Title: CA $166 Cheap Flights from Phoenix (PHX) 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 $166 Cheap Flights from Phoenix (PHX) to Chicago (MDW) [View CA $166 flight on Wed, Nov 12, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:PHX,to:MDW,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:165.10&airProductToken=AQpyCjcIxJgBEgQyMDc2GO-5ASDjtAEo3_j8AjC4-vwCOEVAAFgBaglNQUlOQkFTSUNyCFZBV05BMEJHCjcIxJgBEgQ0ODU4GOO0ASDssAEo6vv8AjC-_PwCOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) - [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 Sky Harbor International Airport (PHX) to Chicago Midway Airport (MDW) - ![Frontier Airlines](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:phx,to:mdw,departure:25/10/2025TANYT&leg2=from:mdw,to:phx,departure:01/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:phx,to:mdw,departure:25/10/2025TANYT&leg2=from:mdw,to:phx,departure:01/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Delta](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:phx,to:mdw,departure:25/10/2025TANYT&leg2=from:mdw,to:phx,departure:01/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) ![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 Phoenix (PHX) to Chicago (MDW) Prices were available within the past 7 days and start at CA $166 for one-way flights and CA $331 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) Mon, Nov 10 - Mon, Nov 24 PHX Phoenix MDW Chicago CA $331 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:10/11/2025TANYT&leg2=from:MDW,to:PHX,departure:24/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:330.20&airProductToken=AQpICiIIxJgBEgQyMDc2GO-5ASDjtAEon-L8AjD44_wCOEVAAFgBCiIIxJgBEgQ0ODU4GOO0ASDssAEoquX8AjD-5fwCOEVAAVgBCkYKIQjEmAESBDM3OTkY7LABIMx8KP78_QIw5_39AjhFQABYAQohCMSYARIEMTI1NhjMfCDvuQEol_79AjDj__0COEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Nov 28 - Mon, Dec 8 PHX Phoenix MDW Chicago CA $405 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:28/11/2025TANYT&leg2=from:MDW,to:PHX,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:404.30&airProductToken=AQpGCiEIxJgBEgQyMjQ5GO-5ASDMfCj_of4CMLWj_gI4RUAAWAEKIQjEmAESBDM1NDMYzHwg7LABKLak_gIwpaX-AjhFQAFYAQpGCiEIxJgBEgQzNzk5GOywASDMfCi-mv8CMKWb_wI4RUAAWAEKIQjEmAESBDEyNTYYzHwg77kBKNeb_wIwqJ3_AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Nov 6 - Thu, Nov 20 PHX Phoenix MDW Chicago CA $414 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:06/11/2025TANYT&leg2=from:MDW,to:PHX,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:414.00&airProductToken=AQpyCjcIxJgBEgQxNzQ5GO-5ASDjtAEokLX8AjDqtvwCOEVAAFgBaglNQUlOQkFTSUNyCFZBVk5BMEJHCjcIxJgBEgQzODU4GOO0ASDssAEopbj8AjDwuPwCOEVAAVgBaglNQUlOQkFTSUNyCFZBVk5BMEJHCm8KNgjEmAESBDI0MDAY7LABIOBcKPDJ_QIw6Mr9AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCQwo1CMSYARIDNzk2GOBcIO-5ASjly_0CMODN_QI4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Oct 25 - Mon, Oct 27 PHX Phoenix MDW Chicago CA $437 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:25/10/2025TANYT&leg2=from:MDW,to:PHX,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:436.60&airProductToken=AQpwCjYIxJgBEgQyMjQ5GO-5ASDMfCiso_sCMOWk-wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVTkgzQkcKNgjEmAESBDM1NDMYzHwg7LABKJ6m-wIwgqf7AjhFQAFYAWoJTUFJTkJBU0lDcghWQVVOSDNCRwpvCjYIxJgBEgQyMDYwGOywASDgXCjMwPsCMMbB-wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFVTkEwQkcKNQjEmAESAzg0MhjgXCDvuQEot8L7AjCoxPsCOEVAAVgBaglNQUlOQkFTSUNyCFZBVU5BMEJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Nov 7 - Fri, Nov 21 PHX Phoenix MDW Chicago CA $449 