnight cancelations. Asking about the food on the flight? What food?!? Delta doesn’t serve meals unless you pay for them and you really want me to give delta a high rating for passing out processed snacks (fun size!)? Can we be for real. Delta is cementing itself in history as one of the cheap, stingy, outdated, glory days are over airlines, and it shows. I took this flight knowing delta was going to provide below level service but this is beyond burgers!! I can’t believe a multi billion or dollar company looked straight in my eyes yesterday and I told me this wasn’t their fault and there for the extra cost in hotel and hundreds of dollars in Ubers are MY RESPONSIBILITY. The only thing I am at fault for is believing delta is reputable company worthy of my dollars. I’m not even sure I want to be compensated unless it is cash because I would rather die never traveling again than to put money in their pockets.

The flight was great. The crew were a little terse about the size of my bag. It fit fine.

I know it was not in Deltas fault. But numerous delays and cancelations. I requested a hotel voucher and was told they weren't available. The lady on my hotel shuttle did receive one from American. Why the difference?

Flight was delayed. Had to get rebooked. Diamond medallion but stuck in a crappy seat. Rebooked flight then got delayed again. Then when we finally boarded, we waited another hour for a new crew. Then landed in JFK and sat for another 40 minutes waiting for a crew to come to the gate to be able to deplane. Hot mess all around, which unfortunately is becoming the norm for Delta

Terrible flight Delayed for over an hour without a reason Told all over head storage was full. It was not. Made to check our bags. What a terrible experience. Fly American.

Older plane and it came with Fleas and flea bites!

The new Airbus A231neo has neat tech but the economy seats are so tight together that I always had my shoulders against one passenger or the other. I was very miffed that Basic Economy REQUIRES check-in of bags other than your personal carry-on; if you want to offer low-cost airline prices and then add services for a fee, just let me carry on my duffel. Hell, I could have put my carry on IN the duffel and called it a day but the gate agent would not let me; I ended up paying $40 for the risk of losing my bag. Not the worst flight, but far from the best.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

It was freezing in there. When I asked about it, the response is “we would have to tell them” and then she just walked away and continued to serve beverages. Everyone was cold and they didn’t care at all.

I did not enjoy continuously being lied to about the amount of time we would circle Chicago before deciding to redirect to Milwaukee. Then the amount of time we would sit on the ground in Milwaukee waiting for gas, or to take off again. Or the amount of time it would then take to get to Chicago again, or sit on the runway waiting for a gate. The whole time continuously hopefully we would make our connecting flight that kept getting delayed as well. Only to scramble and miss it. Enough with the BS. Tell me the truth. "Sorry, things are backed up and your probably not going to make your flight. You should rebook on the next flight now rather than wait." You'll never hear those words from an airline. Speaking of which. If the flight has been redirected and/or is seriously delayed, how about making the WiFi free for everyone so they get to rebooking and reserving hotel rooms while still in the air. You've inconvenienced me already and now you want me to pay $20 for Internet so I can try to make other plans. Absolutely disgusting!

Great flight. The captain did a great job of minimizing some minor turbulence and in general it was a smooth flight. Early departure and early arrival at destination. Great service.

Our flight left on time and we arrived a few minutes early. Great service!

Our 9:10 am scheduled flight continued to get delayed all day with no information given from the agents as to why. It wasn’t until I went to the customer service desk and got us switched to another flight at 2:44 pm (that wasn’t nonstop like our booked flight) that the agent finally was able to find out it was due to a fuel leak. I don’t know if our original flight ever took off but I don’t find it acceptable to leave people sitting in an airport all day with no explanation.

I am very disappointed with american. We have flown American airlines numerous times, as well as other airlines and never had such an experience. My son's flight for Sunday afternoon was cancelled around 11 am. We were told not to do anything bec AA would. After an hour of not seeing a change in his flight status. I called AA. I was on hold for half hour then opted for a call back. That call back never came. So I called again, in meantime I started looking online at my options. No flights were leaving that day from AA. But other airlines were flying out. We needed our son in Chicago asap.i kept calling AA for a callback, but never received one. Finally i called back later in the afternoon and a representative answered the call. She told me there were no flights out till Tuesday morning. I asked how this is possible, I had seen flights from AA and other airlines leaving Monday. She said she checked all NYC airports and there were no AA flights till Tuesday AM. Then I asked about getting on another airline. She responded i would be responsible for that. When I asked how AA would reimburse. She became nasty and told me AA has not responsibility to reimburse anything they will put me in a flight for Tuesday morning. When i explained he must be there Monday by 8am, she told me there's nothing to do and practically hung up. At that point I just asked her to book the Tuesday morning flight. I had this experience with other airlines, cancelled due to weather and they and their reps were much more helpful. Either way Tuesday morning flight was delayed as well. Over an hour! I expect more from AA.

