Title: CA $152 Cheap Alaska Airlines fights from Los Angeles to Chicago - 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 $152 Cheap Alaska Airlines fights from Los Angeles (QLA) to Chicago (CHI) [View CA $152 flight on Sat, Dec 6, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:LAX,to:ORD,departure:06/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:151.20&airProductToken=AQpeCi0IwaYBEgI4NBiLuAEgkgEo9IT_AjCnhv8COFhAAFgBagJTVnIIR0g1T1hKQk4KLQjBpgESAzUzOBiSASCuHCiyh_8CMKWJ_wI4WEABWAFqAlNWcghHSDVPWEpCThIKCAEQARgBKgJBUxgBIgQIARABKAIoAygEMAE) - [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 ![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) ## Alaska Airlines flights from Los Angeles to Chicago (QLA→CHI) Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $386 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Mon, Dec 15 - Wed, Dec 17 LAX Los Angeles ORD Chicago CA $386 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:LAX,to:ORD,departure:15/12/2025TANYT&leg2=from:ORD,to:LAX,departure:17/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:386.00&airProductToken=AQpfCi4IwaYBEgM3OTgYi7gBIJIBKNTl_wIwjuf_AjhYQABYAWoCU1ZyCEdINU9BSkJOCi0IwaYBEgM0MTAYkgEgrhwo9ej_AjDu6v8COFhAAVgBagJTVnIIR0g1T0FKQk4KkwEKLgjBpgESBDE0NzAYrhwgkmgo__r_AjCK_f8COFhAAFgBagJTVnIIR0g1T1hWQk4KLwjBpgESBDMwMjgYkmggi5ABKNv9_wIwuf7_AjhYQAFYAWoCU1ZyCE9IMk9BVUJOCjAIwaYBEgQyMTgyGIuQASCLuAEoqYCAAzD4gIADOFhAAVgBagJTVnIIT0g1T1hWQk4SCggCEAEYAioCQVMYASIECAEQASgCKAMoBDAB) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Mon, Nov 3 - Fri, Nov 14 SNA Orange County ORD Chicago CA $466 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SNA,to:ORD,departure:03/11/2025TANYT&leg2=from:ORD,to:SNA,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:465.80&airProductToken=AQpCCh8IwaYBEgM1NDgYsgMgkgEo0478AjCMkPwCOFhAAFgBCh8IwaYBEgM1MzgYkgEgrhwop5H8AjCgk_wCOFhAAVgBCkMKHwjBpgESAzQwNxiuHCCSASjliv0CMPyM_QI4WEAAWAEKIAjBpgESBDEzODcYkgEgsgMo4Y39AjCGj_0COFhAAVgBEgoIARABGAEqAkFTGAEiBAgBEAEoBDAB) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Wed, Nov 5 - Wed, Nov 12 SNA Orange County ORD Chicago CA $482 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SNA,to:ORD,departure:05/11/2025TANYT&leg2=from:ORD,to:SNA,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:481.49&airProductToken=AQpgCi4IwaYBEgM1ODkYsgMg77gBKOen_AIw_6j8AjhYQABYAWoCU1ZyCE9INE9BSkJOCi4IwaYBEgMzNzYY77gBIK4cKISq_AIw9av8AjhYQAFYAWoCU1ZyCE9INE9BSkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Wed, Dec 3 - Mon, Dec 8 SNA Orange County ORD Chicago CA $505 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SNA,to:ORD,departure:03/12/2025TANYT&leg2=from:ORD,to:SNA,departure:08/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:504.20&airProductToken=AQowCi4IwaYBEgQ0NzU2GLIDIK4cKKjh_gIwrOP-AjhHQABYAWoCUE1yCFFWRkhaTk0zCjAKLgjBpgESBDQyMzcYrhwgsgMogJf_AjCTmf8COEdAAFgBagJQTXIIUVZGSFpOTTMSCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Wed, Nov 5 - Wed, Nov 12 SNA Orange County ORD Chicago CA $552 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SNA,to:ORD,departure:05/11/2025TANYT&leg2=from:ORD,to:SNA,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:551.94&airProductToken=AQpgCi4IwaYBEgM1ODkYsgMg77gBKOen_AIw_6j8AjhPQABYAWoCTUFyCE9INE9BSk1OCi4IwaYBEgMzNzYY77gBIK4cKISq_AIw9av8AjhPQAFYAWoCTUFyCE9INE9BSk1OEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sat, Dec 13 - Sun, Dec 21 BUR Burbank ORD Chicago CA $655 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BUR,to:ORD,departure:13/12/2025TANYT&leg2=from:ORD,to:BUR,departure:21/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:654.80&airProductToken=AQpfCi4IwaYBEgM1MzAYgY0BIJIBKIHU_wIwsNX_AjhYQABYAWoCU1ZyCE9IMk9YSkJOCi0IwaYBEgM1MzgYkgEgrhwoktb_AjCF2P8COFhAAVgBagJTVnIIT0gyT1hKQk4KYQouCMGmARIDMzI1GK4cIO-4ASi8qoADMNKsgAM4WEAAWAFqAlNWcghTSDRPQUpCTgovCMGmARIDNTU5GO-4ASCBjQEola2AAzCkroADOFhAAVgBagJTVnIIU0g0T0FKQk4SCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB) ## Travel information | Origin airport | Los Angeles Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United | | Popular airline | Delta | | Distance | 2785 km | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Cheap