Title: CA $149 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 $149 Cheap Flights from Phoenix (PHX) to Chicago (MDW) [View CA $149 flight on Sat, Apr 18, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:PHX,to:MDW,departure:18/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:148.70&airProductToken=AQpvCjUIxJgBEgM3OTYY77kBIOBcKPHZigMwzNuKAzhFQABYAWoJTUFJTkJBU0lDcghWQVdOSDFCRwo2CMSYARIEMTA3NhjgXCDssAEovtyKAzCw3YoDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05IMUJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ## Popular airlines from Sky Harbor International Airport (PHX) to Chicago Midway Airport (MDW) - ![](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:17/03/2026TANYT&leg2=from:MDW,to:PHX,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_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:MDW,departure:17/03/2026TANYT&leg2=from:MDW,to:PHX,departure:24/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](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:17/03/2026TANYT&leg2=from:MDW,to:PHX,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/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 Phoenix (PHX) to Chicago (MDW) Prices were available within the past 7 days and start at CA $149 for one-way flights and CA $311 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, May 4 - Sat, May 16 PHX Phoenix MDW Chicago CA $311 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:04/05/2026TANYT&leg2=from:MDW,to:PHX,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:310.20&airProductToken=AQpyCjcIxJgBEgQxNTY2GO-5ASDjtAEozZKMAzCplIwDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05BMEJHCjcIxJgBEgQ1MjE4GOO0ASDssAEoyZWMAzCblowDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHCnAKNgjEmAESBDQ3NTAY7LABIMx8KLOUjQMwmJWNAzhFQABYAWoJTUFJTkJBU0lDcghWQVdOSDFCRwo2CMSYARIEMjI5NxjMfCDvuQEo1paNAzCemI0DOEVAAVgBaglNQUlOQkFTSUNyCFZBV05IMUJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 6 - Thu, May 7 PHX Phoenix MDW Chicago CA $325 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:06/05/2026TANYT&leg2=from:MDW,to:PHX,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:324.20&airProductToken=AQpwCjYIxJgBEgQxMDQ3GO-5ASDMfCjmoowDMKGkjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNgjEmAESBDQxNjkYzHwg7LABKKWljAMwiKaMAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwpyCjcIxJgBEgQ0Njg4GOywASDjtAEo7q6MAzC3r4wDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05BMEJHCjcIxJgBEgQxMTM1GOO0ASDvuQEo7q-MAzDrsYwDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, May 4 - Sat, May 16 PHX Phoenix MDW Chicago CA $395 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:04/05/2026TANYT&leg2=from:MDW,to:PHX,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:394.10&airProductToken=AQpwCjYIxJgBEgQxMDQ3GO-5ASDMfCimjIwDMOGNjAM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEEwQkMKNgjEmAESBDQxNjkYzHwg7LABKOWOjAMwyI-MAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTBCQwpxCjcIxJgBEgQ0Njg1GOywASDjtAEonpKNAzDnko0DOEVAAFgBaglNQUlOQkFTSUNyCFZBV05IMUJHCjYIxJgBEgM4MTMY47QBIO-5ASipk40DMKGVjQM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkgxQkcSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 6 - Thu, May 7 PHX Phoenix MDW Chicago CA $400 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:06/05/2026TANYT&leg2=from:MDW,to:PHX,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:399.30&airProductToken=AQpwCjYIxJgBEgQxMzU3GO-5ASDgXCjvqIwDMMaqjAM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFXT0MyQkcKNgjEmAESBDEwNjMY4Fwg7LABKLGsjAMwpK2MAzhFQAFYAWoJTUFJTkJBU0lDcghYQVdPQzJCRwpyCjcIxJgBEgQ0Njg4GOywASDjtAEo7q6MAzC3r4wDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05BMEJHCjcIxJgBEgQxMTM1GOO0ASDvuQEo7q-MAzDrsYwDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, May 4 - Sat, May 16 PHX Phoenix MDW Chicago CA $407 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:04/05/2026TANYT&leg2=from:MDW,to:PHX,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:407.00&airProductToken=AQpwCjYIxJgBEgQxMzU3GO-5ASDgXCivkowDMIaUjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNgjEmAESBDEwNjMY4Fwg7LABKOuVjAMw4JaMAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwpvCjYIxJgBEgQxNzI4GOywASDgXCjylY0DMPCWjQM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEEwQkMKNQjEmAESAzg0MhjgXCDvuQEouZeNAzCwmY0DOEVAAVgBaglNQUlOQkFTSUNyCFhBVlRBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 6 - Thu, May 7 PHX Phoenix MDW Chicago CA $433 