Title: £131 Cheap Flights from Cancun to Chicago (CUN to ORD) - Expedia.co.uk ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £131 Cheap Flights from Cancun (CUN) to Chicago (ORD) [View £131 flight on Mon, 23 Mar 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:CUN,to:ORD,departure:23/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:130.86&airProductToken=AQpeCi0I2WgSAzEwNRiCbSCMuQEo4biIAzD0uYgDOEFAAFgBagRaZXJvcgZBTENTUzEKLQjZaBIDNzAwGIy5ASCuHCiwuogDMJy8iAM4QUABWAFqBFplcm9yBkFMQ1NTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Cancun Intl. Airport (CUN) to Chicago O'Hare International Airport (ORD) - ![Aeromexico](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AM.svg) Aeromexico [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AM"}}]) - ![Volaris](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_Y4.svg) Volaris [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"Y4"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Viva Aerobus](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_VB.svg) Viva Aerobus [](https://www.expedia.co.uk/Flights-Search?leg1=from:cun,to:ord,departure:16/11/2025TANYT&leg2=from:ord,to:cun,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"VB"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap Flights from Cancun (CUN) to Chicago (ORD) Prices were available within the past 7 days and start at £131 for one-way flights and £241 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, 25 Nov - Tue, 2 Dec CUN Cancun ORD Chicago £241 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:25/11/2025TANYT&leg2=from:ORD,to:CUN,departure:02/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:241.00&airProductToken=AQpGCiEIxJgBEgQ4MDY3GIJtIIy5ASjUgf4CMO-C_gI4RUAAWAEKIQjEmAESBDgwMDYYjLkBIK4cKLqD_gIwwIX-AjhFQAFYAQpECiAIwZoBEgQ0NTUwGK4cIOBcKKjU_gIwodX-AjhWQABYAQogCMGaARIEMzA3MhjgXCCCbSis1v4CMMzX_gI4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, 25 Nov - Fri, 5 Dec CUN Cancun ORD Chicago £241 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:25/11/2025TANYT&leg2=from:ORD,to:CUN,departure:05/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:241.00&airProductToken=AQpGCiEIxJgBEgQ4MDY3GIJtIIy5ASjUgf4CMO-C_gI4RUAAWAEKIQjEmAESBDgwMDYYjLkBIK4cKLqD_gIwwIX-AjhFQAFYAQpECiAIxJgBEgQxNDU2GK4cIOBcKIj2_gIwgff-AjhFQABYAQogCMSYARIEMTkzORjgXCCCbSiM-P4CMKz5_gI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, 26 Nov - Tue, 2 Dec CUN Cancun ORD Chicago £246 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:26/11/2025TANYT&leg2=from:ORD,to:CUN,departure:02/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:245.30&airProductToken=AQpDCh8IxJgBEgM2NDEYgm0g4FwouJD-AjDckf4COEVAAFgBCiAIxJgBEgQyODc5GOBcIK4cKLKS_gIwtJP-AjhFQAFYAQpECiAIwZoBEgQ0NTUwGK4cIOBcKKjU_gIwodX-AjhWQABYAQogCMGaARIEMzA3MhjgXCCCbSis1v4CMMzX_gI4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Mon, 3 Nov - Tue, 4 Nov CUN Cancun ORD Chicago £278 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:CUN,departure:04/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:277.90&airProductToken=AQpYCioIwYYBEgQxODgzGIJtIJhdKIuN_AIwhY_8AjhHQABYAXIIR0xGRVQxQkEKKgjBhgESBDg5NjcYmF0grhwo84_8AjCYkfwCOEdAAVgBcghHTEZFVDFCQQpYCioIwYYBEgQ4OTU4GK4cIJhdKLGW_AIwrpf8AjhHQABYAXIIR0tGRVQxQkEKKgjBhgESBDE4ODQYmF0ggm0o_5r8AjCcnfwCOEdAAVgBcghHS0ZFVDFCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, 25 Nov - Wed, 3 Dec CUN Cancun ORD Chicago £281 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:25/11/2025TANYT&leg2=from:ORD,to:CUN,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:280.50&airProductToken=AQpGCiEIxJgBEgQ4MDY3GIJtIIy5ASjUgf4CMO-C_gI4RUAAWAEKIQjEmAESBDgwMDYYjLkBIK4cKLqD_gIwwIX-AjhFQAFYAQpECiAIxJgBEgQxNDU2GK4cIOBcKMHf_gIwt-D-AjhFQABYAQogCMSYARIEMTkzORjgXCCCbSjM4f4CMOzi_gI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, 26 Nov - Wed, 3 Dec CUN Cancun ORD Chicago £285 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:26/11/2025TANYT&leg2=from:ORD,to:CUN,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:284.80&airProductToken=AQpDCh8IxJgBEgM2NDEYgm0g4FwouJD-AjDckf4COEVAAFgBCiAIxJgBEgQyODc5GOBcIK4cKLKS_gIwtJP-AjhFQAFYAQpECiAIxJgBEgQxNDU2GK4cIOBcKMHf_gIwt-D-AjhFQABYAQogCMSYARIEMTkzORjgXCCCbSjM4f4CMOzi_gI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, 27 Nov - Mon, 1 Dec CUN Cancun ORD Chicago £287 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:27/11/2025TANYT&leg2=from:ORD,to:CUN,departure:01/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:286.60&airProductToken=AQpGCiEIwYYBEgQxMzc1GIJtIJjOASjen_4CMMmh_gI4R0AAWAEKIQjBhgESBDUxNDMYmM4BIK4cKOik_gIw5aX-AjhHQAFYAQpDCh8IwYYBEgM1MjIYrhwgmF0o6sj-AjDpyf4COEdAAFgBCiAIwYYBEgQxODg0GJhdIIJtKN_K_gIw_Mz-AjhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Thu, 27 Nov - Thu, 4 Dec CUN Cancun ORD Chicago £349 Return found 13 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:27/11/2025TANYT&leg2=from:ORD,to:CUN,departure:04/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:348.70&airProductToken=AQpeCi0I2WgSBDEwNTUYgm0g5lgoupv-AjDnnP4COFZAAFgBagRaZXJvcgZWTENSUDEKLQjZaBIEMTcwMhjmWCCuHCi_nv4CMK2g_gI4VkABWAFqBFplcm9yBlZMQ1JQMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Aeromexico](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/am.gif) Wed, 