Title: CA $547 Cheap Flights from Chennai (MAA) 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) ## Popular airlines from Chennai International Airport (MAA) to Chicago O'Hare International Airport (ORD) - ![Etihad Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EY.svg) Etihad Airways [](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EY"}}]) - ![Emirates](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EK.svg) Emirates [](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EK"}}]) - ![Turkish Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TK.svg) Turkish Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TK"}}]) - ![Qatar Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_QR.svg) Qatar Airways [](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QR"}}]) - ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg) British Airways [](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BA"}}]) - ![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:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![Lufthansa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg) Lufthansa [](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:29/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LH"}}]) - ![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 Chennai (MAA) to Chicago (ORD) Prices were available within the past 7 days and start at CA $547 for one-way flights and CA $1,153 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Sun, Feb 1 - Sun, Feb 8 MAA Chennai ORD Chicago CA $1,153 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:01/02/2026TANYT&leg2=from:ORD,to:MAA,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:1152.50&airProductToken=AQpTCigIxbIBEgMzNDMYDCCAPSjO-4MDMNf9gwM4RUAAWAFyCEVMTjA5SDY5CicIxbIBEgE5GIA9IK4cKIuEhAMwj4uEAzhFQAFYAXIIRUxOMDlINjkKVAooCMWyARICMTAYrhwggD0ontGEAzC-14QDOEVAAFgBcghFTE4wOUg2OQooCMWyARIDMzQyGIA9IAwoht6EAzCA4IQDOEVAAVgBcghFTE4wOUg2ORIKCAEQARgBKgJFWRgBIgQIARABKAIoAygEMAE) ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Sun, Feb 1 - Sun, Feb 8 MAA Chennai ORD Chicago CA $1,197 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:01/02/2026TANYT&leg2=from:ORD,to:MAA,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:1196.65&airProductToken=AQpTCigIxbIBEgMzNDEYDCCAPSjh-IMDMOr6gwM4RUAAWAFyCEVMTjA5SDY5CicIxbIBEgE5GIA9IK4cKIuEhAMwj4uEAzhFQAFYAXIIRUxOMDlINjkKYQooCMWyARICMTAYrhwggD0ontGEAzC-14QDOEVAAFgBcghFTE4wOUg2OQo1CMWyARIEMTAxNhiAPSAMKKDhhAMwpOOEAzhFQAFYAXIIRUxOMDlINjl6CgjRoAESBDEwMTYSCggBEAEYASoCRVkYASIECAEQASgCKAMoBDAB) ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Mon, Feb 2 - Mon, Mar 2 MAA Chennai ORD Chicago CA $1,209 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:02/02/2026TANYT&leg2=from:ORD,to:MAA,departure:02/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1209.00&airProductToken=AQpTCigIxbIBEgMzNDEYDCCAPSiBhIQDMIqGhAM4RUAAWAFyCEVOTjA4SDZHCicIxbIBEgE5GIA9IK4cKKuPhAMwr5aEAzhFQAFYAXIIRU5OMDhINkcKVAooCMWyARICMTAYrhwggD0o3siGAzD-zoYDOEVAAFgBcghFTk4xOUg2RwooCMWyARIDMzQyGIA9IAwoxtWGAzDA14YDOEVAAVgBcghFTk4xOUg2RxIKCAEQARgBKgJFWRgBIgQIARABKAIoAygEMAE) ![Qatar Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QR.gif) Mon, Feb 2 - Mon, Mar 2 MAA Chennai ORD Chicago CA $1,231 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:02/02/2026TANYT&leg2=from:ORD,to:MAA,departure:02/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1230.60&airProductToken=AQphCigI0aQBEgM1MjkYDCDDOyiLhIQDMKiGhAM4T0AAWAFyCE9KUjRQOFJFCjUIwmwSBDU1NjEYwzsgrhwojIeEAzCujoQDOE9AAVgBcghPSlI0UDhSRXoKCNGkARIENTU2MQpiCjYIwYIBEgQ4MTI2GK4cIMM7KLLLhgMwyNGGAzhPQABYAXIIT0pSNFA4UkV6CgjRpAESBDgxMjYKKAjRpAESAzUyOBjDOyAMKO3ShgMw7NSGAzhPQAFYAXIIT0pSNFA4UkUSCggBEAEYASoCUVIYASIECAEQASgCKAMoBDAB) ![Lufthansa](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LH.gif) Tue, Feb 17 - Tue, May 12 MAA Chennai ORD Chicago CA $1,232 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:MAA,departure:12/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1231.80&airProductToken=AQpxCjAIzJABEgM3NTkYDCClBCjkq4UDMN-whQM4S0AAWAFqCEVDT1NBVkVScgZLTkNQN00KPQjMkAESBDkxNTAYpQQgrhwohrOFAzDAt4UDOEtAAVgBaghFQ09TQVZFUnIGS05DUDdNegkI1YIBEgM5MDYKZQoxCMyQARIDNDMxGK4cIKUEKLHojAMwpeyMAzhLQABYAWoIRUNPU0FWRVJyBktOQ1A3TQowCMyQARIDNzU4GKUEIAwohu6MAzDA8owDOEtAAVgBaghFQ09TQVZFUnIGS05DUDdNEgoIARABGAEqAkxIGAEiBAgBEAEoAigDKAQwAQ) ![Air India](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AI.gif) Sun, Feb 1 - Sun, Feb 8 MAA Chennai ORD Chicago CA $1,236 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:01/02/2026TANYT&leg2=from:ORD,to:MAA,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:1235.60&airProductToken=AQpWCikIwZIBEgQyODM2GAwgg1koivyDAzC5_YMDOEdAAFgBcghHSzNZWFNNQQopCMGSARIDMTI3GINZIK4cKJ2DhAMw-oyEAzhHQAFYAXIIR0szWVhTTUESCggBEAEYASoCQUkYASIECAEQASgCKAMoBDAB) ![Lufthansa](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LH.gif) Mon, Feb 