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:06/05/2026TANYT&leg2=from:MDW,to:PHX,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:432.80&airProductToken=AQpwCjYIxJgBEgQxMDQ3GO-5ASDMfCjmoowDMKGkjAM4VkAAWAFqCU1BSU5DTEFTQ3IIVkFXTkEwTUYKNgjEmAESBDQxNjkYzHwg7LABKKWljAMwiKaMAzhWQAFYAWoJTUFJTkNMQVNDcghWQVdOQTBNRgpyCjcIxJgBEgQ0Njg4GOywASDjtAEo7q6MAzC3r4wDOFZAAFgBaglNQUlOQ0xBU0NyCFZBV05BME1GCjcIxJgBEgQxMTM1GOO0ASDvuQEo7q-MAzDrsYwDOFZAAVgBaglNQUlOQ0xBU0NyCFZBV05BME1GEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, May 4 - Sat, May 16 PHX Phoenix MDW Chicago CA $491 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:04/05/2026TANYT&leg2=from:MDW,to:PHX,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:490.80&airProductToken=AQpwCjYIxJgBEgQxMDQ3GO-5ASDMfCimjIwDMOGNjAM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKNgjEmAESBDQxNjkYzHwg7LABKOWOjAMwyI-MAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTVCQwpvCjYIxJgBEgQxMjg1GOywASDgXCjrkI0DMOaRjQM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEEwQkMKNQjEmAESAzc5NhjgXCDvuQEoyZKNAzDAlI0DOEVAAVgBaglNQUlOQkFTSUNyCFhBVlRBMEJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 17 - Thu, Apr 23 PHX Phoenix MDW Chicago CA $503 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:17/04/2026TANYT&leg2=from:MDW,to:PHX,departure:23/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:502.60&airProductToken=AQpyCjcIxJgBEgQxNTY2GO-5ASDjtAEordOKAzCJ1YoDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBNkJDCjcIxJgBEgQ1MjE4GOO0ASDssAEoqdaKAzD71ooDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBNkJDCnIKNwjEmAESBDUyNTgY7LABIOO0ASiwkYsDMPuRiwM4RUAAWAFqCU1BSU5CQVNJQ3IIVEFXT0EwQlEKNwjEmAESBDExMzUY47QBIO-5ASifkosDMKGUiwM4RUABWAFqCU1BSU5CQVNJQ3IIVEFXT0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, May 1 - Thu, May 7 PHX Phoenix MDW Chicago CA $504 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:01/05/2026TANYT&leg2=from:MDW,to:PHX,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:503.70&airProductToken=AQpyCjcIxJgBEgQxNTY2GO-5ASDjtAEo7fCLAzDJ8osDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBNkJDCjcIxJgBEgQ1MjE4GOO0ASDssAEo6fOLAzC79IsDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBNkJDCm8KNgjEmAESBDEyODUY7LABIOBcKMurjAMwxqyMAzhFQABYAWoJTUFJTkJBU0lDcghUQVdPQTBCUQo1CMSYARIDNzk2GOBcIO-5ASiprYwDMKCvjAM4RUABWAFqCU1BSU5CQVNJQ3IIVEFXT0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 6 - Thu, May 7 PHX Phoenix MDW Chicago CA $509 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:PHX,to:MDW,departure:06/05/2026TANYT&leg2=from:MDW,to:PHX,departure:07/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:508.90&airProductToken=AQpwCjYIxJgBEgQxMzU3GO-5ASDgXCjvqIwDMMaqjAM4WEAAWAFqCU1BSU5DTEFTQ3IIWEFXT0MyTUYKNgjEmAESBDEwNjMY4Fwg7LABKLGsjAMwpK2MAzhYQAFYAWoJTUFJTkNMQVNDcghYQVdPQzJNRgpyCjcIxJgBEgQ0Njg4GOywASDjtAEo7q6MAzC3r4wDOFZAAFgBaglNQUlOQ0xBU0NyCFZBV05BME1GCjcIxJgBEgQxMTM1GOO0ASDvuQEo7q-MAzDrsYwDOFZAAVgBaglNQUlOQ0xBU0NyCFZBV05BME1GEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![](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:PHX,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:PHX,departure:24/03/2026TANYT&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 $305 ](https://www.expedia.ca/Flights-Search?leg1=from:PHX,to:ORD,departure:17/03/2026TANYT&leg2=from:ORD,to:PHX,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 Phoenix (PHX) to Chicago (MDW) ### February is typically the cheapest month to fly From CA $146 - CA $436 per traveller. ## Frequently asked questions ### How much is a flight from Sky Harbour Intl. Airport (PHX) to MDW? ### Do I need to pay a cancellation fee if I cancel my flight from Sky Harbour Intl. Airport (PHX) to Midway Intl. Airport (MDW)? ### How do I find cheap flights from Phoenix Sky Harbour Intl. Airport to Chicago Airport that have flexible change policies? ### How many hours is the flight from Phoenix Sky Harbour Intl. Airport to Chicago Airport? ### How far is the flight from PHX to Midway Intl. Airport (MDW)? ### Which airlines fly direct from PHX to Midway Airport? ### Are Phoenix Sky Harbour Intl. Airport to MDW flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | Sky Harbor Intl. | | ------------------- | ---------------- | | Destination airport | Midway Intl. | | Roundtrip price | CA $310 | | Distance | 2306 km | | Average flight time | 4 hours 11 mins | ## Book with confidence # 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 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 $311 rising to CA $509\. 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 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. \*Available to Expedia members.