$35 Find Deals on Flights from Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Worldwide departing on 5/13. 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.
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Find Cheap Flights from Chicago

Where can I fly from Chicago?Prices from CHI, departing Fri 5/30 and returning Fri 6/6

Book Cheap International Flights Deals from Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from 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.

Recent round-trip international flight deals from Chicago

KAYAK's recommended round-trip international deals departing in the coming months from the most popular airlines that fly from Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
9:08 pm - 12:29 amORD-EWR
2h 21mnonstop
Spirit Airlines Logo
5:55 am - 7:27 amEWR-ORD
2h 32mnonstop
$75Spirit Airlines
Find Deal
Wed, May 14 - Wed, May 21
Spirit Airlines Logo
4:35 pm - 8:20 pmORD-MCO
2h 45mnonstop
Spirit Airlines Logo
9:25 pm - 11:29 pmMCO-ORD
3h 04mnonstop
$75Spirit Airlines
Find Deal
Sat, May 10 - Sat, May 17
Frontier Logo
9:56 pm - 12:10 amORD-LAS
4h 14mnonstop
Frontier Logo
3:00 pm - 8:56 pmLAS-ORD
3h 56mnonstop
$78Frontier
Find Deal
Sun, Jun 1 - Fri, Jun 6
Frontier Logo
4:15 pm - 8:18 pmORD-MCO
3h 03mnonstop
Frontier Logo
9:23 pm - 11:32 pmMCO-ORD
3h 09mnonstop
$82Frontier
Find Deal
Sat, May 10 - Sat, May 17
United Airlines Logo
6:00 am - 9:11 amORD-LGA
2h 11mnonstop
United Airlines Logo
2:25 pm - 4:06 pmLGA-ORD
2h 41mnonstop
$137United Airlines
Find Deal
Wed, May 14 - Wed, May 21
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$138American Airlines
Find Deal
Wed, May 14 - Wed, May 21
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$147American Airlines
Find Deal
Tue, May 13 - Sun, May 25
Southwest Logo
12:40 pm - 2:25 pmORD-DEN
2h 45mnonstop
Southwest Logo
7:30 pm - 11:05 pmDEN-ORD
2h 35mnonstop
$151Southwest
Find Deal
Wed, May 28 - Wed, Jun 4
United Airlines Logo
6:00 am - 9:11 amORD-LGA
2h 11mnonstop
United Airlines Logo
9:35 pm - 11:16 pmLGA-ORD
2h 41mnonstop
$158United Airlines
Find Deal
Sun, May 11 - Wed, May 14
Southwest Logo
7:00 am - 8:40 amORD-DEN
2h 40mnonstop
Southwest Logo
10:25 am - 2:00 pmDEN-ORD
2h 35mnonstop
$160Southwest
Find Deal
Sat, May 31 - Tue, Jun 3
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KAYAK's insights & trends for flights from Chicago

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

Which are the most popular places to fly to from Chicago?

The domestic destinations KAYAK users have most searched for when searching for flights from Chicago.
Based on KAYAK flight searches, the most popular place to fly from Chicago is New York (18% of total searches). The next most popular destinations are Dallas (8%) and Las Vegas Harry Reid Intl (6%).

What are the most popular international flights out of Chicago?

The international destinations KAYAK users have most searched for when searching for flights from Chicago.
There are many international destinations you can fly to from Chicago. The most popular international destinations among KAYAK users are Tokyo, Rome and Mexico City.

What are the most popular countries to fly to from Chicago?

The most popular countries KAYAK users have searched for from Chicago along with the average round-trip price for the route clicked by KAYAK users in the last 2 weeks.
Based on KAYAK flight searches, the most popular country to fly to from Chicago is Mexico (10% of total searches). The next most popular destinations are Turkey (10%) and India (8%).

Which cities can I fly to direct from Chicago?

There are loads of places you can fly direct to from Chicago. The most popular destinations for direct flights among KAYAK users are Jacksonville, Los Angeles, Honolulu, Fayetteville and Charlotte. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Los Angeles at $218, while the most expensive was Honolulu, at $504.

Which international cities can I fly to direct from Chicago?

There are many international destinations you can fly to non-stop from Chicago. The most popular international destinations from KAYAK users are Milan, Guadalajara, Morelia, León and Guatemala City. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Morelia at $194, while the most expensive was Milan, at $809.

