Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

Find cheap flights to Chicago from $26

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 5/1. 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
Fri 5/17
Fri 5/24

Search hundreds of travel sites at once for deals on flights to Chicago

 
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 44,553,814 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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
9:45 pm - 11:52 pmMCO-ORD
3h 07mnonstop
5:36 pm - 9:28 pmORD-MCO
2h 52mnonstop
$51Spirit Airlines
Find Deal
Wed, May 8 - Tue, May 14
9:45 pm - 11:52 pmMCO-ORD
3h 07mnonstop
5:36 pm - 9:28 pmORD-MCO
2h 52mnonstop
$52Spirit Airlines
Find Deal
Wed, May 8 - Tue, May 14
9:39 pm - 11:43 pmMCO-ORD
3h 04mnonstop
5:51 pm - 9:46 pmORD-MCO
2h 55mnonstop
$60Frontier
Find Deal
Wed, May 1 - Tue, May 7
10:52 pm - 12:59 amMCO-ORD
3h 07mnonstop
5:51 pm - 9:46 pmORD-MCO
2h 55mnonstop
$67Frontier
Find Deal
Thu, May 2 - Tue, May 7
2:07 pm - 4:06 pmBOS-ORD
2h 59mnonstop
8:29 pm - 11:55 pmORD-BOS
2h 26mnonstop
$127American Airlines
Find Deal
Tue, May 7 - Tue, May 7
4:43 pm - 6:45 pmBOS-ORD
3h 02mnonstop
5:15 pm - 8:44 pmORD-BOS
2h 29mnonstop
$137Delta
Find Deal
Tue, May 7 - Tue, May 14
3:32 pm - 4:54 pmDCA-ORD
2h 22mnonstop
1:35 pm - 4:23 pmORD-DCA
1h 48mnonstop
$148American Airlines
Find Deal
Sun, May 26 - Wed, May 29
11:30 am - 1:19 pmJFK-ORD
2h 49mnonstop
6:00 pm - 9:33 pmORD-JFK
2h 33mnonstop
$153Delta
Find Deal
Wed, May 8 - Fri, May 17
8:30 am - 9:45 amDCA-ORD
2h 15mnonstop
6:05 pm - 9:00 pmORD-DCA
1h 55mnonstop
$174United Airlines
Find Deal
Wed, May 8 - Sat, May 11
6:30 am - 7:41 amDCA-ORD
2h 11mnonstop
6:30 am - 9:22 amORD-DCA
1h 52mnonstop
$184United Airlines
Find Deal
Wed, Jun 5 - Thu, Jun 6

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 Orlando, with flights as low as $26 one-way and $51 round-trip. Flights from New York are the most searched and start at $85 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 $366. The cheapest price found on KAYAK in the last 2 weeks cost $24 and departed from Baltimore. The most popular routes on KAYAK are New York to Chicago which costs $282 on average, and Los Angeles to Chicago, which costs $305 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 $268. On the other hand, the most expensive day to fly is Sunday, where prices are $332 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 $197 on average for one-way flights. On the other hand, the most expensive months are June and July, where the average cost of tickets from the United States is $405 and $378 respectively. For return trips, the best month to travel is February with an average price of $190.

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 $257 on average. The most expensive time of day to fly to Chicago is generally in the evening, which is peak travel time and where the average cost of a ticket is $306.

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 $135 one-way - $245 round-trip, from Jacksonville $215 one-way - $292 round-trip, from St. Louis $220 one-way - $602 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 78 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 Midway Airport, with an average flight price of $126.

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 13 airlines that fly to Chicago, United Airlines offers the most flights, with around 4,379 per week, followed by American Airlines with 3,905 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 86% 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 Boston, which takes 2h 33m, New York, which takes 2h 35m, Miami, which takes 3h 24m, and Los Angeles, which takes 4h 01m.

How many direct flights to Chicago are there each day?

There are around 1,610 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 11,264 direct flights from within United States to Chicago. The most common day for departures is Thursday, with 15% 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), 679 medium-haul (3-6 hour flight duration) and 5,945 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 41 cities. The city with the most direct flights is New York, with 610 direct flights each week.

Good to know

Low season

January

High season

June

Cheapest flight

$26
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Orlando 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 Orlando, with flights as low as $26 one-way and $51 round-trip. Flights from New York are the most searched and start at $85 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 $366. The cheapest price found on KAYAK in the last 2 weeks cost $24 and departed from Baltimore/Washington 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, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights

Nonstop returns

Chicago to United States

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 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 11136 reviews
8.6crew
7.5food
8.2boarding
7.9comfort
8.0entertainment
Airline reviews

It was a crowded flight. They did the best they could.

6.0 GoodNetty, Apr 2024SYR - JFK
Read more about Delta reviews

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

On 2 different flights the wifi was horrible and there was no drink or snack service.

