Title: CA $370 Cheap Flights from Sudbury (YSB) 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 $370 Cheap Flights from Sudbury (YSB) to Chicago (ORD) [View CA $370 flight on Wed, Dec 24, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YSB,to:ORD,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:369.59&airProductToken=AQpnCjIIwYYBEgQ4MjM0GNgMIJjOASjVyYADMJfKgAM4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoxCMGGARIDNTA1GJjOASCuHCjhyoADMNXLgAM4R0ABWAFqBUJBU0lDcghHTkE1QTBCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) - [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 Sudbury, ON (YSB-Greater Sudbury) to Chicago O'Hare International Airport (ORD) - ![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:ysb,to:ord,departure:31/10/2025TANYT&leg2=from:ord,to:ysb,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![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:ysb,to:ord,departure:31/10/2025TANYT&leg2=from:ord,to:ysb,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) ![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 Sudbury (YSB) to Chicago (ORD) Prices were available within the past 7 days and start at CA $370 for one-way flights and CA $677 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Nov 29 - Tue, Dec 9 YSB Sudbury ORD Chicago CA $677 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:29/11/2025TANYT&leg2=from:ORD,to:YSB,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:676.98&airProductToken=AQpFCiEIwYYBEgQ4MjM0GNgMIJjOASi1sP4CMPew_gI4R0AAWAEKIAjBhgESAzUwNRiYzgEgrhwowbH-AjC1sv4COEdAAVgBCkYKIQjBhgESBDg5MDQYrhwgmM4BKMCh_wIwpKL_AjhHQABYAQohCMGGARIEODIzNxiYzgEg2AwokqP_AjDXo_8COEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Nov 29 - Fri, Dec 12 YSB Sudbury ORD Chicago CA $727 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:29/11/2025TANYT&leg2=from:ORD,to:YSB,departure:12/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:726.64&airProductToken=AQpFCiEIwYYBEgQ4MjM0GNgMIJjOASi1sP4CMPew_gI4R0AAWAEKIAjBhgESAzUwNRiYzgEgrhwowbH-AjC1sv4COEdAAVgBCkUKIAjBhgESAzUxMBiuHCCYzgEoh8j_AjDqyP8COEdAAFgBCiEIwYYBEgQ4MjMzGJjOASDYDCiMzf8CMNHN_wI4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Feb 1 - Tue, Feb 10 YSB Sudbury ORD Chicago CA $732 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:01/02/2026TANYT&leg2=from:ORD,to:YSB,departure:10/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:731.02&airProductToken=AQpGCiEIwYYBEgQ4MjM4GNgMIJjOASi7g4QDMIGEhAM4S0AAWAEKIQjBhgESBDQ5NjEYmM4BIK4cKNiFhAMw1YaEAzhHQAFYAQpFCiAIwYYBEgM1MDYYrhwgmM4BKJDohAMw8-iEAzhHQABYAQohCMGGARIEODIzORiYzgEg2AwozumEAzCT6oQDOEtAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Dec 2 - Fri, Dec 5 YSB Sudbury ORD Chicago CA $740 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:02/12/2025TANYT&leg2=from:ORD,to:YSB,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:739.61&airProductToken=AQqaAQoyCMGGARIEODIzNBjYDCCYzgEoldL-AjDX0v4COEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMQjBhgESAzQxMhiYzgEgmF0o2NP-AjCq1P4COEdAAVgBagVCQVNJQ3IIR05BNUEwQkEKMQjBhgESBDg5NjcYmF0grhwondb-AjDC1_4COEdAAVgBagVCQVNJQ3IIR05BNUEwQkEKaAoyCMGGARIEODkwMBiuHCCYzgEoyPP-AjCs9P4COEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMgjBhgESBDgyMzcYmM4BINgMKJL2_gIw1_b-AjhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Mon, Jan 19 - Tue, Feb 3 YSB Sudbury ORD Chicago CA $742 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:19/01/2026TANYT&leg2=from:ORD,to:YSB,departure:03/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:741.56&airProductToken=AQpFCiEIwYYBEgQ4MjM0GNgMIJjOASiV7oIDMNfuggM4TEAAWAEKIAjBhgESAzUwNRiYzgEgrhwooe-CAzCV8IIDOExAAVgBCkUKIAjBhgESAzUwNhiuHCCYzgEosJmEAzCTmoQDOEdAAFgBCiEIwYYBEgQ4MjM5GJjOASDYDCjumoQDMLObhAM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Dec 1 - Tue, Dec 9 YSB Sudbury ORD Chicago CA $751 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:01/12/2025TANYT&leg2=from:ORD,to:YSB,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:750.48&airProductToken=AQpGCiEI1YIBEgQ4NDYyGNgMIJjOASj7yf4CMMHK_gI4R0AAWAEKIQjVggESBDM2NDAYmM4BIK4cKJjM_gIwlc3-AjhHQAFYAQpGCiEI1YIBEgQ4MDI3GK4cIJjOASjAof8CMKSi_wI4R0AAWAEKIQjVggESBDg0ODEYmM4BINgMKJKj_wIw16P_AjhHQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 24 - Sun, Jan 11 YSB Sudbury ORD Chicago CA $751 Roundtrip found 4 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:24/12/2025TANYT&leg2=from:ORD,to:YSB,departure:11/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:750.56&airProductToken=AQpoCjII1YIBEgQ4MDc0GNgMIJjOASjVyYADMJfKgAM4R0AAWAFqBTJfZWNvcghHTkE1QTBURwoyCNWCARIEODMwNxiYzgEgrhwo48uAAzDWzIADOEdAAFgBagUyX2Vjb3IIR05BNUEwVEcKaAoyCNWCARIEODQ3MhiuHCCYzgEo6JOCAzDMlIIDOEdAAFgBagUyX2Vjb3IIR05BNUEwVEcKMgjVggESBDg0ODEYmM4BINgMKLKWggMw95aCAzhHQABYAWoFMl9lY29yCEdOQTVBMFRHEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Nov 16 - Wed, Nov 26 YSB Sudbury ORD Chicago CA $755 