What is the longest direct flight from Chicago?

The longest direct flight you can take from Chicago is to Hong Kong, with a duration of 15h 50m. The next longest is Taipei City Taiwan Taoyuan Intl Airport at 15h 50m, followed by a flight to Seoul at 14h 30m.

Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$35
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago O'Hare Airport to Newark Liberty Airport

Flights from Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew from Chicago to anywhere 
Verified travelerFlew with Spirit AirlinesORD-LASSep 2024
Make sure you get your seats booked at time of booking or at the least when you check in and make sure you check in at the earliest to have preferred seating.
MikeFlew with American AirlinesORD-LAXSep 2024
Arrive early, grab a bottle of soda before getting on the plane and open it in the terminal. If you wait until flying the pressure will decarbonize the drink.
Verified travelerFlew with SWISSORD-ZRHSep 2024
Bring a neck pillow and a heavy sweater bc it does get cold. I used the blanket for my legs. Also: get a seat in the aisle.
Verified travelerFlew with Porter AirlinesMDW-YTZSep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
Verified travelerFlew with LufthansaORD-FRASep 2024
I personally like Lufthansa, draw back are the distances to walk at the Frankfurt airport.
Verified travelerFlew with Alaska AirlinesORD-PDXSep 2024
Not many amenities at the terminal. I would suggest grabbing anything that catches your eye before you get all the way down. There weren't a lot of Alaska flights out of Chicago, and we were at the extreme end of the terminal.
mauriceFlew with IberiaORD-JFKSep 2024
You should arrive early, take a lighht snack and be prepared for delays.
JohannesFlew with Air CanadaORD-YYZSep 2024
Avoid the red eye flight if you get older/retire.
Verified travelerFlew with United AirlinesORD-FRASep 2024
Be prepared to wait in long line for boarder control. Allow enough time for your layover
HeatherFlew with LufthansaORD-MKEAug 2024
Make sure there's enough time between connections to go through customs and recheck your luggage. They will not let you proceed so you can't even try to run and catch the flight if you want to.
SarahFlew with SouthwestMDW-AUSAug 2024
Midway airport is pleasant and not chaotic at all. Breezed through customs. Very good experience.
FrancescaFlew with IberiaORD-FCOJun 2024
Expect small seats, narrow spaces for luggage and in aisles, but very nice flight attendants
WilliamFlew with EVA AirORD-TPEJul 2024
Wear compression socks or prepare for massive swelling of your feet and ankles.
FazalmullafazalFlew with EmiratesORD-DXBJul 2024
Always the best airline. I recommend to fly with emirates 10/10
MikeFlew with British AirwaysORD-FCOJun 2024
Make sure you check the plane type and economy seating space.
FreddyFlew with SouthwestMDW-LGAJul 2024
On a stormy day, be prepare for delays.
KashFlew with American AirlinesORD-DFWJun 2024
None. You can’t deal with airlines like AA anymore. Just be glad if they get you from point A to B in time. More than you can ask for these days, with the sad state of affairs with US- based airlines these days
ChristopherFlew with American AirlinesORD-HELApr 2024
Do it! The flights are cheap and comfy. The best combo. I didn’t have an issue, but there was a person who was vegetarian and they if you don’t request a meal ahead of time, they don’t have multiple options. They only had a meat option for dinner (which was amazing).
Verified travelerFlew with United AirlinesORD-PHXApr 2024
Use the find my gate feature on the flights phone app if available as the airport is a bit confusing
Verified travelerFlew with Alaska AirlinesORD-SEAApr 2024
If you miss your flight ask any alaska agent to how and where to rebook the flight.
MarisaFlew with Qatar AirwaysORD-DOHApr 2024
I was told by friends to fly Qatar Airlines wow excellent crew very nice, very professional!
Verified travelerFlew with British AirwaysORD-LHRMay 2024
Make sure you get a airline that allows one check-in luggage and respects its customers.
AyannaFlew with Spirit AirlinesORD-TPAMay 2024
Fly out of Midway airport instead of O'Hare because its smaller and easier to manage.
MusarratFlew with SouthwestMDW-JAXMay 2024
Southwest is best airline and Midway is also good airport in Chicago
Verified travelerFlew with LufthansaORD-MUCMay 2024
Anytime you have a chance to fly Lufthansa, you should!
FreddieFlew with IcelandairORD-KEFMay 2024
If you’re in business class board first to avoid queuing
ANAFlew with FrontierMDW-PHXMar 2024
More organization and more staff, there was a lot from diferentes cities coming at the airport, so it was a mess because people don’t understand. Or don’t want to understand the instrucción of wait in their seats…. So more staff could be helpful..
Verified travelerFlew with Spirit AirlinesORD-ATLApr 2024
Some areas of the airport were cold, others were warm. We had to seat in the warm area which was far from our gate. Not sure why A/C is not properly adjusted at O'Hare Airport
RogerFlew with ANAORD-HNDFeb 2024
The extra leg room and been able to recline better is worth the extra money. I bidding on the premium and offered the least they would accept and got it.
AaronFlew with American AirlinesORD-LHRDec 2023
Find a flight where you are allowed to choose your seats before the day of boarding for anything international.
RyanFlew with EVA AirORD-TPEJan 2024
Bring things to make the seats more comfortable
GerryFlew with United AirlinesORD-LAXJan 2024
The one unfortunate item with this flight, because the flight was full, everyone in group 3 and more had to tag their carry on luggage and have it checked. I my opinion, there was lots of available space on the plane for pack packs, coats etc that could all have been put under the seat. We cannot give up our carry on because of the medical needs

