Title: CA $40 Cheap Flights from Newark Liberty Intl. Airport (EWR) 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 $40 Cheap Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD) [View CA $40 flight on Tue, Mar 24, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:EWR,to:ORD,departure:24/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:39.54&airProductToken=AQouCiwIzpYBEgMxMDgYxI0BIK4cKO7DiAMwgsWIAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ## Popular airlines from Newark Liberty Intl. Airport (EWR) to Chicago O'Hare International Airport (ORD) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](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:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](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:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](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:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://a.travel-assets.com/air/airlines/sy_sq.svg) Sun Country Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"SY"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:EWR,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](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\* - ![](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\* - ![](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 Newark Liberty Intl. Airport (EWR) to Chicago (ORD) Prices were available within the past 7 days and start at CA $40 for one-way flights and CA $80 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Thu, May 7 - Sat, May 16 EWR New York ORD Chicago CA $80 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:07/05/2026TANYT&leg2=from:ORD,to:EWR,departure:16/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:79.09&airProductToken=AQouCiwIzpYBEgMxMDgYxI0BIK4cKPCsjAMwiq6MAzhQQABYAWoCUlByBlBBMjFOUgouCiwIzpYBEgMxMDcYrhwgxI0BKPGTjQMw8JSNAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Mar 24 - Mon, Mar 30 EWR New York ORD Chicago CA $105 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:24/03/2026TANYT&leg2=from:ORD,to:EWR,departure:30/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:104.72&airProductToken=AQpbCiwIzpYBEgM5OTIYxI0BIMxwKO69iAMwor-IAzhQQABYAWoCUlByBlBBMjFOUgorCM6WARIDMzkzGMxwIK4cKL7BiAMw_8KIAzhQQAFYAWoCUlByBlBBMjFOUgouCiwIzpYBEgMxMDcYrhwgxI0BKMWFiQMwxYaJAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Fri, May 1 - Mon, May 4 EWR New York ORD Chicago CA $107 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:01/05/2026TANYT&leg2=from:ORD,to:EWR,departure:04/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.36&airProductToken=AQouCiwIzpYBEgMxMDgYxI0BIK4cKLDpiwMwyuqLAzhHQABYAWoCUlByBkdBMTROUgouCiwIzpYBEgMxMDcYrhwgxI0BKOuMjAMw6o2MAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Apr 20 - Sat, May 16 EWR New York ORD Chicago CA $107 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:20/04/2026TANYT&leg2=from:ORD,to:EWR,departure:16/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.63&airProductToken=AQouCiwIzpYBEgMxMDgYxI0BIK4cKNDtigMw6u6KAzhHQABYAWoCUlByBkdBMTROUgouCiwIzpYBEgMxMDcYrhwgxI0BKPGTjQMw8JSNAzhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Thu, Apr 30 - Mon, May 4 EWR New York ORD Chicago CA $114 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:30/04/2026TANYT&leg2=from:ORD,to:EWR,departure:04/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:113.18&airProductToken=AQotCisIzpYBEgMxMDgYxI0BIK4cKJDeiwMwqt-LAzhVQABYAWoCU0RyBVVBN05SCi4KLAjOlgESAzEwNxiuHCDEjQEo64yMAzDqjYwDOFBAAFgBagJSUHIGUEEyMU5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Apr 15 - Mon, Apr 20 EWR New York ORD Chicago CA $115 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:15/04/2026TANYT&leg2=from:ORD,to:EWR,departure:20/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:114.56&airProductToken=AQpaCi0IzpYBEgQxNDkxGMSNASDlWiiktooDMNq3igM4UEAAWAFqAlJQcgZQQTIxTlIKKQjOlgESATEY5Vogrhwo7rqKAzC6vIoDOFBAAVgBagJSUHIGUEEyMU5SCi4KLAjOlgESAzEwNxiuHCDEjQEosfGKAzC48ooDOFdAAFgBagJSUHIGV0EyMU5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Mar 25 - Sat, Mar 28 EWR New York ORD Chicago CA $120 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:25/03/2026TANYT&leg2=from:ORD,to:EWR,departure:28/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:120.00&airProductToken=AQouCiwIzpYBEgMxMDgYxI0BIK4cKI7PiAMwotCIAzhQQABYAWoCUlByBlBBMjFOUgotCisIzpYBEgMxMDcYrhwgxI0BKIXviAMwhfCIAzhSQABYAWoCU0RyBVJBN1YyEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Apr 13 - Sat, May 16 EWR New York ORD Chicago CA $147 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:13/04/2026TANYT&leg2=from:ORD,to:EWR,departure:16/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.74&airProductToken=AQo0CjIIwYIBEgQxOTM2GMSNASCuHCigoooDMNSjigM4QkAAWAFqBUJBU0lDcghPVkFKWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Apr 25 - Mon, May 4 EWR New York ORD Chicago CA $161 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:25/04/2026TANYT&leg2=from:ORD,to:EWR,departure:04/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:160.24&airProductToken=AQpvCjYIxJgBEgQyNDAxGMSNASDgXCi4p4sDMMaoiwM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQkMKNQjEmAESBDI4OTQY4FwgrhwoiaqLAzCMq4sDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Apr 17 - Sun, Apr 19 EWR New York ORD Chicago CA $284 Roundtrip found 12 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:EWR,to:ORD,departure:17/04/2026TANYT&leg2=from:ORD,to:EWR,departure:19/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:283.20&airProductToken=AQo0CjII1YIBEgQxMjA2GMSNASCuHCiu0YoDMNXSigM4R0AAWAFqBTJfZWNvcghHQUE0SkhEUwo0CjII1YIBEgQyNjkyGK4cIMSNASi44IoDMLrhigM4R0AAWAFqBTJfZWNvcghHQUE0SkhEUxIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=FTG_SPRING_PROMO_) ## 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:EWR,to:MDW,departure:17/03/2026TANYT&leg2=from:MDW,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. Closest 16 min [Flights from CA $290 ](https://www.expedia.ca/Flights-Search?leg1=from:EWR,to:MDW,departure:17/03/2026TANYT&leg2=from:MDW,to:EWR,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from New York (EWR) to Chicago (ORD) ### March is typically the cheapest month to fly From CA $80 - CA $287 per traveller. ## Frequently asked questions ### How much is a flight from Newark Airport to O'Hare Airport? ### Do I need to pay a cancellation fee if I cancel my flight from EWR to ORD? ### How do I find cheap flights from Newark Airport to O'Hare Intl. Airport (ORD) that have flexible change policies? ### How many hours is the flight from Liberty Intl. Airport (EWR) to ORD? ### How far is the flight from Newark Airport to ORD? ### Which airlines fly direct from Newark Airport to O'Hare Intl. Airport (ORD)? ### Are Newark Airport to ORD flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | Newark Liberty Intl. Airport | | ------------------- | ----------------------------------------- | | Destination airport | O'Hare Intl. | | Airlines serving | American Airlines, Delta, Spirit Airlines | | Roundtrip price | CA $79 | | Distance | 1147 km | | Average flight time | 1 hour 42 mins | ## Book with confidence # Newark to Chicago Flights **The easy way to book your flights from Newark Liberty Intl. Airport to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Newark Liberty Intl. Airport 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 Newark Liberty Intl. Airport to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Newark Liberty Intl. Airport, EWR to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from Newark Liberty Intl. Airport to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Newark Liberty Intl. Airport currently is just CA $80 rising to CA $284\. Here are more money-saving tips: - Fly in May 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 Newark Liberty Intl. Airport** 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. 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[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.