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:16/11/2025TANYT&leg2=from:ORD,to:YSB,departure:26/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:754.31&airProductToken=AQpFCiEIwYYBEgQ4MjM0GNgMIJjOASiVnv0CMNee_QI4S0AAWAEKIAjBhgESAzUwORiYzgEgrhwooqL9AjCao_0COEtAAVgBCkYKIQjBhgESBDg5MDQYrhwgmM4BKKCP_gIwhJD-AjhHQABYAQohCMGGARIEODIzNxiYzgEg2Awo8pD-AjC3kf4COEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 24 - Sun, Jan 11 YSB Sudbury ORD Chicago CA $759 Roundtrip found 4 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:24/12/2025TANYT&leg2=from:ORD,to:YSB,departure:11/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:758.46&airProductToken=AQqcAQoyCNWCARIEODA3NBjYDCCYzgEo1cmAAzCXyoADOEdAAFgBagUyX2Vjb3IIR05BNUEwVEcKMwjVggESBDM2NDkYmM4BIMSNASiJy4ADMPLLgAM4R0AAWAFqBTJfZWNvcghHTkE1QTBURwoxCNWCARIDNjYxGMSNASCuHCj9zIADMKPOgAM4R0AAWAFqBTJfZWNvcghHTkE1QTBURwpoCjII1YIBEgQ4MDI3GK4cIJjOASjglIIDMMSVggM4R0AAWAFqBTJfZWNvcghHTkE1QTBURwoyCNWCARIEODQ4MRiYzgEg2AwospaCAzD3loIDOEdAAFgBagUyX2Vjb3IIR05BNUEwVEcSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Dec 2 - Fri, Dec 5 YSB Sudbury ORD Chicago CA $760 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YSB,to:ORD,departure:02/12/2025TANYT&leg2=from:ORD,to:YSB,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:759.16&airProductToken=AQpnCjIIwYYBEgQ4MjM0GNgMIJjOASiV0v4CMNfS_gI4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoxCMGGARIDNTA5GJjOASCuHCii1v4CMJrX_gI4R0ABWAFqBUJBU0lDcghHTkE1QTBCQQqaAQoxCMGGARIEODk2MhiuHCCYXSiP9_4CMIz4_gI4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQoxCMGGARIDNDMxGJhdIJjOASjy-f4CMND6_gI4R0ABWAFqBUJBU0lDcghHTkE1QTBCQQoyCMGGARIEODIzMxiYzgEg2AworP7-AjDx_v4COEdAAVgBagVCQVNJQ3IIR05BNUEwQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAN) ## 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:YSB,to:ORD,departure:31/10/2025TANYT&leg2=from:ORD,to:YSB,departure:04/11/2025TANYT&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 $808](https://www.expedia.ca/Flights-Search?leg1=from:YSB,to:ORD,departure:31/10/2025TANYT&leg2=from:ORD,to:YSB,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from Sudbury Airport to O'Hare Airport? > The lowest price advertised for a round-trip journey between YSB and O'Hare Airport is CA $677. But you better act fast. This figure is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Sudbury Airport to O'Hare Airport? > This differs between air carriers, as each one has its own set of terms and conditions. Head to the [Customer Service Portal](https://www.expedia.ca/helpcenter), where there are instructions on how to cancel your flight online. ### How do I find cheap flights from Sudbury Airport to ORD that have flexible change policies? > Flights from YSB to O'Hare Airport offering flexible change policies are available from several carriers. Simply use our "No change fees" filter when searching. You'll only need to cover the difference in ticket price, with no extra fees to worry about. ### How many hours is the flight from Sudbury Airport to O'Hare Intl. Airport (ORD)? > The flight time between YSB and ORD is 3 hours and 1 minute. If you get peckish on longer flights, pack some fruit or snacks in your cabin baggage. ### How far is the flight from YSB to ORD? > You won't need a lengthy novel for this flight — it's just 770 kilometres from Sudbury to Chicago. Find your seat, order some food and you'll be there before long. ### Which airlines fly direct from YSB to O'Hare Intl. Airport (ORD)? > There are no direct flights, so you'll have to make at least one stop between Sudbury Airport and O'Hare Intl. Airport (ORD). Use the layover time to stretch your legs and grab a coffee. ### Are Greater Sudbury Airport (YSB) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Flight prices always go up and down, so there are no guarantees. While last-minute flight deals between YSB and ORD are of course possible, it also makes sense to keep a close eye on prices well before you fly. In fact, some airlines announce their prices up to a year before the departure date. Expedia is constantly updating the best bargains around, so keep checking and be ready to book when fare prices drop. ## Travel information | Origin airport | Greater Sudbury | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, United | | Roundtrip price | CA $677 | | Distance | 761 km | ## Book with confidence ### Sudbury to Chicago Flights **The easy way to book your flights from Sudbury to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Sudbury 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 Sudbury to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Greater Sudbury, YSB to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Sudbury to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Sudbury currently is just CA $677 rising to CA $760.   Here are more money-saving tips:  - Fly in November 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 Sudbury**  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. ## Explore a world of travel with Expedia - 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.