FAQs for booking flights out of Chicago

  • Does Midway International Airport have an on-site hotel?

    While Midway International Airport does not have an on-site hotel, there are several hotels are nearby. For example, the Holiday Inn Express & Suites Chicago Midway Airport is less than 5 minutes from the airport and has a free shuttle, while the Hilton Garden Inn Chicago Midway Airport is a 3-minute drive from the airport.

  • What lounges are available in Chicago O’Hare International Airport?

    There are a few different lounges to choose from at Chicago O’Hare International Airport, including the American Airlines Admirals Club, which is in Concourses G, H, K, and L. There is also the United Club in Concourses B and C, as well as the Delta Sky Club in Terminal 2.

  • What options are there for traveling from the city center to Midway International Airport?

    If you choose to drive from Downtown Chicago to Midway International Airport, the trip will typically take you around 15 to 20 minutes in total. You can also opt to use public transportation instead, such as the Orange subway line, which will typically take you between 30 and 35 minutes. A one-way ticket will cost you approximately $2.50.

  • Does Chicago O’Hare International Airport offer any facilities for those traveling with pets?

    If you are flying out of Chicago O’Hare International Airport with a pet, keep in mind that there are several indoor and outdoor pet relief areas available. These are equipped with sitting areas, trash cans, and free plastic bags.

  • What are the names of Chicago’s airports?

    All flights from Chicago depart from one of Chicago O'Hare Intl Airport, Chicago Midway Airport or Chicago Greater Rockford Airport. Chicago O'Hare Intl Airport’s airport code is ORD. It can also be referred to as Chicago O'Hare, O'Hare Intl. Chicago Midway Airport’s airport code is MDW. It can also be referred to as Chicago Midway, Chicago Midway Intl, Midway, Midway Intl. Chicago Greater Rockford Airport’s airport code is RFD. It can also be referred to as Chicago Rockford Intl, Greater Rockford.

  • Where can I fly to for cheap from Chicago?

    10 cheap destinations to fly to from Chicago
    1. Manistee
      from $122 round-trip
    2. Owensboro
      from $162 round-trip
    3. Cape Girardeau
      from $177 round-trip
    4. Burlington
      from $183 round-trip
    5. Marion
      from $187 round-trip
    6. Lewisburg
      from $195 round-trip
    7. Eau Claire
      from $208 round-trip
    8. Punta Gorda
      from $216 round-trip
    9. Peoria
      from $218 round-trip
    10. Fort Wayne
      from $227 round-trip
  • How does KAYAK find such low prices on flights from 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 from Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from 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 from 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 your destination with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from 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 from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight out of Chicago

