Title: CA $222 Cheap Flights from Mexico City (MEX) to Chicago (ORD) - Expedia.ca ![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) # CA $222 Cheap Flights from Mexico City (MEX) to Chicago (ORD) [View CA $222 flight on Fri, Oct 24, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MEX,to:ORD,departure:24/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:221.56&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwo0Jf7AjDCmfsCOEFAAFgBagRaZXJvcgVBTFNTMxIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) - [Roundtrip](?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 Benito Juarez International Airport (MEX) 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.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&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.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"Y4"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Viva Aerobus](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_VB.svg) Viva Aerobus [](https://www.expedia.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"VB"}}]) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:mex,to:ord,departure:27/10/2025TANYT&leg2=from:ord,to:mex,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) ![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 30% 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.ca/login) ## Cheap flights from Mexico City (MEX) to Chicago (ORD) Prices were available within the past 7 days and start at CA $222 for one-way flights and CA $416 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Tue, Feb 3 - Sun, Feb 8 MEX Mexico City ORD Chicago CA $416 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:03/02/2026TANYT&leg2=from:ORD,to:MEX,departure:08/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:415.75&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwokJOEAzD8lIQDOEFAAFgBagRaZXJvcgVBTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Tue, Feb 17 - Mon, Feb 23 MEX Mexico City ORD Chicago CA $419 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:MEX,departure:23/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:418.65&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwo0LCFAzC8soUDOExAAFgBagRaZXJvcgVMTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Feb 17 - Mon, Feb 23 MEX Mexico City ORD Chicago CA $430 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:MEX,departure:23/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:429.98&airProductToken=AQppCjMIwYIBEgQxMDY2GIy5ASCjsQEoirOFAzCvtIUDOEJAAFgBagVCQVNJQ3IIT05ONEFUQloKMgjBggESBDMwMTgYo7EBIK4cKOa1hQMw8baFAzhCQAFYAWoFQkFTSUNyCE9OTjRBVEJaCmgKMgjBggESBDIzNjAYrhwg4poBKKr6hQMwoPuFAzhCQABYAWoFQkFTSUNyCE9OTjRBVEJaCjIIwYIBEgM0MzcY4poBIIy5ASiA_IUDMIv-hQM4QkABWAFqBUJBU0lDcghPTk40QVRCWhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Mon, Oct 27 - Wed, Nov 5 MEX Mexico City ORD Chicago CA $435 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:27/10/2025TANYT&leg2=from:ORD,to:MEX,departure:05/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:434.39&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwosLn7AjCcu_sCOEFAAFgBagRaZXJvcgVBTFNTMwouCiwI2WgSAzcwMRiuHCCMuQEop6H8AjCto_wCOExAAFgBagRaZXJvcgVMTFNTMhIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Viva](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/vb.gif) Tue, Feb 17 - Fri, Feb 20 MEX Mexico City ORD Chicago CA $439 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:MEX,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:438.20&airProductToken=AQoiCiAI1oQBEgMxODYYjLkBIK4cKLq5hQMwpbuFAzhaQABYAQoiCiAI1oQBEgMxODcYrhwgjLkBKMTShQMw0tSFAzhaQABYARIKCAEQARgBKgJWQhgBIgQIARABKAQwAQ) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Mon, Oct 27 - Wed, Nov 5 MEX Mexico City ORD Chicago CA $445 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:27/10/2025TANYT&leg2=from:ORD,to:MEX,departure:05/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:444.54&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwosLn7AjCcu_sCOEFAAFgBagRaZXJvcgVBTFNTMxIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Tue, Feb 3 - Sun, Feb 8 MEX Mexico City ORD Chicago CA $448 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:03/02/2026TANYT&leg2=from:ORD,to:MEX,departure:08/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:447.71&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwokJOEAzD8lIQDOEFAAFgBagRaZXJvcgVBTFNTMQouCiwI2WgSAzcwMxiuHCCMuQEoptaEAzCs2IQDOExAAFgBagRaZXJvcgVMTFNTMhIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Viva](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/vb.gif) Sat, Feb 14 - Fri, Feb 20 MEX Mexico City ORD Chicago CA $450 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:14/02/2026TANYT&leg2=from:ORD,to:MEX,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:449.70&airProductToken=AQoiCiAI1oQBEgMxODYYjLkBIK4cKNqXhQMwxZmFAzhXQABYAQoiCiAI1oQBEgMxODcYrhwgjLkBKMTShQMw0tSFAzhaQABYARIKCAEQARgBKgJWQhgBIgQIARABKAQwAQ) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Tue, Feb 17 - Mon, Feb 23 MEX Mexico City ORD Chicago CA $451 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:MEX,departure:23/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:450.61&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwo0LCFAzC8soUDOExAAFgBagRaZXJvcgVMTFNTMQouCiwI2WgSAzcwMxiuHCCMuQEohv-FAzCMgYYDOExAAFgBagRaZXJvcgVMTFNTMhIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 