Hotels in Belvidere](https://www.expedia.ca/Belvidere-Hotels-Cheap-Hotels.0-0-d55583-tCheapHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Belvidere](https://www.expedia.ca/Belvidere-Hotels-Pet-Friendly-Hotel.0-0-d55583-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Belvidere Hotels](https://www.expedia.ca/Belvidere-Hotels.d55583.Travel-Guide-Hotels) - [Motels in Belvidere](https://www.expedia.ca/Belvidere-Motels.d55583-aaMotels.Travel-Guide-Accommodation) - [Resorts in Belvidere](https://www.expedia.ca/Belvidere-Resort-Hotels.d55583-aaResortHotels.Travel-Guide-Accommodation) - [Apartments in Boone County](https://www.expedia.ca/Boone-County-Apartments.d553248635976433782-aaApartments.Travel-Guide-Accommodation) - [Farmstay in Burlington](https://www.expedia.ca/Burlington-Agritourism.d553248634983239139-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Burlington](https://www.expedia.ca/Burlington-Bed-And-Breakfast.d553248634983239139-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Burlington](https://www.expedia.ca/Burlington-Guest-Houses.d553248634983239139-aaGuestHouses.Travel-Guide-Accommodation) - [Luxury Hotels in Burlington](https://www.expedia.ca/Burlington-Hotels-Luxury-Hotel.0-0-d553248634983239139-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Burlington Hotels](https://www.expedia.ca/Burlington-Hotels.d553248634983239139.Travel-Guide-Hotels) - [Motels in Burlington](https://www.expedia.ca/Burlington-Motels.d553248634983239139-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Apart-Hotels.d3000433734-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Bed-And-Breakfast.d3000433734-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Business Hotels in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Hotels-Business-Hotel.0-0-d3000433734-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Hotels-Couples-Resorts-Hotels.0-0-d3000433734-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Hotels-Family-Hotel.0-0-d3000433734-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Hotels-Hotel-With-Pool.0-0-d3000433734-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Hotels-Pet-Friendly-Hotel.0-0-d3000433734-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Cherry Valley Hotels](https://www.expedia.ca/Cherry-Valley-Hotels.d3000433734.Travel-Guide-Hotels) - [Motels in Cherry Valley](https://www.expedia.ca/Cherry-Valley-Motels.d3000433734-aaMotels.Travel-Guide-Accommodation) - [Hotels near CherryVale Mall](https://www.expedia.ca/CherryVale-Mall-Hotels.0-l6177738-0.Travel-Guide-Filter-Hotels) - [B&B in DeKalb County](https://www.expedia.ca/DeKalb-County-Bed-And-Breakfast.d553248635976430746-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Dekalb County Hotels](https://www.expedia.ca/Destinations-In-DeKalb-County.d553248635976430746.Hotel-Destinations) - [Motels in Esmond](https://www.expedia.ca/Esmond-Motels.d3000346250-aaMotels.Travel-Guide-Accommodation) - [Fairdale Hotels](https://www.expedia.ca/Fairdale-Hotels.d553248635975876413.Travel-Guide-Hotels) - [Garden Prairie Hotels](https://www.expedia.ca/Garden-Prairie-Hotels.d3000346277.Travel-Guide-Hotels) - [Farmstay in Genoa](https://www.expedia.ca/Genoa-Agritourism.d553248634983527967-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Genoa](https://www.expedia.ca/Genoa-Apart-Hotels.d553248634983527967-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Genoa](https://www.expedia.ca/Genoa-Bed-And-Breakfast.d553248634983527967-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Genoa](https://www.expedia.ca/Genoa-Guest-Houses.d553248634983527967-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Genoa](https://www.expedia.ca/Genoa-Hotels-Cheap-Hotels.0-0-d553248634983527967-tCheapHotels.Travel-Guide-Filter-Hotels) - [Genoa Hotels](https://www.expedia.ca/Genoa-Hotels.d553248634983527967.Travel-Guide-Hotels) - [B&B in