Title: CA $208 Cheap Flights from Syracuse (SYR) to Chicago (MDW) - 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 $208 Cheap Flights from Syracuse (SYR) to Chicago (MDW) [View CA $208 flight on Sat, Jun 20, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:SYR,to:MDW,departure:20/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:207.30&airProductToken=AQpyCjcIxJgBEgQyMDkxGJKOASDjtAEo-JmQAzDVmpADOEVAAFgBaglNQUlOQkFTSUNyCFRBVk5BMEJRCjcIxJgBEgQ0Njg0GOO0ASDssAEoiZuQAzDWm5ADOEVAAVgBaglNQUlOQkFTSUNyCFRBVk5BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) - [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 Hancock Intl. Airport (SYR) to Chicago Midway Airport (MDW) - ![](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:SYR,to:MDW,departure:20/02/2026TANYT&leg2=from:MDW,to:SYR,departure:27/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](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:SYR,to:MDW,departure:20/02/2026TANYT&leg2=from:MDW,to:SYR,departure:27/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](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 Syracuse (SYR) to Chicago (MDW) Prices were available within the past 7 days and start at CA $208 for one-way flights and CA $310 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 21 - Sat, May 2 SYR Syracuse MDW Chicago CA $310 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:21/04/2026TANYT&leg2=from:MDW,to:SYR,departure:02/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:309.20&airProductToken=AQpICiIIxJgBEgQ1NTIxGJKOASDjtAEo5fiKAzDE-YoDOEVAAFgBCiIIxJgBEgQ1MjU4GOO0ASDssAEo-fmKAzDH-ooDOEVAAVgBCkgKIgjEmAESBDUyODYY7LABIOO0ASiK-YsDMNX5iwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASiL-osDMN36iwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Apr 16 - Mon, Apr 20 SYR Syracuse MDW Chicago CA $312 Roundtrip found 8 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:16/04/2026TANYT&leg2=from:MDW,to:SYR,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:311.40&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEo2L6KAzCzv4oDOEVAAFgBCiIIxJgBEgQ1MjE4GOO0ASDssAEo6b-KAzC7wIoDOEVAAVgBCkgKIgjEmAESBDUyODYY7LABIOO0ASiK8ooDMNXyigM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASiL84oDMN3zigM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 14 - Sun, Apr 26 SYR Syracuse MDW Chicago CA $343 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:14/04/2026TANYT&leg2=from:MDW,to:SYR,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:342.50&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEomKiKAzDzqIoDOEVAAFgBCiIIxJgBEgQ1MjE4GOO0ASDssAEoqamKAzD7qYoDOEVAAVgBCkgKIgjEmAESBDUyODYY7LABIOO0ASjKtYsDMJW2iwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASjLtosDMJ23iwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 21 - Sun, Apr 26 SYR Syracuse MDW Chicago CA $346 Roundtrip found 8 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:21/04/2026TANYT&leg2=from:MDW,to:SYR,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:345.80&airProductToken=AQpICiIIxJgBEgQ1NTIxGJKOASDjtAEo5fiKAzDE-YoDOEVAAFgBCiIIxJgBEgQ1MjU4GOO0ASDssAEo-fmKAzDH-ooDOEVAAVgBCkgKIgjEmAESBDUyODYY7LABIOO0ASjKtYsDMJW2iwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASjLtosDMJ23iwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 27 - Mon, Jun 15 SYR Syracuse MDW Chicago CA $362 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:27/05/2026TANYT&leg2=from:MDW,to:SYR,departure:15/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:361.90&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEoh4yOAzDmjI4DOEVAAFgBCiIIxJgBEgQ0Njg0GOO0ASDssAEoiY2OAzDXjY4DOEVAAVgBCkgKIgjEmAESBDQ2OTAY7LABIOO0ASjj548DMKvojwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASj_6I8DMNDpjwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Mar 10 - Sat, Mar 14 SYR Syracuse MDW Chicago CA $381 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:10/03/2026TANYT&leg2=from:MDW,to:SYR,departure:14/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:380.20&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEorp6HAzCSn4cDOEVAAFgBCiIIxJgBEgQ1MjE4GOO0ASDssAEozp-HAzChoIcDOEVAAVgBCkgKIgjEmAESBDUyNzUY7LABIOO0ASjm0YcDMK3ShwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASjr0ocDML3ThwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, May 31 - Mon, Jun 8 SYR Syracuse MDW Chicago CA $396 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:31/05/2026TANYT&leg2=from:MDW,to:SYR,departure:08/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:395.20&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEoh7mOAzDmuY4DOEVAAFgBCiIIxJgBEgQ0Njg0GOO0ASDssAEoibqOAzDXuo4DOEVAAVgBCkgKIgjEmAESBDQ2OTAY7LABIOO0ASiDmY8DMMuZjwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASifmo8DMPCajwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Feb 28 - Sun, Mar 8 