Title: Cheap Flights to West Side , IL from CA $165 - Expedia.ca ![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to West Side , IL from CA $165 [View CA $165 flight on Sat, Oct 18, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YVR,to:ORD,departure:18/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:164.27&airProductToken=AQpmCjEI16YBEgMxMDIYuI0BIJgWKMjX-gIwo9j6AjhFQABYAWoFQkFTSUNyCExUVUQwWkJHCjEI16YBEgQxNTg4GJgWIK4cKMfZ-gIwl9v6AjhFQAFYAWoFQkFTSUNyCExUVUQwWkJHEhQIAhABGAIqAldTMghBSVJNT0RXUxgBIgQIARABKAIoAygEMAE) - [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 [West Side Travel Guide](https://expedia.ca/West-Side.dx553248635976475400)[Hotels in West Side](https://expedia.ca/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[Things to do in West Side](https://expedia.ca/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities)[West Side Car Rentals](https://expedia.ca/Car-Rentals-In-West-Side.d553248635976475400.Car-Rental-Guide)[West Side Vacation Packages](https://expedia.ca/West-Side.d553248635976475400.Destination-Travel-Guides) ## Popular airlines - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines ![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) ## How much is the cheapest flight to West Side? Prices were available within the past 7 days and start at CA $165 for one-way flights and CA $275 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Thu, Oct 16 - Sun, Oct 19 YVR Vancouver ORD Chicago CA $275 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:16/10/2025TANYT&leg2=from:ORD,to:YVR,departure:19/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:274.62&airProductToken=AQpmCjEI16YBEgMxMDAYuI0BIJgWKMzA-gIwp8H6AjhFQABYAWoFQkFTSUNyCExUVUQwWkJHCjEI16YBEgQxNTg4GJgWIK4cKIfD-gIw18T6AjhFQAFYAWoFQkFTSUNyCExUVUQwWkJHCmYKMQjXpgESBDE1ODkYrhwgmBYo5ub6AjDL6PoCOEVAAFgBagVCQVNJQ3IITFRVRDBaQkcKMQjXpgESAzEzNRiYFiC4jQEoj-r6AjDv6voCOEVAAVgBagVCQVNJQ3IITFRVRDBaQkcSFAgCEAEYAioCV1MyCEFJUk1PRFdTGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Mar 3 - Wed, Mar 4 YVR Vancouver ORD Chicago CA $282 Roundtrip found 7 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:03/03/2026TANYT&leg2=from:ORD,to:YVR,departure:04/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.42&airProductToken=AQojCiEI1YIBEgQxODY4GLiNASCuHCjW04YDMM7VhgM4TkAAWAEKRQogCNWCARIEMTgwNxiuHCCycSiT3IYDMMHehgM4TkAAWAEKIQjVggESBDIwNTEYsnEguI0BKIbfhgMwmuCGAzhOQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Oct 22 - Fri, Oct 24 YVR Vancouver ORD Chicago CA $282 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:22/10/2025TANYT&leg2=from:ORD,to:YVR,departure:24/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.44&airProductToken=AQo0CjIIwYIBEgQxNzE3GLiNASCuHCjMh_sCMMuJ-wI4QkAAWAFqBUJBU0lDcghPOEFDWk5CWAo0CjIIwYIBEgQxNzE3GK4cILiNASi6m_sCMNKd-wI4QkAAWAFqBUJBU0lDcghPOEFDWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Nov 1 - Sat, Nov 8 YVR Vancouver ORD Chicago CA $282 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:01/11/2025TANYT&leg2=from:ORD,to:YVR,departure:08/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.62&airProductToken=AQo0CjIIwYYBEgQxMDQ4GLiNASCuHCji9fsCMN33-wI4R0AAWAFqBUJBU0lDcghHTkExQTBCQQo0CjIIwYYBEgQxMDQ5GK4cILiNASi0x_wCMMfJ_AI4R0AAWAFqBUJBU0lDcghHTkExQTBCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Sep 30 - Fri, Oct 3 YVR Vancouver MDW Chicago CA $340 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:MDW,departure:30/09/2025TANYT&leg2=from:MDW,to:YVR,departure:03/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:339.22&airProductToken=AQpwCjYIxJgBEgQyODc1GLiNASDMfCjHjPkCMJqO-QI4RUAAWAFqCUJBU0lDRUNPTnIIVkFUTkEwQlEKNgjEmAESBDQxNjkYzHwg7LABKKyQ-QIwi5H5AjhFQAFYAWoJQkFTSUNFQ09OcghWQVROQTBCUQqmAQo2CMSYARIEMjQwMBjssAEg4FwotK35AjCnrvkCOEVAAFgBaglCQVNJQ0VDT05yCFZBVVNBMEJRCjQIxJgBEgM0MjMY4Fwg8hIo17D5AjDGsvkCOEVAAVgBaglCQVNJQ0VDT05yCFZBVVNBMEJRCjYIxJgBEgQzNTg0GPISILiNASj0tPkCMIS2-QI4RUABWAFqCUJBU0lDRUNPTnIIVkFVU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD) ### July is typically the cheapest month to fly From CA $107 - CA $363 per traveller. Expedia.ca gives you the best tools to secure great deals on flights to West Side. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to West Side. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to West Side. