Title: CA $1,892 Cheap Flights from Palm Springs (PSP) 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 $1,892 Cheap Flights from Palm Springs (PSP) to Chicago (MDW) [View CA $1,892 flight on Sun, Oct 19, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:PSP,to:MDW,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:1891.30&airProductToken=AQqZAQowCMSYARIENDAzMBjPfCDyEiis4voCMJjj-gI4WUAAWAFqCU1BSU5DTEFTQ3IDWTBOCjEIxJgBEgQyMjM2GPISIOO0ASjd4_oCMKjl-gI4WUABWAFqCU1BSU5DTEFTQ3IDWTBOCjIIxJgBEgQzODY5GOO0ASDssAEozOb6AjCd5_oCOFlAAVgBaglNQUlOQ0xBU0NyA1kwThIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) - [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 Palm Springs Intl. Airport (PSP) to Chicago Midway Airport (MDW) - ![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:psp,to:mdw,departure:22/10/2025TANYT&leg2=from:mdw,to:psp,departure:29/10/2025TANYT&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:psp,to:mdw,departure:22/10/2025TANYT&leg2=from:mdw,to:psp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:psp,to:mdw,departure:22/10/2025TANYT&leg2=from:mdw,to:psp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) ![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 Palm Springs (PSP) to Chicago (MDW) Prices were available within the past 7 days and start at CA $1,892 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ## Find the cheapest month to fly from Palm Springs (PSP) to Chicago (MDW) ### February is typically the cheapest month to fly From CA $186 - CA $875 per traveller. Flight from Palm Springs to Chicago (PSP - MDW) route information | Origin airport | Palm Springs Intl. | | --- | --- | | Destination airport | Midway Intl. | | Distance | 2647 km | ## Palm Springs to Chicago Flights **The easy way to book your flights from Palm Springs to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Palm Springs whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 2 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 Palm Springs to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Palm Springs Intl., PSP to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from Palm Springs to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Palm Springs currently is just rising to .   Here are more money-saving tips:  - Fly in 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 Palm Springs**  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 Palm Springs Airport to MDW? > Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip flights between Palm Springs Intl. Airport (PSP) and Midway Airport start from . Book today to get the best price for your exciting adventure. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Palm Springs Intl. Airport (PSP) to MDW? > Each airline has a different set of terms and conditions. If you decide to cancel your escape, visit our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Palm Springs Intl. Airport (PSP) to MDW that have flexible change policies? > Select our "No change fees" filter to find flexible ticketing options for your flight from Palm Springs Intl. Airport (PSP) to Chicago Airport. This allows you to snag a low rate in advance and still have the freedom to reschedule without any extra fees. You'll just need to pay the difference in fare. ### How many hours is the flight from Palm Springs Intl. Airport (PSP) to Midway Intl. Airport (MDW)? > Lasting around 5 hours and 12 minutes, the flight between Palm Springs Intl. Airport (PSP) and Chicago Airport is a good opportunity to do some last-minute trip planning. Why not use this time to read up on what to do in Chicago? ### How far is the flight from Palm Springs Intl. Airport (PSP) to Midway Airport? > The flight distance from Palm Springs Intl. Airport (PSP) to Chicago Airport is 2,700 kilometres. Bring a drink, a snack and an interesting book to read. Keep yourself entertained and the hours will zip by. ### Which airlines fly direct from PSP to Midway Intl. Airport (MDW)? > Currently, no airlines offer flights directly from Palm Springs Intl. Airport (PSP) to MDW. You'll need to book a flight with at least one stop. To score the best connections and price, lock in your airfare well in advance. ### Are Palm Springs Airport to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute? > It is possible to get a great last-minute deal from Palm Springs Intl. Airport (PSP) to MDW, but it's also possible to miss out entirely! As many airlines release seats up to a year in advance, it's worth keeping an eye on fares early and being ready to book when you see a good bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can rest assured you're always getting the latest offers. ## Explore a world of travel with Expedia \*Available to Expedia members.