SYR Syracuse MDW Chicago CA $401 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:28/02/2026TANYT&leg2=from:MDW,to:SYR,departure:08/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:400.60&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEoqq6GAzCQr4YDOEVAAFgBCiIIxJgBEgQ1NDA1GOO0ASDssAEoxq-GAzCesIYDOEVAAVgBCkgKIgjEmAESBDUyNzUY7LABIOO0ASimjocDMO2OhwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASirj4cDMP2PhwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Feb 28 - Tue, Mar 3 SYR Syracuse MDW Chicago CA $407 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:28/02/2026TANYT&leg2=from:MDW,to:SYR,departure:03/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:407.00&airProductToken=AQpyCjcIxJgBEgQyMDkxGJKOASDjtAEoqq6GAzCQr4YDOFZAAFgBaglNQUlOQ0xBU0NyCFZGVk5BME1MCjcIxJgBEgQ1NDA1GOO0ASDssAEoxq-GAzCesIYDOFZAAVgBaglNQUlOQ0xBU0NyCFZGVk5BME1MCnIKNwjEmAESBDU0MzAY7LABIOO0ASi01oYDMPzWhgM4VkAAWAFqCU1BSU5DTEFTQ3IIVkZWTkEwTUwKNwjEmAESBDE2ODkY47QBIJKOASjK14YDMJ3YhgM4VkABWAFqCU1BSU5DTEFTQ3IIVkZWTkEwTUwSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Mar 11 - Sat, Mar 14 SYR Syracuse MDW Chicago CA $414 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SYR,to:MDW,departure:11/03/2026TANYT&leg2=from:MDW,to:SYR,departure:14/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:413.50&airProductToken=AQpICiIIxJgBEgQyMDkxGJKOASDjtAEozqmHAzCyqocDOEVAAFgBCiIIxJgBEgQ1MjE4GOO0ASDssAEo7qqHAzDBq4cDOEVAAVgBCkgKIgjEmAESBDUyNzUY7LABIOO0ASjm0YcDMK3ShwM4RUAAWAEKIgjEmAESBDE2ODkY47QBIJKOASjr0ocDML3ThwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ## Find the cheapest month to fly from Syracuse (SYR) to Chicago (MDW) ### September is typically the cheapest month to fly From CA $217 - CA $722 per traveller. __Flight from Syracuse to Chicago (SYR - MDW) route information__ | Origin airport | Hancock Intl. | | ------------------- | ------------- | | Destination airport | Midway Intl. | | Airlines serving | Delta | | Roundtrip price | CA $309 | | Distance | 958 km | ## North Syracuse to Chicago Flights **The easy way to book your flights from Syracuse to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Syracuse 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 Midway 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 Syracuse to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Hancock Intl., SYR to Midway Intl., MDW** Sort your search results by price to find great deals on your flight from Syracuse to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Syracuse currently is just CA $310 rising to CA $414\. Here are more money-saving tips: - Fly in April 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 Syracuse** 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 Syracuse Hancock Intl. Airport to Midway Intl. Airport (MDW)? ### Do I need to pay a cancellation fee if I cancel my flight from Syracuse Hancock Intl. Airport to Chicago Airport? ### How do I find cheap flights from SYR to Chicago Airport that have flexible change policies? ### How many hours is the flight from Syracuse Hancock Intl. Airport to Midway Intl. Airport (MDW)? ### How far is the flight from Hancock Intl. Airport (SYR) to Midway Intl. Airport (MDW)? ### Which airlines fly direct from Hancock Intl. Airport (SYR) to Chicago Airport? ### Are Syracuse Hancock Intl. Airport to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute? ## Explore a world of travel with Expedia - Flights - [Flights from Lincoln to Rush Street ](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street) - [Flights from Waterloo (ALO) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/alo/ord/waterloo-to-chicago) - [Flights from Ahmedabad (AMD) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/amd/ord/ahmedabad-to-chicago) - [Flights from Atlanta (ATL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/atl/ord/atlanta-to-chicago) - [Flights from Austin (AUS) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/aus/ord/austin-to-chicago) - [Flights from Bangor (BGR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bgr/ord/bangor-to-chicago) - [Flights from Bellingham (BLI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bli/ord/bellingham-to-chicago) - [Flights from Nashville (BNA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bna/ord/nashville-to-chicago) - [Flights from Mumbai (BOM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bom/ord/mumbai-to-chicago) - [Flights from Burlington (BTV) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/btv/ord/burlington-to-chicago) - [Flights from Buffalo (BUF) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/buf/ord/buffalo-to-chicago) - [Flights from Baltimore (BWI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/bwi/ord/baltimore-to-chicago) - [Flights from Sault Ste. Marie (CIU) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ciu/ord/sault-ste-marie-to-chicago) - [Flights from Charlotte (CLT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/clt/ord/charlotte-to-chicago) - [Flights from Columbus (CMH) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/cmh/ord/columbus-to-chicago) - [Flights from Cincinnati (CVG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/cvg/ord/cincinnati-to-chicago) - [Flights from Washington (DCA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/dca/ord/washington-to-chicago) - [Flights from Delhi (DEL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/del/ord/delhi-to-chicago) - [Flights from Denver (DEN) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/den/ord/denver-to-chicago) - [Flights from Dallas (DFW) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/dfw/ord/dallas-to-chicago) - [Flights from Duluth (DLH) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/dlh/ord/duluth-to-chicago) - [Flights from Des Moines (DSM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/dsm/ord/des-moines-to-chicago) - [Flights from Detroit (DTW) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/dtw/ord/detroit-to-chicago) - [Flights from Dubai (DXB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/dxb/ord/dubai-to-chicago) - [Flights from Fargo (FAR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/far/ord/fargo-to-chicago) - [Flights from Fort Lauderdale (FLL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/fll/ord/fort-lauderdale-to-chicago) - [Flights from Flint (FNT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/fnt/ord/flint-to-chicago) - [Flights from Spokane (GEG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/geg/ord/spokane-to-chicago) - [Flights from Grand Forks (GFK) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/gfk/ord/grand-forks-to-chicago) - [Flights from Green Bay (GRB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/grb/ord/green-bay-to-chicago) - [Flights from Grand Rapids (GRR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/grr/ord/grand-rapids-to-chicago) - [Flights from Great Falls (GTF) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/gtf/ord/great-falls-to-chicago) - [Flights from Houston (HOU) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/hou/ord/houston-to-chicago) - [Flights from Hyderabad (HYD) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/hyd/ord/hyderabad-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/iag/ord/niagara-falls-to-chicago) - [Flights from Indianapolis (IND) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ind/ord/indianapolis-to-chicago) - [Flights from New York (JFK) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/jfk/ord/new-york-to-chicago) - [Flights from Karachi (KHI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/khi/ord/karachi-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/las/ord/las-vegas-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/lax/ord/los-angeles-to-chicago) - [Flights from New York (LGA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/lga/ord/new-york-to-chicago) - [Flights from London (LHR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/lhr/ord/london-to-chicago) - [Flights from Kansas City (MCI) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mci/ord/kansas-city-to-chicago) - [Flights from Orlando (MCO) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mco/ord/orlando-to-chicago) - [Flights from Memphis (MEM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mem/ord/memphis-to-chicago) - [Flights from Mexico City (MEX) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mex/ord/mexico-city-to-chicago) - [Flights from Miami (MIA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mia/ord/miami-to-chicago) - [Flights from Milwaukee (MKE) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mke/ord/milwaukee-to-chicago) - [Flights from Minot (MOT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/mot/ord/minot-to-chicago) - [Flights from Madison (MSN) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/msn/ord/madison-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/msp/ord/minneapolis-to-chicago) - [Flights from Ogdensburg (OGS) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ogs/ord/ogdensburg-to-chicago) - [Flights from Omaha (OMA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/oma/ord/omaha-to-chicago) - [Flights from Ontario (ONT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ont/ord/ontario-to-chicago) - [Flights from Plattsburgh (PBG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/pbg/ord/plattsburgh-to-chicago) - [Flights from Portland (PDX) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/pdx/ord/portland-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/phl/ord/philadelphia-to-chicago) - [Flights