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your West Side flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to West Side. Looking to save even more? Get additional savings by bundling your West Side flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your West Side trip! ## Frequently asked questions ### How do I find cheap flights to West Side that have flexible change policies? > By using our nifty "No change fee" filter, that's how. Simply enter your travel dates, click the "Search" button, then tick the checkbox directly under the "Flexible change policies" subheading (look to the left of your screen). Expedia makes it a cinch to find cheap, flexible fares to West Side. ### Which airlines fly to West Side? > Work out your perfect travel dates and then take off towards West Side with one of these quality airlines: > > > > - United Airlines - 12,777 flights to or near West Side each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month. > - American Airlines - 9,109 flights to or near West Side each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month. > - Delta - 1,023 flights to or near West Side each month, including 1,023 flights to O'Hare Intl. Airport (ORD) per month. ### How can I find cheap tickets to West Side? > One of the easiest ways to find cheap tickets to West Side is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. You'll see the cheapest prices for nearby days. The best price for a flight to West Side in the last seven days was CA $275. Booking well ahead of time will generally help you pick up an even bigger bargain. ### How much is a flight to West Side? > In the last seven days, round-trip flights to West Side sold for as low as CA $275 and peaked at CA $340. For one-way fares taking off from Vancouver (YVR), the lowest amount paid during this same period was just CA $165. ### What are the most popular airports to fly into in West Side? > Jet into O'Hare Intl. Airport (ORD) and experience everything that West Side has to offer. As the region's primary entry point, around 24,728 flights touch down here every month. ### When is the cheapest time to fly to West Side? > Jetting off on a Tuesday, followed by a Monday, is generally the best way to score the cheapest deal. Steer clear of weekends if possible, because Saturday is typically the most expensive day. Spend the money you saved having a blast in West Side instead! ### How much is a plane ticket to West Side? > In the last seven days, airfares to West Side fluctuated from CA $275 to CA $340. ### What months are the cheapest to book a flight to West Side? > February is the best month to book your West Side trip. Fares are at a premium during the festive month of December, so avoid this time if you can. Flights to West Side information | Destination airport | O'Hare Intl. | | --- | --- | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $275 | ## Need more than a Flight to West Side? Heading to West Side? Explore West Side with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [West Side Hotels](https://expedia.ca/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[West Side Vacation Rentals](https://expedia.ca/West-Side-Vacation-Rentals.d553248635976475400.Travel-Guide-VacationRentals)[West Side Car Rentals](https://expedia.ca/Car-Rentals-In-West-Side.d553248635976475400.Car-Rental-Guide)[West Side Vacations](https://expedia.ca/West-Side.d553248635976475400.Destination-Travel-Guides)[Things to do in West Side](https://expedia.ca/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities) ## Trending flights to West Side Prices were available within the past 7 days and start at CA $165 for one-way flights and CA $275 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Thu, Oct 16 - Sun, Oct 19 YVR Vancouver ORD Chicago CA $275 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:ORD,departure:16/10/2025TANYT&leg2=from:ORD,to:YVR,departure:19/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:274.62&airProductToken=AQpmCjEI16YBEgMxMDAYuI0BIJgWKMzA-gIwp8H6AjhFQABYAWoFQkFTSUNyCExUVUQwWkJHCjEI16YBEgQxNTg4GJgWIK4cKIfD-gIw18T6AjhFQAFYAWoFQkFTSUNyCExUVUQwWkJHCmYKMQjXpgESBDE1ODkYrhwgmBYo5ub6AjDL6PoCOEVAAFgBagVCQVNJQ3IITFRVRDBaQkcKMQjXpgESAzEzNRiYFiC4jQEoj-r6AjDv6voCOEVAAVgBagVCQVNJQ3IITFRVRDBaQkcSFAgCEAEYAioCV1MyCEFJUk1PRFdTGAEiBAgBEAEoAigDKAQwAQ) ## Explore a world of travel with Expedia - Lodging - Flights - Packages ### Lodging - [Hotels near 18th Station](https://www.expedia.ca/18th-Station-Hotels.d6210635.Travel-Guide-Hotels) - 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[Luxury Hotels in Ukrainian Village](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels-Luxury-Hotel.0-n553248635975034524-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ukrainian Village Hotels](https://www.expedia.ca/Ukrainian-Village-Chicago-Hotels.0-n553248635975034524-0.Travel-Guide-Filter-Hotels) - [Hotels near Union