When you pay for Premium Economy on an 787 and you’re promised amenities for the extra money, you expect them to work. They didn’t. USB connector wouldn’t charge continuously. 120v outlet wouldn’t hold anything you plugged into it. The adapter would just fall out. The noise canceling headphones stopped noise cancelling in the first 15 minutes for EVERYONE. No one on the plane knew how to fix it so I couldn’t listen to any movies. I just put in my AirPods and went to sleep. Very unhappy with the crappy Panasonic entertainment system. I won’t buy premium again.

Our flight was delayed by 18 hours. Poor accommodations made and no apology.

This flight was awful all around. Delays on the tarmac at PHL before takeoff and at the tarmac in Chicago caused me to miss my final connection. This was completely avoidable, in my opinion.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

On a day with 1000s of worldwide flight cancellations, I was worried about my flight. Not only did my Spirit flight leave as scheduled, but it arrived at destination earlier than expected! This made my day!

The length of delays were extremely frustrating. Stuck in airport for hours. We were to get meal vouchers but it was 3 hours until someone responded to me from their WhatsApp and they said wait for an email. Still no vouchers and it’s been 24 hours. Terrible customer service. The ppl at the gates and bag checkin were miserable and not helpful

Spirit airlines is very bad airline staff doesnt know how to treat passangers they didnt allow us in the flight we reached 45 minutes ago from flight departure but they denied nd said you are late Very disappointed i never reccomend spirit airlines

You get what you pay for, but those tickets weren't cheap, so I expected better, but Spirit is just one of those airlines.

Cancelled the return flight moments before boarding, horrible customer service in assisting with any rebooking. Never again will I fly Spirit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Better than expected.on time. Friendly staff in NY however MYR not so nice.

The flight crew and flight attendants are poorly trained and demonstrate poor professionalism. They have a sloppy appearance and communicate with patrons poorly. It is embarrassing for them to be representatives of an airline and for them to be called professionals.

After 5 hours of delay, they cancelled the flight. Very disappointed

My flight to LA was cancelled. I waited at the airport for 3 hrs saying it was delayed and then all of a sudden it was cancelled. Frontier only gave me a voucher and refund but could not rebook me. Flights on other airlines were too expensive last minute. I had to drive down to LA and didn’t even take my return flight home since I had to drive. One of the worst airline experiences in my life. It’s crazy how airlines can just upend people’s plans just like that.

Flying Frontiier was extremely poor!! I paid for a7:15am flight on flight 1601 from PHL To Las Vegas and the delay was brutally, excruciatingly and disgustingly long (8 hrs). I arrived by Uber to PHL at 5:30 am and had to spend the entire 8 hr delay inside the airport. Even more atrocious was that the flight was delayed twice. On the phone with customer service for two hours and was not fully compensated. I feel taken advantage of with this airline. They offered a menial couched for another flight within 90 days to me and my husband who has never flown but this experience has made us almost 100% sure to not fly this airline and will suggest that others don’t either. We don’t want to book ever again, don’t want a menial voucher and I believe by standard and because the flight was delayed for 8 hours, I should be fully reimbursed for the entire round trip. There is no excuse why this should have ever occurred. After sharing my experience with others in Vegas and Philadelphia, I was told that Frontier airlines is notorious for long delayed flights, poor customer service and refusal to compensate people correctly. I’m very nervous to see what departing from Vegas to Philadelphia will bring.

I fly Frontier often and generally don't have any issues. For some reason, the Denver to Houston's George Bush Intercontinental (IAH) flight always needs to wait on the tarmac in Houston because a gate is not available after landing. I've been stuck for as little as 15 minutes and as much as a little over an hour. I know only fly the Frontier Denver to IAH route when there is not an available flight to Houston Hobby (HOU).

Flight was 3 hours late leaving. Poor communication from the staff about delays. Impossible to get in touch with customer service (by design). And it actually didn't come out to be much cheaper than a non-budget airline! Not worth the headache, I'm never flying Frontier again

I’ve never flown frontier without a flight getting canceled. I understand that things go wrong with planes, but all other airlines handle cancellations so well. Frontier becomes a dumpster fire if a problem appears for them.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

Flying Frontier was a nightmare. From the booking through Kayak, checking in, departing and arriving, I will never recommend Kayak or Frontier.