17 Dec - Wed, 24 Dec CUN Cancun ORD Chicago £362 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:17/12/2025TANYT&leg2=from:ORD,to:CUN,departure:24/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:361.63&airProductToken=AQqAAQo-CMGaARIEMzQyORiCbSDgXCiM-v8CMLD7_wI4VkAAWAFqBkJBU0lDQXIITk5OQzBTQk16CgjEmAESBDM0MjkKPgjBmgESBDM1OTEY4FwgrhwoxYCAAzC7gYADOFZAAVgBagZCQVNJQ0FyCE5OTkMwU0JNegoIxJgBEgQzNTkxEgoIARABGAEqAkFNGAEiBAgBEAEoAigDKAQwAQ) ![avianca](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/av.gif) Mon, 3 Nov - Tue, 4 Nov CUN Cancun ORD Chicago £437 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:CUN,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:CUN,departure:04/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:436.60&airProductToken=AQpWCikIwawBEgMyNTcYgm0gwTMon438AjD7jvwCOE9AAFgBcghPRU9CMEJSRgopCMGsARIDMjYyGMEzIK4cKMaZ_AIwzJz8AjhPQAFYAXIIT0VPQjBCUkYKVQopCMGsARIDMjYzGK4cIMEzKMSd_AIwtqD8AjhTQABYAXIIU0VPQjBCUkYKKAjBrAESAjY4GMEzIIJtKLyj_AIwoqX8AjhTQAFYAXIIU0VPQjBCUkYSCggCEAEYASoCQVYYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Cancun (CUN) to Chicago (ORD) ### January is typically the cheapest month to fly From £140 - £345 per traveller. ## Frequently asked questions ### How much is a flight from Cancun Airport to O'Hare Airport? > Pack your bags, because round-trip flights between Cancun Airport and ORD start from £241. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can go up quickly, so book today to secure the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Cancun Airport to O'Hare Intl. Airport (ORD)? > This differs between air carriers, as each one has its own terms and conditions. Head to the [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033), where there are easy instructions on how to cancel online. ### How do I find cheap flights from CUN to O'Hare Intl. Airport (ORD) that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for CUN to O'Hare Airport flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from CUN to O'Hare Intl. Airport (ORD)? > The flight distance from Cancun Intl. Airport (CUN) to ORD is 2,300 kilometres. Squeeze in a nap or get stuck into a book and the journey will fly by. ### Which airlines fly direct from Cancun Airport to O'Hare Airport? > With a nice range of airlines to take your pick of, you should be able to find the perfect flight from Cancun Airport to O'Hare Intl. Airport (ORD) in a few easy clicks. Here are some of the top carriers with services between these airports: > > > > - American Airlines - (AA) with 91 monthly flights > - United Airlines - (UA) with 65 monthly flights > - Frontier Airlines - (F9) with 30 monthly flights > - Spirit Airlines - (NK) with 17 monthly flights ### Are CUN to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Booking last minute from CUN to O'Hare Airport can be hit-or-miss. It is possible to find a bargain, but you could also miss out entirely! If you'd rather start planning early, Expedia compares flight deals up to 12 months in advance. Just keep in mind that not all airlines list their prices so far in advance. Our suggestion? Check back often as prices are updated frequently. ## Travel information | Origin airport | Cancun Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Aeromexico, Air Canada, American Airlines, Delta, United, Volaris | | Return price | £241 | | Distance | 2316 km | | Average flight time | 3 hours 2 mins | ## Book with confidence ### Compare flights from Cancun to Chicago easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Cancun to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Cancun Intl. to O'Hare Intl..   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from Cancun Intl. (CUN) to O'Hare Intl. (ORD) The easiest way to view the best deals on flights from Cancun to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Cancun Intl. to O'Hare Intl. start at just £241 and range up to £437.   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Cancun and Chicago - booking your flight during November, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your Cancun to Chicago flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Cancun Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.   ## Explore a world of travel with Expedia - Flights - [Flights from Lake Of The Ozarks (AIZ) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/aiz/chi/lake-of-the-ozarks-to-chicago) - [Flights from Amsterdam (AMS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ams/chi/amsterdam-to-chicago) - [Flights from Atlanta (ATL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/atl/chi/atlanta-to-chicago) - [Flights from Abu Dhabi (AUH) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/auh/mdw/abu-dhabi-to-chicago) - [Flights from Wilkes-Barre (AVP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/avp/chi/wilkes-barre-to-chicago) - [Flights from Hartford (BDL) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bdl/mdw/hartford-to-chicago) - [Flights from Beirut (BEY) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bey/chi/beirut-to-chicago) - [Flights from Birmingham (BHX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bhx/chi/birmingham-to-chicago) - [Flights from Bitam (BMM) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bmm/chi/bitam-to-chicago) - [Flights from Basel (BSL) to Chicago (PWK)](https://www.expedia.co.uk/lp/flights/bsl/pwk/basel-to-chicago) - [Flights from Burbank (BUR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bur/mdw/burbank-to-chicago) - [Flights from Baltimore (BWI) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bwi/chi/baltimore-to-chicago) - [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bwi/mdw/baltimore-to-chicago) - [Flights from Carlisle (CAX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/cax/chi/carlisle-to-chicago) - [Flights from Cambridge (CBG) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/cbg/chi/cambridge-to-chicago) - [Flights from Chub Cay (CCZ) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ccz/chi/chub-cay-to-chicago) - [Flights from Craig (CGA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/cga/chi/craig-to-chicago) - [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Champaign (CMI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/cmi/mdw/champaign-to-chicago) - [Flights from Washington (DCA) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/dca/ugn/washington-to-waukegan) - [Flights from Delhi (DEL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/del/chi/delhi-to-chicago) - [Flights from Dallas (DFW) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/dfw/chi/dallas-to-chicago) - [Flights from Derby (DRB) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/drb/chi/derby-to-chicago) - [Flights from Dublin (DUB) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/dub/chi/dublin-to-chicago) - [Flights from Wenatchee (EAT) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/eat/mdw/wenatchee-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/edi/chi/edinburgh-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/edi/mdw/edinburgh-to-chicago) - [Flights from Emden (EME) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/eme/chi/emden-to-chicago) - [Flights from Exeter (EXT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ext/chi/exeter-to-chicago) - [Flights from Frankfurt (FRA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/fra/chi/frankfurt-to-chicago) - [Flights from Galesburg (GBG) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gbg/mdw/galesburg-to-chicago) - [Flights from Glasgow (GLA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gla/mdw/glasgow-to-chicago) - [Flights from Geneva (GVA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gva/mdw/geneva-to-chicago) - [Flights from Gary (GYY) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/gyy/chi/gary-to-chicago) - [Flights from Hull (HUY) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/huy/mdw/hull-to-chicago) - [Flights from Washington (IAD) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/iad/mdw/washington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/ind/mdw/indianapolis-to-chicago) - [Flights from Isle of Man (IOM) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/iom/chi/isle-of-man-to-chicago) - [Flights from Iowa City (IOW) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/iow/mdw/iowa-city-to-chicago) - [Flights from Istanbul (IST) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ist/chi/istanbul-to-chicago) - [Flights from Jacksonville (JAX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/jax/chi/jacksonville-to-chicago) - [Flights from New York (JFK) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/jfk/mdw/new-york-to-chicago) - [Flights from Kigali (KGL) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/kgl/mdw/kigali-to-chicago) - [Flights from Karachi (KHI) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/khi/chi/karachi-to-chicago) - [Flights from Kaluga (KLF) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/klf/chi/kaluga-to-chicago) - [Flights from Kitadaito (KTD) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ktd/chi/kitadaito-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lax/chi/los-angeles-to-chicago) - [Flights from Le Havre (LEH) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/leh/chi/le-havre-to-chicago) - [Flights from London (LGW) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/lgw/mdw/london-to-chicago) - [Flights from London (LHR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/lhr/mdw/london-to-chicago) - [Flights from Milan (LIN) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lin/chi/milan-to-chicago) - [Flights from Little Rock (LIT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lit/chi/little-rock-to-chicago) - [Flights from Klamath Falls (LMT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lmt/chi/klamath-falls-to-chicago) - [Flights from London (LON) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/lon/ugn/london-to-waukegan) - [Flights from