  • Looking for a cheap flight? 25% of our users found tickets from Chicago to the following destinations at these prices or less: Miami $137 one-way - $112 round-trip
  • There are two primary airports in Chicago, Chicago O’Hare International Airport (ORD) and Midway International Airport (MDW). While Chicago O’Hare International Airport can be found just under 15 miles north of the city center, Midway International Airport is approximately 8 miles south of Downtown Chicago.
  • Chicago O’Hare International Airport is a major hub for airlines such as American Airlines and United Airlines, so it’s not uncommon for these companies to operate flights departing from this airport. Likewise, Midway International Airport is a hub for Southwest Airlines, so you’ll see that this airline commonly services trips from here.
  • If you have extra time before your flight boards at Chicago O’Hare International Airport, you can fit in a workout at the Hilton Athletic Club. Located in Terminal 2, it is equipped with facilities such as a steam room, sauna, and lap pool. There is also a yoga room in Terminal 3 open to all passengers for free.
  • Midway International Airport offers a few different services for those flying with children, such as a baby care room in Concourse C designed to give parents a private area to nurse their little ones. There is also a designated security lane for families.
  • If you feel like treating yourself before a long day of traveling, head to one of the Terminal Getaway Spa locations in Terminals 3 and 5 of Chicago O’Hare International Airport. Here, you can receive a variety of massages, manicures, pedicures, and facials.

Top 5 airlines serving from Chicago to Worldwide

Need help choosing which airline to fly with from Chicago to Worldwide? 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
SouthwestOverall score based on 4294 reviews
8.0Comfort
7.6Entertainment
7.1Food
8.2Boarding
8.6Crew
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

We had an 8 hr delay so it was not good

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Book cheap domestic flights from Chicago

Recent round-trip flight deals

5/14Wed
nonstopSpirit Airlines
2h 21mORD-EWR
5/21Wed
nonstopSpirit Airlines
2h 32mEWR-ORD
$75
5/10Sat
nonstopSpirit Airlines
2h 45mORD-MCO
5/17Sat
nonstopSpirit Airlines
3h 04mMCO-ORD
$75
6/1Sun
nonstopFrontier
4h 14mORD-LAS
6/6Fri
nonstopFrontier
3h 56mLAS-ORD
$78
5/10Sat
nonstopFrontier
3h 03mORD-MCO
5/17Sat
nonstopFrontier
3h 09mMCO-ORD
$82
5/14Wed
nonstopUnited Airlines
2h 11mORD-LGA
5/21Wed
nonstopUnited Airlines
2h 41mLGA-ORD
$137
5/14Wed
nonstopAmerican Airlines
2h 16mORD-JFK
5/21Wed
nonstopAmerican Airlines
3h 09mJFK-ORD
$138
5/13Tue
nonstopAmerican Airlines
2h 16mORD-JFK
5/25Sun
nonstopAmerican Airlines
3h 09mJFK-ORD
$147
5/28Wed
nonstopSouthwest
2h 45mORD-DEN
6/4Wed
nonstopSouthwest
2h 35mDEN-ORD
$151
5/11Sun
nonstopUnited Airlines
2h 11mORD-LGA
5/14Wed
nonstopUnited Airlines
2h 41mLGA-ORD
$158
5/31Sat
nonstopSouthwest
2h 40mORD-DEN
6/3Tue
nonstopSouthwest
2h 35mDEN-ORD
$160

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Recent one-way flight deals

5/13Tue
nonstopSpirit Airlines
2h 21mORD-EWR
$35
5/28Wed
nonstopSpirit Airlines
2h 21mORD-EWR
$37
5/30Fri
nonstopFrontier
4h 22mORD-LAS
$37
5/29Thu
nonstopFrontier
4h 06mORD-LAS
$38
5/20Tue
nonstopAmerican Airlines
2h 11mORD-LGA
$70
5/21Wed
nonstopAmerican Airlines
2h 25mORD-DFW
$74
6/10Tue
nonstopUnited Airlines
2h 48mORD-DEN
$76
8/13Wed
1 stopSouthwest
5h 25mORD-DEN
$81
6/2Mon
nonstopUnited Airlines
2h 50mORD-DEN
$85
6/10Tue
1 stopSouthwest
5h 55mORD-DEN
$86

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Last minute flights from Chicago to Worldwide