from Pittsburgh (PIT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/pit/ord/pittsburgh-to-chicago) - [Flights from Raleigh (RDU) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/rdu/ord/raleigh-to-chicago) - [Flights from Rockford (RFD) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/rfd/ord/rockford-to-chicago) - [Flights from San Diego (SAN) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/san/ord/san-diego-to-chicago) - [Flights from Louisville (SDF) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/sdf/ord/louisville-to-chicago) - [Flights from Seattle (SEA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/sea/ord/seattle-to-chicago) - [Flights from San Francisco (SFO) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/sfo/ord/san-francisco-to-chicago) - [Flights from Salt Lake City (SLC) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/slc/ord/salt-lake-city-to-chicago) - [Flights from Syracuse (SYR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/syr/ord/syracuse-to-chicago) - [Flights from Sault Ste. Marie (YAM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yam/ord/sault-ste-marie-to-chicago) - [Flights from Nanaimo (YCD) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ycd/ord/nanaimo-to-chicago) - [Flights from St. Catharines (YCM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ycm/ord/st-catharines-to-chicago) - [Flights from Edmonton (YEG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yeg/ord/edmonton-to-chicago) - [Flights from Fredericton (YFC) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yfc/ord/fredericton-to-chicago) - [Flights from Kingston (YGK) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ygk/ord/kingston-to-chicago) - [Flights from Hamilton (YHM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yhm/ord/hamilton-to-chicago) - [Flights from Halifax (YHZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yhz/ord/halifax-to-chicago) - [Flights from Kamloops (YKA) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yka/ord/kamloops-to-chicago) - [Flights from Kitchener (YKF) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ykf/ord/kitchener-to-chicago) - [Flights from Kelowna (YLW) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ylw/ord/kelowna-to-chicago) - [Flights from Ottawa (YOW) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yow/ord/ottawa-to-chicago) - [Flights from Peterborough (YPQ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ypq/ord/peterborough-to-chicago) - [Flights from Québec (YQB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqb/ord/quebec-to-chicago) - [Flights from Windsor (YQG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqg/ord/windsor-to-chicago) - [Flights from Moncton (YQM) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqm/ord/moncton-to-chicago) - [Flights from Regina (YQR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqr/ord/regina-to-chicago) - [Flights from Thunder Bay (YQT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yqt/ord/thunder-bay-to-chicago) - [Flights from Sudbury (YSB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ysb/ord/sudbury-to-chicago) - [Flights from Saint John (YSJ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ysj/ord/saint-john-to-chicago) - [Flights from Toronto (YTZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ytz/ord/toronto-to-chicago) - [Flights from Montreal (YUL) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yul/ord/montreal-to-chicago) - [Flights from Vancouver (YVR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yvr/ord/vancouver-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/ywg/ord/winnipeg-to-chicago) - [Flights from Saskatoon (YXE) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yxe/ord/saskatoon-to-chicago) - [Flights from London (YXU) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yxu/ord/london-to-chicago) - [Flights from Abbotsford (YXX) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yxx/ord/abbotsford-to-chicago) - [Flights from North Bay (YYB) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyb/ord/north-bay-to-chicago) - [Flights from Calgary (YYC) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyc/ord/calgary-to-chicago) - [Flights from Charlottetown (YYG) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyg/ord/charlottetown-to-chicago) - [Flights from Victoria (YYJ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyj/ord/victoria-to-chicago) - [Flights from St. John's (YYT) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyt/ord/st-johns-to-chicago) - [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Flights from Sarnia (YZR) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yzr/ord/sarnia-to-chicago) \*Available to Expedia members.