Liverpool (LPL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lpl/chi/liverpool-to-chicago) - [Flights from La Rochelle (LRH) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lrh/chi/la-rochelle-to-chicago) - [Flights from Lawrence (LWC) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lwc/chi/lawrence-to-chicago) - [Flights from Manchester (MAN) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/man/mdw/manchester-to-chicago) - [Flights from Kansas City (MCI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/mci/mdw/kansas-city-to-chicago) - [Flights from Memphis (MEM) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/mem/ugn/memphis-to-waukegan) - [Flights from Mexico City (MEX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mex/chi/mexico-city-to-chicago) - [Flights from Miami (MIA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mia/chi/miami-to-chicago) - [Flights from Malta (MLK) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mlk/chi/malta-to-chicago) - [Flights from Durham (MME) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/mme/mdw/durham-to-chicago) - [Flights from Manila (MNL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mnl/chi/manila-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/msp/chi/minneapolis-to-chicago) - [Flights from Naples (NAP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/nap/chi/naples-to-chicago) - [Flights from Nottingham (NQT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/nqt/chi/nottingham-to-chicago) - [Flights from Newcastle (NTL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ntl/chi/newcastle-to-chicago) - [Flights from Norwich (NWI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/nwi/mdw/norwich-to-chicago) - [Flights from Obock (OBC) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/obc/chi/obock-to-chicago) - [Flights from Chicago (ORD) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/ord/ugn/chicago-to-waukegan) - [Flights from Paris (PAR) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/par/chi/paris-to-chicago) - [Flights from Portland (PDX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/pdx/chi/portland-to-chicago) - [Flights from Portland (PDX) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/pdx/mdw/portland-to-chicago) - [Flights from Beijing (PEK) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/pek/chi/beijing-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/phl/chi/philadelphia-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (PWK)](https://www.expedia.co.uk/lp/flights/phl/pwk/philadelphia-to-chicago) - [Flights from Phoenix (PHX) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/phx/mdw/phoenix-to-chicago) - [Flights from Port of Spain (POS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/pos/chi/port-of-spain-to-chicago) - [Flights from Los Angeles (QLA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/qla/chi/los-angeles-to-chicago) - [Flights from Yangon (RGN) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/rgn/chi/yangon-to-chicago) - [Flights from Rishiri (RIS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ris/chi/rishiri-to-chicago) - [Flights from Rome (ROM) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/rom/chi/rome-to-chicago) - [Flights from Rondon (RON) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ron/chi/rondon-to-chicago) - [Flights from Ruteng (RTG) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/rtg/chi/ruteng-to-chicago) - [Flights from Louisville (SDF) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sdf/chi/louisville-to-chicago) - [Flights from Seattle (SEA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sea/chi/seattle-to-chicago) - [Flights from Salt Lake City (SLC) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/slc/chi/salt-lake-city-to-chicago) - [Flights from Sacramento (SMF) to Chicago (PWK)](https://www.expedia.co.uk/lp/flights/smf/pwk/sacramento-to-chicago) - [Flights from St. Cloud (STC) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/stc/mdw/st-cloud-to-chicago) - [Flights from Stockholm (STO) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sto/chi/stockholm-to-chicago) - [Flights from Swansea (SWS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sws/chi/swansea-to-chicago) - [Flights from Sydney (SYD) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/syd/chi/sydney-to-chicago) - [Flights from Topeka (TOP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/top/chi/topeka-to-chicago) - [Flights from Winchester (WGO) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/wgo/chi/winchester-to-chicago) - [Flights from Winton (WIN) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/win/chi/winton-to-chicago) - [Flights from Tsiroanomandidy (WTS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/wts/chi/tsiroanomandidy-to-chicago) - [Flights from Windsor (YQG) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/yqg/mdw/windsor-to-chicago) - [Flights from Toronto (YTO) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/yto/chi/toronto-to-chicago) \*Available to Expedia members.