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:07/11/2025TANYT&leg2=from:MDW,to:PHX,departure:21/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:448.40&airProductToken=AQpFCiAIxJgBEgM5MjkY77kBIOBcKMPA_AIwk8L8AjhFQABYAQohCMSYARIEMTA2MxjgXCDssAEo28P8AjDMxPwCOEVAAVgBCkcKIgjEmAESBDQ4NTgY7LABIOO0ASjm1v0CMLHX_QI4RUAAWAEKIQjEmAESAzgxMxjjtAEg77kBKO7X_QIw8tn9AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Nov 6 - Thu, Nov 20 PHX Phoenix MDW Chicago CA $456 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:06/11/2025TANYT&leg2=from:MDW,to:PHX,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:455.90&airProductToken=AQpxCjYIxJgBEgM5NDcY77kBIOO0ASjsrPwCMMmu_AI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWTkEwQkcKNwjEmAESBDUyOTgY47QBIOywASjrrvwCMLSv_AI4RUABWAFqCU1BSU5CQVNJQ3IIWEFWTkEwQkcKcQo3CMSYARIENDg1OBjssAEg47QBKMbL_QIwkcz9AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCQwo2CMSYARIDODEzGOO0ASDvuQEozsz9AjDSzv0COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Dec 21 - Mon, Dec 29 PHX Phoenix MDW Chicago CA $461 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:21/12/2025TANYT&leg2=from:MDW,to:PHX,departure:29/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:460.20&airProductToken=AQpyCjcIxJgBEgQxNTY2GO-5ASDjtAEouq-AAzCTsYADOEVAAFgBaglNQUlOQkFTSUNyCFhBVlNBMEJRCjcIxJgBEgQ1MTU3GOO0ASDssAEoxbKAAzCZs4ADOEVAAVgBaglNQUlOQkFTSUNyCFhBVlNBMEJRCm8KNgjEmAESBDE3MzkY7LABIOBcKO6FgQMw8IaBAzhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCQwo1CMSYARIDMzM5GOBcIO-5ASi4h4EDML2JgQM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Dec 4 - Thu, Dec 11 PHX Phoenix MDW Chicago CA $466 Roundtrip found 20 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:04/12/2025TANYT&leg2=from:MDW,to:PHX,departure:11/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:465.60&airProductToken=AQpvCjUIxJgBEgMzNjYY77kBIOBcKOfs_gIwvu7-AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwo2CMSYARIEMTA3NhjgXCDssAEo5-7-AjDd7_4COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHCm8KNgjEmAESBDI0MDAY7LABIOBcKJC2_wIwiLf_AjhFQABYAWoJTUFJTkJBU0lDcghUQVZTQTZCQwo1CMSYARIDOTU3GOBcIO-5ASjDt_8CMMG5_wI4RUABWAFqCU1BSU5CQVNJQ3IIVEFWU0E2QkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Nov 1 - Sat, Nov 8 PHX Phoenix MDW Chicago CA $471 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:01/11/2025TANYT&leg2=from:MDW,to:PHX,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:471.00&airProductToken=AQpvCjUIxJgBEgM3OTYY77kBIOBcKID4-wIw1vn7AjhFQABYAWoJTUFJTkJBU0lDcghUQVZUSDNCQwo2CMSYARIEMTA3NhjgXCDssAEosPr7AjCi-_sCOEVAAVgBaglNQUlOQkFTSUNyCFRBVlRIM0JDCnIKNwjEmAESBDUyOTgY7LABIOO0ASiaxvwCMOHG_AI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkM1QkcKNwjEmAESBDEyNDUY47QBIO-5ASivx_wCMKzJ_AI4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkM1QkcSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Nov 19 - Sun, Nov 23 PHX Phoenix MDW Chicago CA $485 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:19/11/2025TANYT&leg2=from:MDW,to:PHX,departure:23/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:485.00&airProductToken=AQpvCjUIxJgBEgM5MjkY77kBIOBcKMPH_QIwlMn9AjhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwo2CMSYARIEMTA2MxjgXCDssAEo48r9AjDYy_0COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHCnEKNwjEmAESBDQ4NTgY7LABIOO0ASim7f0CMPHt_QI4RUAAWAFqCU1BSU5CQVNJQ3IIVEFWT0EwQkMKNgjEmAESAzgxMxjjtAEg77kBKK7u_QIwsvD9AjhFQAFYAWoJTUFJTkJBU0lDcghUQVZPQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ## Find the cheapest month to fly from Phoenix (PHX) to Chicago (MDW) ### October is typically the cheapest month