Book Cheap Chicago Plane Tickets

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Chicago found on KAYAK in the last 72 hours.
10/5Sat
nonstopSpirit Airlines
2h 52mBOS-ORD
10/8Tue
nonstopSpirit Airlines
2h 25mORD-BOS
$40
9/7Sat
nonstopSpirit Airlines
2h 52mBOS-ORD
9/14Sat
nonstopSpirit Airlines
2h 25mORD-BOS
$47
9/12Thu
nonstopFrontier
2h 24mDFW-ORD
9/19Thu
nonstopFrontier
2h 22mORD-DFW
$56
8/6Tue
nonstopFrontier
2h 34mDFW-ORD
8/28Wed
nonstopFrontier
2h 35mORD-DFW
$57
9/5Thu
nonstopDelta
2h 56mJFK-ORD
9/9Mon
nonstopDelta
2h 26mORD-JFK
$108
9/5Thu
nonstopDelta
2h 56mJFK-ORD
9/9Mon
nonstopDelta
2h 26mORD-JFK
$110
9/14Sat
nonstopUnited Airlines
4h 22mSFO-ORD
9/17Tue
nonstopUnited Airlines
4h 43mORD-SFO
$119
8/24Sat
nonstopAmerican Airlines
2h 14mBWI-ORD
8/26Mon
nonstopAmerican Airlines
1h 55mORD-BWI
$119
9/13Fri
nonstopAmerican Airlines
2h 15mBWI-ORD
9/16Mon
nonstopAmerican Airlines
1h 52mORD-BWI
$139
8/13Tue
nonstopUnited Airlines
2h 35mEWR-ORD
8/27Tue
nonstopUnited Airlines
2h 14mORD-EWR
$159

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
9/18Wed
nonstopSpirit Airlines
2h 52mBOS-ORD
$24
8/27Tue
1 stopSpirit Airlines
4h 26mBOS-ORD
$26
8/17Sat
nonstopFrontier
2h 49mDFW-ORD
$28
9/24Tue
nonstopFrontier
2h 24mDFW-ORD
$29
9/6Fri
nonstopAmerican Airlines
2h 36mLGA-ORD
$64
9/3Tue
nonstopAmerican Airlines
2h 39mJFK-ORD
$68
8/31Sat
1 stopDelta
4h 43mEWR-ORD
$79
8/31Sat
nonstopUnited Airlines
4h 15mSFO-ORD
$80
9/6Fri
nonstopDelta
3h 56mSEA-ORD
$80
8/23Fri
nonstopUnited Airlines
2h 10mDCA-ORD
$87

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Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
7/30Tue
nonstopSpirit Airlines
2h 38mLGA-ORD
7/31Wed
nonstopSpirit Airlines
2h 16mORD-LGA
$97
7/30Tue
nonstopSpirit Airlines
2h 38mLGA-ORD
8/6Tue
nonstopSpirit Airlines
2h 18mORD-LGA
$98
7/30Tue
nonstopFrontier
2h 34mDFW-ORD
8/1Thu
nonstopFrontier
2h 35mORD-DFW
$134
7/30Tue
nonstopFrontier
2h 34mDFW-ORD
8/7Wed
multi-stopFrontier
4h 46mORD-DFW
$139
7/30Tue
nonstopAmerican Airlines
2h 35mEWR-ORD
8/1Thu
nonstopAmerican Airlines
2h 10mORD-EWR
$181
7/30Tue
nonstopDelta
2h 58mLGA-ORD
8/1Thu
nonstopDelta
2h 14mORD-LGA
$181
7/30Tue
nonstopAmerican Airlines
2h 35mEWR-ORD
8/2Fri
nonstopAmerican Airlines
2h 04mORD-EWR
$194
7/30Tue
nonstopDelta
2h 58mLGA-ORD
8/2Fri
nonstopDelta
2h 19mORD-LGA
$194
7/27Sat
nonstopUnited Airlines
2h 46mBOS-ORD
8/2Fri
nonstopUnited Airlines
2h 35mORD-BOS
$257
7/30Tue
nonstopUnited Airlines
2h 35mEWR-ORD
8/19Mon
nonstopUnited Airlines
2h 29mORD-EWR
$302

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Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$257
$209
$259
$24

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