16 - Tue, May 12 MAA Chennai ORD Chicago CA $1,238 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:16/02/2026TANYT&leg2=from:ORD,to:MAA,departure:12/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1237.60&airProductToken=AQpRCiYIzJABEgM3NTkYDCClBCjEoIUDML-lhQM4S0AAWAFyBktOQ1A3TQonCMyQARIDNDMwGKUEIK4cKO6mhQMwrauFAzhLQAFYAXIGS05DUDdNCogBCigIwYYBEgQ4OTYwGK4cIJhdKPTkjAMw_-WMAzhLQABYAXIGS05DUDdNCicIwYYBEgM4NDQYmF0gpQQohOiMAzDQ64wDOEtAAVgBcgZLTkNQN00KMwjBhgESBDk1ODQYpQQgDCiG7owDMMDyjAM4S0ABWAFyBktOQ1A3TXoKCMyQARIEOTU4NBIKCAEQARgBKgJMSBgBIgQIARABKAIoAygEMAE) ![Etihad Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EY.GIF) Sun, Feb 1 - Sun, Feb 8 MAA Chennai ORD Chicago CA $1,240 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:01/02/2026TANYT&leg2=from:ORD,to:MAA,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:1239.60&airProductToken=AQpgCjUIxbIBEgQxMDE3GAwggD0op_6DAzC1gIQDOEVAAFgBcghFTk4wMEg2R3oKCNGgARIEMTAxNwonCMWyARIBORiAPSCuHCiLhIQDMI-LhAM4RUABWAFyCEVOTjAwSDZHEgoIARABGAEqAkVZGAEiBAgBEAEoAigDKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Feb 17 - Tue, May 12 MAA Chennai ORD Chicago CA $1,258 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:17/02/2026TANYT&leg2=from:ORD,to:MAA,departure:12/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1257.74&airProductToken=AQqzAQo9CMGGARIEOTU4MxgMIKUEKOSrhQMw37CFAzhMQABYAWoIU1RBTkRBUkRyBkxOQ1BETXoKCMyQARIEOTU4Mwo-CMGGARIEOTEwNRilBCCYzgEouLOFAzC7t4UDOExAAVgBaghTVEFOREFSRHIGTE5DUERNegkIzJABEgM0NzAKMgjBhgESAzUwORiYzgEgrhwo0biFAzDJuYUDOExAAVgBaghTVEFOREFSRHIGTE5DUERNCqUBCjIIwYYBEgQ4OTYwGK4cIJhdKPTkjAMw_-WMAzhLQABYAWoIU1RBTkRBUkRyBktOQ1BETQoxCMGGARIDODQ0GJhdIKUEKITojAMw0OuMAzhLQAFYAWoIU1RBTkRBUkRyBktOQ1BETQo8CMGGARIEOTU4NBilBCAMKIbujAMwwPKMAzhLQAFYAWoIU1RBTkRBUkRyBktOQ1BETXoJCMyQARIDNzU4EgoIAhABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ) ![Cathay Pacific](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/CX.gif) Sun, Feb 22 - Sat, Feb 28 MAA Chennai ORD Chicago CA $1,303 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MAA,to:ORD,departure:22/02/2026TANYT&leg2=from:ORD,to:MAA,departure:28/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1303.00&airProductToken=AQpVCigIw7ABEgM2MzIYDCDHMiiO5IUDMM7mhQM4UUAAWAFyCFFLMjFJQUFSCikIw7ABEgM4MDYYxzIgrhwo8-eFAzDP7oUDOFFAAVgBcghRSzIxSUFBUgpVCikIw7ABEgM4MDcYrhwgxzIo87KGAzCuuoYDOFFAAFgBcghRSzIxSUFBUgooCMOwARIDNjQxGMcyIAwo4LqGAzC5vYYDOFFAAVgBcghRSzIxSUFBUhIKCAEQARgBKgJDWBgBIgQIARABKAIoAygEMAE) ## Find the cheapest month to fly from Chennai (MAA) to Chicago (ORD) ### March is typically the cheapest month to fly From CA $1,134 - CA $1,851 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:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:26/12/2025TANYT&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 $1,813 ](https://www.expedia.ca/Flights-Search?leg1=from:MAA,to:ORD,departure:22/12/2025TANYT&leg2=from:ORD,to:MAA,departure:26/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from Chennai to Chicago (MAA - ORD) route information__ | Origin airport | Chennai Intl. | | ------------------- | ------------- | | Destination airport | O'Hare Intl. | | Roundtrip price | CA $1,152 | | Distance | 13702 km | ## Chennai to Chicago Flights **The easy way to book your flights from Chennai to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Chennai 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 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 Chennai to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Chennai Intl., MAA to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from Chennai to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Chennai currently is just CA $1,153 rising to CA $1,303\. 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 Chennai** 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 Chennai Airport to ORD? ### Do I need to pay a cancellation fee if I cancel my flight from Chennai Intl. Airport (MAA) to O'Hare Airport? ### How do I find cheap flights from Chennai Intl. Airport (MAA) to ORD that have flexible change policies? ### How many hours is the flight from Chennai Intl. Airport (MAA) to O'Hare Intl. Airport (ORD)? ### How far is the flight from MAA to O'Hare Intl. Airport (ORD)? ### Which airlines fly direct from Chennai Intl. Airport (MAA) to ORD? ### Are Chennai Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute? ## 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) - 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[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.