3 - Sat, Dec 6 MEX Mexico City ORD Chicago CA $552 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:03/12/2025TANYT&leg2=from:ORD,to:MEX,departure:06/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:551.70&airProductToken=AQpECiEI1YIBEgQxMDI1GIy5ASCIOCjR4f4CMOLi_gI4R0AAWAEKHwjVggESAzc4NxiIOCCuHCi_4_4CMNfk_gI4R0ABWAEKRQogCNWCARIEMTIzMRiuHCCIOCjP_v4CMIWA_wI4R0AAWAEKIQjVggESBDEwMjgYiDggjLkBKOaC_wIw94P_AjhHQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Nov 22 - Fri, Nov 28 MEX Mexico City ORD Chicago CA $802 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:22/11/2025TANYT&leg2=from:ORD,to:MEX,departure:28/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:801.69&airProductToken=AQpmCjEIwYYBEgM5OTQYjLkBIJhdKLDg_QIw3OL9AjhHQABYAWoFQkFTSUNyCEdaWUVUMkJBCjEIwYYBEgQ4OTYxGJhdIK4cKKLj_QIwx-T9AjhHQAFYAWoFQkFTSUNyCEdaWUVUMkJBCmUKMAjBhgESAzUyMhiuHCCYXSiKp_4CMImo_gI4R0AAWAFqBUJBU0lDcghHWllFVDJCQQoxCMGGARIDOTk1GJhdIIy5ASjFqf4CMKys_gI4R0ABWAFqBUJBU0lDcghHWllFVDJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ## Find the cheapest month to fly from Mexico City (MEX) to Chicago (ORD) ### February is typically the cheapest month to fly From CA $341 - CA $415 per traveller. ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:27/10/2025TANYT&leg2=from:ORD,to:MEX,departure:05/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from CA $435](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:27/10/2025TANYT&leg2=from:ORD,to:MEX,departure:05/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Mexico City to Chicago (MEX - ORD) route information | Origin airport | Mexico City Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Aeromexico, Air Canada, American Airlines, Delta, Viva, Volaris | | Roundtrip price | CA $416 | | Distance | 2703 km | | Average flight time | 5 hours 12 mins | ## Mexico City to Chicago Flights **The easy way to book your flights from Mexico City to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Mexico City whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are Frontier Airlines, Air France, Emirates, Delta Air Lines, Volaris, United Airlines, VivaAerobus, WestJet, Aeromexico nonstop flights to O'Hare Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Mexico City to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Mexico City Intl., MEX to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Mexico City to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Mexico City currently is just CA $416 rising to CA $802.   Here are more money-saving tips:  - Fly in February when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from Mexico City**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. ## Frequently asked questions ### How much is a flight from Mexico Airport to O'Hare Airport? > Based on fares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Benito Juárez Intl. Airport to O'Hare Airport start from CA $416. Book ASAP to secure the best price for your journey. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Benito Juárez Intl. Airport to ORD? > Every airline has different terms and conditions. If you decide to cancel your getaway, visit our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Mexico Airport to O'Hare Intl. Airport (ORD) that have flexible change policies? > Plenty of carriers offer the option to move your flight at no extra charge. All you pay is the cost difference between flights. When looking for Benito Juárez Intl. Airport to ORD flights, you'll see a "No change fees" box for you to pick. ### How many hours is the flight from Mexico City Intl. Airport (MEX) to O'Hare Airport? > There are plenty of ways to make the 4 hours and 10 minutes between Benito Juárez Intl. Airport and O'Hare Intl. Airport (ORD) go by quicker. If you want to be productive, sort through your photos or delete all those unwanted emails. A good snooze also helps pass the time! ### How far is the flight from Mexico City Intl. Airport (MEX) to ORD? > It's around 2,700 kilometres between Mexico City and Chicago, so expect to be up in the air for a while. Keep yourself entertained by packing things like a magazine or a gripping book. ### Which airlines fly direct from MEX to O'Hare Airport? > It's a breeze to fly directly from Benito Juárez Intl. Airport to O'Hare Intl. Airport (ORD). These are some of the most popular carriers that offer nonstop services on this route: > > > > - Aeromexico - (AM) with 60 monthly flights > - United Airlines - (UA) with 60 monthly flights > - Volaris - (Y4) with 47 monthly flights > - VivaAerobus - (VB) with 30 monthly flights ### Are MEX to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > It is possible to score an awesome last-minute deal from Benito Juárez Intl. Airport to O'Hare Intl. Airport (ORD), but it's also possible to miss out entirely! As many airlines publish prices up to a year in advance, it's worth keeping an eye on fares early and being ready to pounce when you see a good bargain. Expedia compares air carrier prices and updates flight deals regularly, so you can be certain you're always seeing the latest offers. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Calgary to Rosemont](https://www.expedia.ca/lp/flights/178245/7581/calgary-to-rosemont) - [Flights from Denver to Northwest Chicago](https://www.expedia.ca/lp/flights/178254/6350697/denver-to-northwest-chicago) - [Flights from Los Angeles to Evanston](https://www.expedia.ca/lp/flights/178280/8049/los-angeles-to-evanston) - [Flights from Mexico City to Northwest Chicago](https://www.expedia.ca/lp/flights/178285/6350697/mexico-city-to-northwest-chicago) - [Flights from New York to Evanston](https://www.expedia.ca/lp/flights/178293/8049/new-york-to-evanston) - [Flights from Ottawa to Evanston](https://www.expedia.ca/lp/flights/178296/8049/ottawa-to-evanston) - [Flights from Philadelphia to Rosemont](https://www.expedia.ca/lp/flights/178297/7581/philadelphia-to-rosemont) - [Flights from Portland to Rosemont](https://www.expedia.ca/lp/flights/178299/7581/portland-to-rosemont) - [Flights from San Francisco to Evanston](https://www.expedia.ca/lp/flights/178305/8049/san-francisco-to-evanston) - [Flights from Seattle to Rosemont](https://www.expedia.ca/lp/flights/178307/7581/seattle-to-rosemont) - [Flights from Washington to Evanston](https://www.expedia.ca/lp/flights/178318/8049/washington-to-evanston) - [Flights from Lincoln to Rush Street](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street) - [Flights from Winnipeg to Rosemont](https://www.expedia.ca/lp/flights/6141041/7581/winnipeg-to-rosemont) - [Flights from Ashland (AHM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ahm/chi/ashland-to-chicago) - [Flights from Ann Arbor (ARB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/arb/mdw/ann-arbor-to-chicago) - [Flights from Aspen (ASE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ase/mdw/aspen-to-chicago) - [Flights from Atlanta (ATL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/atl/mdw/atlanta-to-chicago) - [Flights from Aurora (AUZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/auz/mdw/aurora-to-chicago) - [Flights from Hartford (BDL) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bdl/chi/hartford-to-chicago) - [Flights from León (BJX) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bjx/mdw/leon-to-chicago) - [Flights from Bellingham (BLI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bli/mdw/bellingham-to-chicago) - [Flights from Belleville (BLV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/blv/chi/belleville-to-chicago) - [Flights from Boston (BOS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bos/mdw/boston-to-chicago) - [Flights from Burlington (BTV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/btv/chi/burlington-to-chicago) - [Flights from Burlington (BTV) to Chicago (MDW)](https://www.expedia.ca/lp/flights/btv/mdw/burlington-to-chicago) - [Flights from Buffalo (BUF) to Chicago (CHI)](https://www.expedia.ca/lp/flights/buf/chi/buffalo-to-chicago) - [Flights from Buffalo (BUF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/buf/mdw/buffalo-to-chicago) - [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bwi/mdw/baltimore-to-chicago) - [Flights from Blaine (BWS) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bws/chi/blaine-to-chicago) - [Flights from Belize City (BZE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bze/mdw/belize-city-to-chicago) - [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Cleveland (CLE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/cle/mdw/cleveland-to-chicago) - [Flights from Danville (DAN) to Chicago (CHI)](https://www.expedia.ca/lp/flights/dan/chi/danville-to-chicago) - [Flights from Delhi (DEL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/del/mdw/delhi-to-chicago) - [Flights from Des Moines (DSM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dsm/mdw/des-moines-to-chicago) - [Flights from Detroit (DTW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dtw/mdw/detroit-to-chicago) - [Flights from Detroit (DTW) to Chicago (PWK)](https://www.expedia.ca/lp/flights/dtw/pwk/detroit-to-chicago) - [Flights from Exeter (EXT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ext/chi/exeter-to-chicago) - [Flights from Fishers Island (FID) to Chicago (MDW)](https://www.expedia.ca/lp/flights/fid/mdw/fishers-island-to-chicago) - [Flights from Flint (FNT) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/fnt/ugn/flint-to-waukegan) - [Flights from Green Bay (GRB) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/grb/ugn/green-bay-to-waukegan) - [Flights from Grand Rapids (GRR) to Chicago (PWK)](https://www.expedia.ca/lp/flights/grr/pwk/grand-rapids-to-chicago) - [Flights from Gary (GYY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/gyy/chi/gary-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/iag/chi/niagara-falls-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/iag/mdw/niagara-falls-to-chicago) - [Flights from Wilmington (ILM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ilm/chi/wilmington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ind/chi/indianapolis-to-chicago) - [Flights from Nakhon Phanom (KOP) to Chicago (MDW)](https://www.expedia.ca/lp/flights/kop/mdw/nakhon-phanom-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/las/mdw/las-vegas-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/lax/chi/los-angeles-to-chicago) - [Flights from Montego Bay (MBJ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mbj/mdw/montego-bay-to-chicago) - [Flights from