to fly From CA $138 - CA $447 per traveller. ## 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:PHX,to:ORD,departure:25/10/2025TANYT&leg2=from:ORD,to:PHX,departure:03/11/2025TANYT&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 $367](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:25/10/2025TANYT&leg2=from:ORD,to:PHX,departure:03/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Phoenix to Chicago (PHX - MDW) route information | Origin airport | Sky Harbor Intl. | | --- | --- | | Destination airport | Midway Intl. | | Airlines serving | Delta | | Roundtrip price | CA $330 | | Distance | 2306 km | | Average flight time | 5 hours 16 mins | ## Phoenix to Chicago Flights **The easy way to book your flights from Phoenix to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Phoenix 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 Southwest Airlines 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 Phoenix to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Sky Harbor Intl., PHX to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from Phoenix to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Phoenix currently is just CA $331 rising to CA $485.   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 Phoenix**  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 Sky Harbour Intl. Airport (PHX) to MDW? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between PHX and Midway Intl. Airport (MDW) was CA $331. Cheap tickets don't wait forever, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Sky Harbour Intl. Airport (PHX) to Midway Intl. Airport (MDW)? > Each air carrier has its own set of terms and conditions. If you decide to cancel your vacation, head to our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Phoenix Sky Harbour Intl. Airport to Chicago Airport that have flexible change policies? > Select our "No change fees" filter to find flexible ticketing options for your flight from Sky Harbour Intl. Airport (PHX) to MDW. This allows you to lock in a low rate ahead of time and still have the freedom to make changes without any extra fees. Keep in mind that you'll need to cover the fare difference. ### How many hours is the flight from Phoenix Sky Harbour Intl. Airport to Chicago Airport? > It takes about 3 hours and 13 minutes to get from Phoenix Sky Harbour Intl. Airport to MDW. But with your favourite playlist and a few interesting magazines, the time will go by quicker. ### How far is the flight from PHX to Midway Intl. Airport (MDW)? > The flight distance between Phoenix Sky Harbour Intl. Airport and Midway Airport is 2,300 kilometres. Bring a drink, a few snacks and a good book to read. Keep yourself entertained and the hours will fly by. ### Which airlines fly direct from PHX to Midway Airport? > There are several airlines that travel directly from PHX to Midway Intl. Airport (MDW). Southwest Airlines (WN) is a top choice, offering 191 flights each month. Operating 13 flights per month on this route, Frontier Airlines (F9) is another good choice. ### Are Phoenix Sky Harbour Intl. Airport to MDW flight tickets cheaper when they're purchased at the last minute? > Booking your trip from Sky Harbour Intl. Airport (PHX) to Midway Intl. Airport (MDW) at the last minute could be your ticket to a cheap deal. However, it could end up costing a good deal more! If you'd rather not take any chances, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back frequently as deals are updated all the time on Expedia. ## Explore a world of travel with Expedia \*Available to Expedia members.