Last minute flight, train and bus deals

5/5Mon
multi-stopSpirit Airlines
11h 30mORD-MCO
5/10Sat
nonstopSpirit Airlines
3h 04mMCO-ORD
$112
5/5Mon
multi-stopSpirit Airlines
11h 30mORD-MCO
5/10Sat
nonstopSpirit Airlines
3h 04mMCO-ORD
$113
5/1Thu
multi-stopFrontier
28h 47mORD-DFW
6/3Tue
nonstopFrontier
2h 47mDFW-ORD
$143
5/5Mon
multi-stopFrontier
11h 00mORD-LAX
5/8Thu
multi-stopFrontier
17h 31mLAX-ORD
$163
5/5Mon
nonstopUnited Airlines
2h 15mORD-LGA
5/19Mon
nonstopUnited Airlines
2h 41mLGA-ORD
$174
5/5Mon
multi-stopUnited Airlines
9h 00mORD-SEA
5/12Mon
nonstopUnited Airlines
4h 01mSEA-ORD
$185
5/5Mon
multi-stopAmerican Airlines
4h 43mORD-LGA
5/19Mon
nonstopAmerican Airlines
2h 33mLGA-ORD
$226
5/5Mon
multi-stopAmerican Airlines
4h 09mORD-JFK
5/19Mon
nonstopAmerican Airlines
3h 09mJFK-ORD
$246
5/5Mon
multi-stopSouthwest
12h 10mORD-LGA
5/9Fri
multi-stopSouthwest
10h 20mLGA-ORD
$348
5/4Sun
multi-stopSouthwest
12h 00mORD-LGA
5/8Thu
multi-stopSouthwest
10h 20mLGA-ORD
$357

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Book cheap international flights from Chicago

Recent round-trip flight deals

5/10Sat
nonstopSpirit Airlines
3h 34mORD-CUN
5/17Sat
nonstopSpirit Airlines
3h 57mCUN-ORD
$203
5/19Mon
nonstop
3h 34mORD-CUN
5/22Thu
nonstop
3h 57mCUN-ORD
$205
5/18Sun
nonstopFrontier
4h 07mORD-CUN
5/22Thu
nonstopFrontier
3h 57mCUN-ORD
$219
7/29Tue
nonstopFrontier
3h 55mORD-CUN
8/7Thu
nonstopFrontier
4h 01mCUN-ORD
$220
5/11Sun
nonstopSouthwest
3h 40mMDW-CUN
5/15Thu
nonstopSouthwest
3h 40mCUN-MDW
$246
5/11Sun
nonstopUnited Airlines
3h 46mORD-CUN
5/15Thu
multi-stopUnited Airlines
8h 45mCUN-ORD
$296
5/19Mon
multi-stopSouthwest
8h 10mMDW-CUN
5/23Fri
nonstopSouthwest
3h 40mCUN-MDW
$299
7/24Thu
multi-stopAmerican Airlines
6h 40mORD-CUN
7/31Thu
multi-stopAmerican Airlines
9h 03mCUN-ORD
$339
9/17Wed
multi-stopAmerican Airlines
12h 35mORD-MAD
9/30Tue
nonstopAmerican Airlines
9h 40mMAD-ORD
$436
10/11Sat
multi-stopUnited Airlines
32h 05mORD-MAD
10/21Tue
multi-stopUnited Airlines
28h 53mMAD-ORD
$500

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Recent one-way flight deals

5/16Fri
nonstopSpirit Airlines
3h 34mORD-CUN
$89
5/11Sun
multi-stopSpirit Airlines
6h 08mORD-CUN
$95
5/9Fri
nonstopFrontier
4h 07mORD-CUN
$97
7/1Tue
nonstopFrontier
3h 57mORD-CUN
$98
8/12Tue
nonstopUnited Airlines
3h 53mORD-CUN
$111
7/14Mon
nonstopSouthwest
3h 35mMDW-CUN
$111
5/11Sun
nonstopAmerican Airlines
3h 45mORD-CUN
$116
5/11Sun
nonstopAmerican Airlines
3h 45mORD-CUN
$119
6/28Sat
nonstopSouthwest
3h 35mMDW-CUN
$121
6/24Tue
nonstopUnited Airlines
3h 46mORD-CUN
$130

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Everything you need to know for your flight from Chicago

Cabin class types available on flights from Chicago

Cabin classes available on flights from Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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