Orlando (MCO) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mco/mdw/orlando-to-chicago) - [Flights from Michigan City (MGC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mgc/mdw/michigan-city-to-chicago) - [Flights from Muscle Shoals (MSL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/msl/mdw/muscle-shoals-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/msp/chi/minneapolis-to-chicago) - [Flights from New York (NYC) to Chicago (CHI)](https://www.expedia.ca/lp/flights/nyc/chi/new-york-to-chicago) - [Flights from Omaha (OMA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/oma/mdw/omaha-to-chicago) - [Flights from Chicago (ORD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ord/chi/chicago-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/phl/mdw/philadelphia-to-chicago) - [Flights from Pueblo (PUB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/pub/mdw/pueblo-to-chicago) - [Flights from Punta Cana (PUJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/puj/chi/punta-cana-to-chicago) - [Flights from Roanoke (ROA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/roa/mdw/roanoke-to-chicago) - [Flights from Selinsgrove (SEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/seg/mdw/selinsgrove-to-chicago) - [Flights from Sacramento (SMF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/smf/mdw/sacramento-to-chicago) - [Flights from St. Louis (STL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/stl/mdw/st-louis-to-chicago) - [Flights from Newburgh (SWF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/swf/mdw/newburgh-to-chicago) - [Flights from Sydney (SYD) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syd/mdw/sydney-to-chicago) - [Flights from Syracuse (SYR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syr/mdw/syracuse-to-chicago) - [Flights from Fort Leonard Wood (TBN) to Chicago (MDW)](https://www.expedia.ca/lp/flights/tbn/mdw/fort-leonard-wood-to-chicago) - [Flights from Ua Pou (UAP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/uap/chi/ua-pou-to-chicago) - [Flights from Fort Frances (YAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yag/chi/fort-frances-to-chicago) - [Flights from Brandon (YBR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ybr/mdw/brandon-to-chicago) - [Flights from Nanaimo (YCD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycd/chi/nanaimo-to-chicago) - [Flights from St. Catharines (YCM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycm/chi/st-catharines-to-chicago) - [Flights from Edmonton (YEA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yea/chi/edmonton-to-chicago) - [Flights from Edmonton (YEG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yeg/chi/edmonton-to-chicago) - [Flights from Edmonton (YEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yeg/mdw/edmonton-to-chicago) - [Flights from Flin Flon (YFO) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yfo/chi/flin-flon-to-chicago) - [Flights from Hamilton (YHM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yhm/mdw/hamilton-to-chicago) - [Flights from Kamloops (YKA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yka/chi/kamloops-to-chicago) - [Flights from Kelowna (YLW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ylw/mdw/kelowna-to-chicago) - [Flights from Montreal (YMQ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ymq/chi/montreal-to-chicago) - [Flights from Ottawa (YOW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yow/mdw/ottawa-to-chicago) - [Flights from Peterborough (YPQ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ypq/mdw/peterborough-to-chicago) - [Flights from Québec (YQB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqb/mdw/quebec-to-chicago) - [Flights from Regina (YQR) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqr/chi/regina-to-chicago) - [Flights from Regina (YQR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqr/mdw/regina-to-chicago) - [Flights from Gander (YQX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqx/chi/gander-to-chicago) - [Flights from Sudbury (YSB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ysb/mdw/sudbury-to-chicago) - [Flights from Timmins (YTS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yts/mdw/timmins-to-chicago) - [Flights from Toronto (YTZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago) - [Flights from Montreal (YUL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yul/mdw/montreal-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ywg/mdw/winnipeg-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (PWK)](https://www.expedia.ca/lp/flights/ywg/pwk/winnipeg-to-chicago) - [Flights from Whitehorse (YXY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yxy/chi/whitehorse-to-chicago) - [Flights from Calgary (YYC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyc/mdw/calgary-to-chicago) - [Flights from Victoria (YYJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyj/chi/victoria-to-chicago) - [Flights from St. John's (YYT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyt/chi/st-johns-to-chicago) - [Flights from Toronto (YYZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago) - [Flights from Toronto (YYZ) to Chicago (PWK)](https://www.expedia.ca/lp/flights/yyz/pwk/toronto-to-chicago) \*Available to Expedia members.