Title: £131 Cheap Flights from San José to Chicago (SJO 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 San José (SJO) to Chicago (ORD) [View £131 flight on Thu, 11 Dec 2025](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:SJO,to:ORD,departure:11/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:130.90&airProductToken=AQpkCjAIwawBEgM2NTAYsnIgklgo1LX_AjCptv8COFVAAFgBagVCQVNJQ3IIVVpPQjBCUjkKMAjBrAESAzQwOBiSWCCuHCiAuP8CMKK6_wI4VUABWAFqBUJBU0lDcghVWk9CMEJSORIKCAIQARgCKgJBVhgBIgQIARABKAIoAygEMAE) - [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 Juan Santamaria Intl. Airport (SJO) to Chicago O'Hare International Airport (ORD) - ![Avianca](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AV.svg) Avianca [](https://www.expedia.co.uk/Flights-Search?leg1=from:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AV"}}]) - ![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:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.co.uk/Flights-Search?leg1=from:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![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:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![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:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Copa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_CM.svg) Copa [](https://www.expedia.co.uk/Flights-Search?leg1=from:sjo,to:ord,departure:28/10/2025TANYT&leg2=from:ord,to:sjo,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"CM"}}]) ![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 San José (SJO) to Chicago (ORD) Prices were available within the past 7 days and start at £131 for one-way flights and £240 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan SJO San José ORD Chicago £240 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:SJO,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:240.00&airProductToken=AQqNAQotCMJsEgQyMDM4GLJyIOVaKL22ggMw6reCAzhMQABYAWoCRE5yCFBJMEFCRUwxCi0IwmwSAzQ3MBjlWiDBkwEo-rqCAzDAvIIDOExAAVgBagJETnIIUEkwQUJFTDEKLQjCbBIDODExGMGTASCuHCjzw4IDMLDFggM4TEABWAFqAkROcghQSTlRQkVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan SJO San José ORD Chicago £247 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:SJO,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:246.30&airProductToken=AQqOAQotCMJsEgQyMDM4GLJyIOVaKL22ggMw6reCAzhMQABYAWoCRE5yCFBJN1BVRUwxCi4IwmwSBDEwNzAY5VogwZMBKNTAggMwlsKCAzhMQAFYAWoCRE5yCFBDMkFVRUwxCi0IwmwSAzgxMRjBkwEgrhwo88OCAzCwxYIDOExAAVgBagJETnIIUEMyQVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan SJO San José ORD Chicago £249 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:SJO,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:248.90&airProductToken=AQqNAQotCMJsEgQyMDM4GLJyIOVaKL22ggMw6reCAzhMQABYAWoCRE5yCFBJMEFCRUwxCi0IwmwSAzQ3MBjlWiDBkwEo-rqCAzDAvIIDOExAAVgBagJETnIIUEkwQUJFTDEKLQjCbBIDODExGMGTASCuHCjzw4IDMLDFggM4TEABWAFqAkROcghQSTlRQkVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![Copa](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/CM.gif) Mon, 1 Dec - Tue, 9 Dec SJO San José ORD Chicago £250 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:01/12/2025TANYT&leg2=from:ORD,to:SJO,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:249.70&airProductToken=AQpmCjEIw5oBEgM4MzkYsnIg78QBKKfL_gIw-sv-AjhBQABYAWoFQkFTSUNyCEFMQTJPWjJTCjEIw5oBEgMyMjgY78QBIK4cKKjR_gIwjNT-AjhBQAFYAWoFQkFTSUNyCEFMQTJPWjJTCmYKMQjDmgESAzIyORiuHCDvxAEot6P_AjD_pf8COEFAAFgBagVCQVNJQ3IIQUxBMk9aMlMKMQjDmgESAzc4NxjvxAEgsnIo4qr_AjC2q_8COEFAAVgBagVCQVNJQ3IIQUxBMk9aMlMSCggBEAEYASoCQ00YASIECAEQASgCKAMoBDAB) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan SJO San José ORD Chicago £256 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:SJO,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:255.20&airProductToken=AQqMAQotCMJsEgQyMDM4GLJyIOVaKL22ggMw6reCAzhMQABYAWoCRE5yCFBJN1BVRUwxCiwIwmwSAzYwMhjlWiCpUSj2woIDMKXEggM4TEABWAFqAkROcghQQzJBVUVMMQotCMJsEgQxMzA1GKlRIK4cKObEggMwqcaCAzhMQAFYAWoCRE5yCFBDMkFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan SJO San José ORD Chicago £259 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:SJO,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:258.80&airProductToken=AQqNAQotCMJsEgQyMDM4GLJyIOVaKL22ggMw6reCAzhMQABYAWoCRE5yCFBJMEFCRUwxCi0IwmwSAzQ3MBjlWiDBkwEo-rqCAzDAvIIDOExAAVgBagJETnIIUEkwQUJFTDEKLQjCbBIDODExGMGTASCuHCjzw4IDMLDFggM4TEABWAFqAkROcghQSTlRQkVMMRIKCAEQARgBKgJCNhgBIgQIARABKAIoBCgGMAE) ![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif) Wed, 14 Jan - Wed, 21 Jan SJO San José ORD Chicago £266 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:SJO,departure:21/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:265.10&airProductToken=AQqOAQotCMJsEgQyMDM4GLJyIOVaKL22ggMw6reCAzhMQABYAWoCRE5yCFBJN1BVRUwxCi4IwmwSBDEwNzAY5VogwZMBKNTAggMwlsKCAzhMQAFYAWoCRE5yCFBDMkFVRUwxCi0IwmwSAzgxMRjBkwEgrhwo88OCAzCwxYIDOExAAVgBagJETnIIUEMyQVVFTDESCggBEAEYASoCQjYYASIECAEQASgCKAQoBjAB) ![avianca](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/av.gif) Tue, 2 Dec - Wed, 10 Dec SJO San José ORD Chicago £447 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:02/12/2025TANYT&leg2=from:ORD,to:SJO,departure:10/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:447.00&airProductToken=AQpkCjAIwawBEgM2NTQYsnIghgUo19X-AjC21v4COFNAAFgBagVCQVNJQ3IIU0VPQjBCUjkKMAjBrAESAzYzMBiGBSCuHCim3f4CMMPf_gI4U0ABWAFqBUJBU0lDcghTRU9CMEJSOQoyCjAIwawBEgM2MzEYrhwgsnIo867_AjCmsv8COFNAAFgBagVCQVNJQ3IIU0VPQjBCUjkSCggCEAEYAioCQVYYASIECAEQASgCKAMoBDAB) ![Aeromexico](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/am.gif) Tue, 2 Dec - Wed, 10 Dec SJO San José ORD Chicago £617 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:02/12/2025TANYT&leg2=from:ORD,to:SJO,departure:10/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:616.10&airProductToken=AQpqCjMIwZoBEgM2OTEYsnIgjLkBKKPU_gIw69X-AjhSQABYAWoHQ0xBU0lDQXIIUk5OTjAwQ1MKMwjBmgESAzY4NhiMuQEgrhwout3-AjDA3_4COFJAAVgBagdDTEFTSUNBcghSTk5OMDBDUwpqCjMIwZoBEgM2ODcYrhwgjLkBKImv_wIwpLH_AjhSQABYAWoHQ0xBU0lDQXIIUk5OTjAwQ1MKMwjBmgESAzY5MBiMuQEgsnIotbf_AjD3uP8COFJAAVgBagdDTEFTSUNBcghSTk5OMDBDUxIKCAEQARgBKgJBTRgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, 3 Apr - Sat, 11 Apr SJO San José ORD Chicago £831 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SJO,to:ORD,departure:03/04/2026TANYT&leg2=from:ORD,to:SJO,departure:11/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:830.50&airProductToken=AQpuCjUIxJgBEgQxNzk0GLJyIOBcKOytiQMw46-JAzhIQABYAWoJTUFJTkNMQVNDcghITlhBME5NWgo1CMSYARIEMjg3ORjgXCCuHCj3sYkDMP2yiQM4SEABWAFqCU1BSU5DTEFTQ3IISE5YQTBOTVoKbgo1CMSYARIEMTI0NxiuHCDgXCi6h4oDML-IigM4WEAAWAFqCU1BSU5DTEFTQ3IIWE5OQTBOTVkKNQjEmAESBDE4MjUY4FwgsnIo54iKAzDeiooDOFhAAVgBaglNQUlOQ0xBU0NyCFhOTkEwTk1ZEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ## Find the cheapest month to fly from San José (SJO) to Chicago (ORD) ### September is typically the cheapest month to fly From £129 - £298 per traveller. Flight from San José to Chicago route information | Origin airport | Juan Santamaría Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Return price | £240 | | Distance | 3553 km | ## Compare flights from San José to Chicago easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from San José 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 Juan Santamaría 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 Juan Santamaría Intl. (SJO) to O'Hare Intl. (ORD) The easiest way to view the best deals on flights from San José 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 Juan Santamaría Intl. to O'Hare Intl. start at just £240 and range up to £831.   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near San José and Chicago - booking your flight during January, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your San José to Chicago flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Juan Santamaría 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.   ## Frequently asked questions ### How much is a flight from Juan Santamaria Intl. Airport to O'Hare Airport? > Start packing your suitcase, because round-trip journeys from Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) start from £240. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can go up quickly, so book now to get 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 Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD)? > Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033). ### How do I find cheap flights from Juan Santamaria Intl. Airport (SJO) to O'Hare Airport 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 Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from SJO to O'Hare Intl. Airport (ORD)? > The flight distance between SJO (SJO) and ORD (ORD) is 3,600 kilometres. Work your way through your travel song playlist or bury your nose in a book and the journey will zip on by. ### Which airlines fly direct from SJO to ORD? > If you want to travel straight from Juan Santamaria Intl. Airport to O'Hare Airport, you'll need to book a flight with one or more stops. Unfortunately, there are no airlines that fly directly on this route. ### Are Juan Santamaria Intl. Airport (SJO) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from Juan Santamaria Intl. Airport (SJO) to ORD can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out entirely! If you'd rather start your trip planning early on, Expedia compares flight deals up to a year in advance. Just remember that not all airlines list their prices that far in advance. Our suggestion? Check back often as updates are made regularly. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Albuquerque (ABQ) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/abq/mdw/albuquerque-to-chicago) - [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 Wilkes-Barre (AVP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/avp/chi/wilkes-barre-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 Concord (CCR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/ccr/mdw/concord-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.