Hampshire](https://www.expedia.ca/Hampshire-Bed-And-Breakfast.d6025773-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Hampshire](https://www.expedia.ca/Hampshire-Hotels-Cheap-Hotels.0-0-d6025773-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Hampshire](https://www.expedia.ca/Hampshire-Hotels-Luxury-Hotel.0-0-d6025773-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Hampshire](https://www.expedia.ca/Hampshire-Hotels-Pet-Friendly-Hotel.0-0-d6025773-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Hampshire](https://www.expedia.ca/Hampshire-Hotels-Romantic-Hotel.0-0-d6025773-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hampshire](https://www.expedia.ca/Hampshire-Hotels-Spa-Hotel.0-0-d6025773-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hampshire Hotels](https://www.expedia.ca/Hampshire-Hotels.d6025773.Travel-Guide-Hotels) - [Motels in Hampshire](https://www.expedia.ca/Hampshire-Motels.d6025773-aaMotels.Travel-Guide-Accommodation) - [Hotels near Hurricane Harbor Rockford](https://www.expedia.ca/Hurricane-Harbor-Rockford-Hotels.0-l6177736-0.Travel-Guide-Filter-Hotels) - [Apartments in Kingston](https://www.expedia.ca/Kingston-Apartments.d553248634983507536-aaApartments.Travel-Guide-Accommodation) - [Extended Stay America Hotels in Kingston](https://www.expedia.ca/Kingston-Hotels-Extended-Stay-America.0-0-d553248634983507536--bExtendedStayAmerica.Travel-Guide-Filter-Hotels) - [B&B in Kirkland](https://www.expedia.ca/Kirkland-Bed-And-Breakfast.d553248634983555364-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with a Pool in Kirkland](https://www.expedia.ca/Kirkland-Hotels-Hotel-With-Pool.0-0-d553248634983555364-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Kirkland Hotels](https://www.expedia.ca/Kirkland-Hotels.d553248634983555364.Travel-Guide-Hotels) - [Inns in Kirkland](https://www.expedia.ca/Kirkland-Inns.d553248634983555364-aaInns.Travel-Guide-Accommodation) - [Motels in Kirkland](https://www.expedia.ca/Kirkland-Motels.d553248634983555364-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Marengo](https://www.expedia.ca/Marengo-Apart-Hotels.d553248634983534917-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Marengo](https://www.expedia.ca/Marengo-Bed-And-Breakfast.d553248634983534917-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Marengo](https://www.expedia.ca/Marengo-Hotels-Luxury-Hotel.0-0-d553248634983534917-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marengo Hotels](https://www.expedia.ca/Marengo-Hotels.d553248634983534917.Travel-Guide-Hotels) - [Motels in Marengo](https://www.expedia.ca/Marengo-Motels.d553248634983534917-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Monroe Center](https://www.expedia.ca/Monroe-Center-Apart-Hotels.d553248634983195462-aaApartHotels.Travel-Guide-Accommodation) - [Cheap Hotels in Monroe Center](https://www.expedia.ca/Monroe-Center-Hotels-Cheap-Hotels.0-0-d553248634983195462-tCheapHotels.Travel-Guide-Filter-Hotels) - [Monroe Center Hotels](https://www.expedia.ca/Monroe-Center-Hotels.d553248634983195462.Travel-Guide-Hotels) - [B&B in Sycamore](https://www.expedia.ca/Sycamore-Bed-And-Breakfast.d55993-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Sycamore](https://www.expedia.ca/Sycamore-Hotels-Pet-Friendly-Hotel.0-0-d55993-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sycamore](https://www.expedia.ca/Sycamore-Hotels-Spa-Hotel.0-0-d55993-tSpaHotel.Travel-Guide-Filter-Hotels) - [Sycamore Hotels](https://www.expedia.ca/Sycamore-Hotels.d55993.Travel-Guide-Hotels) - [Inns in Sycamore](https://www.expedia.ca/Sycamore-Inns.d55993-aaInns.Travel-Guide-Accommodation) - [Motels in Sycamore](https://www.expedia.ca/Sycamore-Motels.d55993-aaMotels.Travel-Guide-Accommodation) - [Villas in Sycamore](https://www.expedia.ca/Sycamore-Villas.d55993-aaVillas.Travel-Guide-Accommodation) - [Cheap Hotels in Union](https://www.expedia.ca/Union-Hotels-Cheap-Hotels.0-0-d3000435600-tCheapHotels.Travel-Guide-Filter-Hotels) - [Union Hotels](https://www.expedia.ca/Union-Hotels.d3000435600.Travel-Guide-Hotels) - [Inns in Union](https://www.expedia.ca/Union-Inns.d3000435600-aaInns.Travel-Guide-Accommodation) - [Townhomes in Union](https://www.expedia.ca/Union-Townhomes.d3000435600-aaTownhomes.Travel-Guide-Accommodation) - [Flights to Belvidere](https://www.expedia.ca/Cheap-Flights-To-Belvidere.d55583.Travel-Guide-Flights) - [Air Canada Calgary (YYC) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/air-canada-from-calgary-intl-to-ohare-intl/ac/yyc/ord) - [Air Canada Toronto (YYZ) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/air-canada-from-pearson-intl-to-ohare-intl/ac/yyz/ord) - [Air Canada Montreal (YUL) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/air-canada-from-pierre-elliott-trudeau-intl-to-ohare-intl/ac/yul/ord) - [Air Canada Vancouver (YVR) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/air-canada-from-vancouver-intl-to-ohare-intl/ac/yvr/ord) - [Alaska Airlines Kelowna (YLW) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/alaska-airlines-from-kelowna-intl-to-ohare-intl/as/ylw/ord) - [Alaska Airlines Seattle (SEA) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/alaska-airlines-from-seattle-tacoma-intl-to-ohare-intl/as/sea/ord) - [American Airlines Las Vegas (LAS) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/american-airlines-from-harry-reid-intl-to-ohare-intl/aa/las/ord) - [American Airlines Los Angeles (LAX) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/american-airlines-from-los-angeles-intl-to-ohare-intl/aa/lax/ord) - [American Airlines Toronto (YYZ) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/american-airlines-from-pearson-intl-to-ohare-intl/aa/yyz/ord) - [Delta Calgary (YYC) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/delta-from-calgary-intl-to-ohare-intl/dl/yyc/ord) - [Delta Detroit (DTW) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/delta-from-detroit-metropolitan-wayne-county-to-ohare-intl/dl/dtw/ord) - [Delta Toronto (YYZ) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/delta-from-pearson-intl-to-ohare-intl/dl/yyz/ord) - [Delta Regina (YQR) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/delta-from-regina-intl-to-ohare-intl/dl/yqr/ord) - [Delta Seattle (SEA) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/delta-from-seattle-tacoma-intl-to-ohare-intl/dl/sea/ord) - [Delta Winnipeg (YWG) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/delta-from-winnipeg-james-armstrong-richardson-intl-to-ohare-intl/dl/ywg/ord) - [Porter Airlines Toronto (YTZ) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-billy-bishop-toronto-city-to-midway-intl/pd/ytz/mdw) - [Porter Airlines Ottawa (YOW) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-macdonald-cartier-intl-to-midway-intl/pd/yow/mdw) - [Porter Airlines Montreal (YUL) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-pierre-elliott-trudeau-intl-to-midway-intl/pd/yul/mdw) - [Porter Airlines Thunder Bay (YQT) to Chicago (MDW) flights](https://www.expedia.ca/lp/flight-routes/porter-airlines-from-thunder-bay-intl-to-midway-intl/pd/yqt/mdw) - [United Calgary (YYC) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/united-from-calgary-intl-to-ohare-intl/ua/yyc/ord) - [United Toronto (YYZ) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/united-from-pearson-intl-to-ohare-intl/ua/yyz/ord) - [United Vancouver (YVR) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/united-from-vancouver-intl-to-ohare-intl/ua/yvr/ord) - [Westjet Toronto (YYZ) to Chicago (ORD) flights](https://www.expedia.ca/lp/flight-routes/westjet-from-pearson-intl-to-ohare-intl/ws/yyz/ord) - [Flights from Union](https://www.expedia.ca/lp/flights/3000435600/flights-from-union) - [Flights from Sycamore](https://www.expedia.ca/lp/flights/55993/flights-from-sycamore) - [Cherryvale Mall](https://www.expedia.ca/CherryVale-Mall-Rockford.d6177738.Vacation-Attraction) - [Avis Rental Cars in Marengo](https://www.expedia.ca/Avis-Car-Rentals-In-Marengo.d553248634983534917-c41.Car-Rental-Guide-Suppliers) - [Car rentals in Avis Santa Maria Public Airport - 3249 Skyway Dr](https://www.expedia.ca/Avis-at-Santa-Maria-Public-Airport-3249-Skyway-Dr-Santa-Maria-California-USA.v55993.Car-Rental-Guide-Location) - [Car rental Cherry Valley](https://www.expedia.ca/Car-Rentals-In-Cherry-Valley.d3000433734.Car-Rental-Guide) - [Car rental Hampshire](https://www.expedia.ca/Car-Rentals-In-Hampshire.d6025773.Car-Rental-Guide) - [Car rental Union](https://www.expedia.ca/Car-Rentals-In-Union.d3000435600.Car-Rental-Guide) \*Available to Expedia members.