Wifi wasn’t working well so we couldn't view any media.

Flight was late. Club was full. Experience is exactly what I expected.

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!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

The male air hostess was rude and didn’t provide good customer service. Didn’t even offer me a drink

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

On time and fast. Overall it was a pleasant experience.

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.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Terrible. Seats are bad and the baggage policy is inconsistent

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Left Denver late, then sat on tarmac 30 min after arrival

Better than I expected but I did pay for a seat and carry on bags ahead of time.

Crew members are very rude and not cooperate with passengers.

30 minute delay due to boarding and settling of a family.

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.
5/8Wed
nonstopSpirit Airlines
3h 07mMCO-ORD
5/14Tue
nonstopSpirit Airlines
2h 52mORD-MCO
$51
5/8Wed
nonstopSpirit Airlines
3h 07mMCO-ORD
5/14Tue
nonstopSpirit Airlines
2h 52mORD-MCO
$52
5/1Wed
nonstopFrontier
3h 04mMCO-ORD
5/7Tue
nonstopFrontier
2h 55mORD-MCO
$60
5/2Thu
nonstopFrontier
3h 07mMCO-ORD
5/7Tue
nonstopFrontier
2h 55mORD-MCO
$67
5/7Tue
nonstopAmerican Airlines
2h 59mBOS-ORD
5/7Tue
nonstopAmerican Airlines
2h 26mORD-BOS
$127
5/7Tue
nonstopDelta
3h 02mBOS-ORD
5/14Tue
nonstopDelta
2h 29mORD-BOS
$137
5/26Sun
nonstopAmerican Airlines
2h 22mDCA-ORD
5/29Wed
nonstopAmerican Airlines
1h 48mORD-DCA
$148
5/8Wed
nonstopDelta
2h 49mJFK-ORD
5/17Fri
nonstopDelta
2h 33mORD-JFK
$153
5/8Wed
nonstopUnited Airlines
2h 15mDCA-ORD
5/11Sat
nonstopUnited Airlines
1h 55mORD-DCA
$174
6/5Wed
nonstopUnited Airlines
2h 11mDCA-ORD
6/6Thu
nonstopUnited Airlines
1h 52mORD-DCA
$184

Search by stops

Search by airline

Search by price

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.
5/1Wed
nonstopSpirit Airlines
3h 02mMCO-ORD
$26
5/14Tue
nonstopFrontier
3h 07mMCO-ORD
$29
6/4Tue
nonstopAmerican Airlines
3h 02mJFK-ORD
$58
5/13Mon
nonstopUnited Airlines
2h 40mLGA-ORD
$59
5/29Wed
nonstopAmerican Airlines
3h 02mJFK-ORD
$60
5/8Wed
nonstopUnited Airlines
2h 53mBOS-ORD
$64
6/18Tue
nonstopDelta
2h 50mLGA-ORD
$64
7/1Mon
nonstopDelta
2h 44mJFK-ORD
$70
5/14Tue
nonstopAlaska Airlines
4h 00mSEA-ORD
$70
5/15Wed
nonstopAlaska Airlines
4h 24mSFO-ORD
$90

Search by stops

Search by airline

Search by price

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.
4/20Sat
multi-stopFrontier
6h 26mMCO-ORD
4/24Wed
nonstopFrontier
2h 56mORD-MCO
$73
4/20Sat
multi-stopFrontier
6h 26mMCO-ORD
4/24Wed
nonstopFrontier
2h 56mORD-MCO
$74
4/22Mon
multi-stopSpirit Airlines
14h 03mMCO-ORD
4/23Tue
nonstopSpirit Airlines
2h 53mORD-MCO
$164
4/22Mon
multi-stopSpirit Airlines
18h 37mLAX-ORD
5/1Wed
nonstopSpirit Airlines
4h 36mORD-LAX
$174
4/22Mon
nonstopAmerican Airlines
2h 55mLGA-ORD
4/26Fri
multi-stopAmerican Airlines
4h 34mORD-LGA
$216
4/22Mon
nonstopAmerican Airlines
3h 11mBOS-ORD
4/23Tue
multi-stopAmerican Airlines
5h 33mORD-BOS
$218
4/22Mon
nonstopUnited Airlines
4h 21mSFO-ORD
4/24Wed
multi-stopUnited Airlines
6h 38mORD-SFO
$270
4/22Mon
multi-stopDelta
6h 35mEWR-ORD
4/23Tue
multi-stopDelta
4h 54mORD-EWR
$271
4/22Mon
multi-stopDelta
8h 40mSFO-ORD
4/30Tue
multi-stopDelta
9h 11mORD-SFO
$275
4/22Mon
multi-stopUnited Airlines
4h 27mEWR-ORD
4/27Sat
nonstopUnited Airlines
2h 16mORD-EWR
$286

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - United States

Cabin classes:

$256
$417
$217
$39

Browse origins:

View more