Park](https://www.expedia.ca/Union-Park-Hotels.0-l553248635056398050-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in United Center](https://www.expedia.ca/United-Center-Chicago-Hotels-Cheap-Hotels.0-n643562035333914624-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in United Center](https://www.expedia.ca/United-Center-Chicago-Hotels-Luxury-Hotel.0-n643562035333914624-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [United Center Hotels](https://www.expedia.ca/United-Center-Chicago-Hotels.0-n643562035333914624-0.Travel-Guide-Filter-Hotels) - [Hotels near United Center](https://www.expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights to Berwyn](https://www.expedia.ca/Cheap-Flights-To-Berwyn.d79328.Travel-Guide-Flights) - [Flights to Bridgeview](https://www.expedia.ca/Cheap-Flights-To-Bridgeview.d7045.Travel-Guide-Flights) - [Flights to Broadview](https://www.expedia.ca/Cheap-Flights-To-Broadview.d7064.Travel-Guide-Flights) - [Flights to Burbank](https://www.expedia.ca/Cheap-Flights-To-Burbank.d183178.Travel-Guide-Flights) - [Flights to Central Chicago](https://www.expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights) - [Flights to Chicago Ridge](https://www.expedia.ca/Cheap-Flights-To-Chicago-Ridge.d89160.Travel-Guide-Flights) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Crestwood](https://www.expedia.ca/Cheap-Flights-To-Crestwood.d6960.Travel-Guide-Flights) - [Flights to Des Plaines](https://www.expedia.ca/Cheap-Flights-To-Des-Plaines.d7863.Travel-Guide-Flights) - [Flights to Elmhurst](https://www.expedia.ca/Cheap-Flights-To-Elmhurst.d7836.Travel-Guide-Flights) - [Flights to Elmwood Park](https://www.expedia.ca/Cheap-Flights-To-Elmwood-Park.d101509.Travel-Guide-Flights) - [Flights to Evanston](https://www.expedia.ca/Cheap-Flights-To-Evanston.d8049.Travel-Guide-Flights) - [Flights to Far Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights) - [Flights to Franklin Park](https://www.expedia.ca/Cheap-Flights-To-Franklin-Park.d180646.Travel-Guide-Flights) - [Flights to Glenview](https://www.expedia.ca/Cheap-Flights-To-Glenview.d8006.Travel-Guide-Flights) - [Flights to Hickory Hills](https://www.expedia.ca/Cheap-Flights-To-Hickory-Hills.d6132128.Travel-Guide-Flights) - [Flights to Hillside](https://www.expedia.ca/Cheap-Flights-To-Hillside.d8353.Travel-Guide-Flights) - [Flights to La Grange](https://www.expedia.ca/Cheap-Flights-To-La-Grange.d178165.Travel-Guide-Flights) - [Flights to Lyons](https://www.expedia.ca/Cheap-Flights-To-Lyons.d183188.Travel-Guide-Flights) - [Flights to McCook](https://www.expedia.ca/Cheap-Flights-To-McCook.d6132272.Travel-Guide-Flights) - [Flights to Midway Intl.](https://www.expedia.ca/Cheap-Flights-To-Midway-Intl.d5719117.Travel-Guide-Flights) - [Flights to North Side](https://www.expedia.ca/Cheap-Flights-To-North-Side.d553248635976475406.Travel-Guide-Flights) - [Flights to Northlake](https://www.expedia.ca/Cheap-Flights-To-Northlake.d55171.Travel-Guide-Flights) - [Flights to O'Hare Intl.](https://www.expedia.ca/Cheap-Flights-To-OHare-Intl.d4477519.Travel-Guide-Flights) - [Flights to Oak Brook](https://www.expedia.ca/Cheap-Flights-To-Oak-Brook.d9218.Travel-Guide-Flights) - [Flights to Oak Park](https://www.expedia.ca/Cheap-Flights-To-Oak-Park.d9228.Travel-Guide-Flights) - [Flights to Rosemont](https://www.expedia.ca/Cheap-Flights-To-Rosemont.d7581.Travel-Guide-Flights) - [Flights to Southwest Side](https://www.expedia.ca/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights) - [Flights to Wilmette](https://www.expedia.ca/Cheap-Flights-To-Wilmette.d54976.Travel-Guide-Flights) - [Flights to Worth](https://www.expedia.ca/Cheap-Flights-To-Worth.d176696.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) ### Packages - [Visit East Garfield Park](https://www.expedia.ca/Chicago-East-Garfield-Park.dx6132269) - [Visit Grace Abbott Homes](https://www.expedia.ca/Chicago-Grace-Abbott-Homes.dx6132393) - [Visit Little Village](https://www.expedia.ca/Chicago-Little-Village.dx6132436) - [Visit North Lawndale](https://www.expedia.ca/Chicago-North-Lawndale.dx6132403) - [Visit Smith Park](https://www.expedia.ca/Chicago-Smith-Park.dx553248635976473807) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Visit Tri-Taylor](https://www.expedia.ca/Chicago-Tri-Taylor.dx553248635976469282) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Garfield Park Conservatory](https://www.expedia.ca/Garfield-Park-Conservatory-East-Garfield-Park.d6182807.Vacation-Attraction) - [United Center](https://www.expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) \*Available to Expedia members.