MDW - PSP

$165 Find Cheap Flights from Chicago Midway Airport to Palm Springs

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Palm Springs departing on 4/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Palm Springs

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palm Springs, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palm Springs, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$295
Overall average: $543
Southwest
Sat 5/30Wed 6/3
MDW - PSP • 1 stop
Cheapest non-stop
$800
Southwest
Sat 3/28Sat 4/4
MDW - PSP • Non-stop
Nonstop flights
1 day a week
Sat
You can fly direct with Southwest. Average duration is 4h 15m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Southwest
Cheapest • from $295 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Denver (DEN)
Cheapest • Avg $328 (round-trip)
Denver (DEN)
Shortest trip • 6h 36m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 24% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Palm Springs!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Palm Springs (MDW-PSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Palm Springs that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Palm Springs

Sat, May 30 - Wed, Jun 3
Southwest Logo
2:40 pm - 7:00 pm
MDW
-
PSP
6h 20m
1 stop
Southwest Logo
2:35 pm - 10:00 pm
PSP
-
MDW
5h 25m
1 stop
$295Southwest
Mon, Apr 6 - Sat, Apr 18
Southwest Logo
6:25 pm - 11:40 pm
MDW
-
PSP
7h 15m
1 stop
Southwest Logo
2:35 pm - 11:05 pm
PSP
-
MDW
6h 30m
1 stop
$300Southwest
Tue, May 26 - Sat, May 30
Delta Logo
1:22 pm - 9:25 pm
MDW
-
PSP
10h 03m
2 stops
Delta Logo
6:05 am - 6:33 pm
PSP
-
MDW
10h 28m
2 stops
$301Delta
Mon, Apr 6 - Sat, Apr 18
Southwest Logo
5:40 am - 9:50 am
MDW
-
PSP
6h 10m
1 stop
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
$305Southwest
Wed, Apr 1 - Wed, Apr 15
Southwest Logo
5:50 pm - 10:30 pm
MDW
-
PSP
6h 40m
1 stop
Southwest Logo
6:25 pm - 5:45 am
PSP
-
MDW
9h 20m
1 stop
$309Southwest
Mon, Apr 6 - Sat, Apr 18
Southwest Logo
12:10 pm - 6:45 pm
MDW
-
PSP
8h 35m
2 stops
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
$310Southwest
Wed, Apr 15 - Sat, Apr 18
Southwest Logo
8:50 pm - 8:30 am
MDW
-
PSP
13h 40m
1 stop
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
$311Southwest
Wed, Apr 1 - Wed, Apr 15
Southwest Logo
5:50 pm - 10:30 pm
MDW
-
PSP
6h 40m
1 stop
Southwest Logo
6:10 am - 5:00 pm
PSP
-
MDW
8h 50m
2 stops
$314Southwest
Mon, May 11 - Sat, May 16
Southwest Logo
6:25 pm - 11:00 pm
MDW
-
PSP
6h 35m
1 stop
Southwest Logo
6:50 am - 7:20 pm
PSP
-
MDW
10h 30m
1 stop
$315Southwest
Sat, Apr 11 - Wed, Apr 15
Delta Logo
9:30 am - 2:24 pm
MDW
-
PSP
6h 54m
1 stop
Delta Logo
1:27 pm - 10:28 pm
PSP
-
MDW
7h 01m
1 stop
$320Delta
Booking Insights

KAYAK's insights & trends for Midway to Palm Springs flights

Get data-powered insights and trends into flights from Midway to Palm Springs to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to Palm Springs?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Palm Springs, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Palm Springs is January, where tickets cost $326 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $695 and $543 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Palm Springs?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $328 on average.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$165
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago Midway Airport to Palm Springs

When to book flights from Midway to Palm Springs

Are your dates flexible? Find out the best times to travel from Midway to Palm Springs based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Palm Springs flights

  • What is the cheapest flight from Chicago Midway Airport to Palm Springs?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Palm Springs was $165 for a one-way ticket and $295 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Palm Springs?

    No, a passport isn't needed to fly from Chicago Midway Airport to Palm Springs. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Palm Springs?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Palm Springs flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Palm Springs?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago Midway Airport to Palm Springs flight route.

  • On which days can I fly direct from Chicago Midway Airport to Palm Springs?

    You can catch a nonstop flight from Chicago Midway Airport to Palm Springs on Saturday.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Palm Springs?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Palm Springs.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Palm Springs?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Palm Springs from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Palm Springs?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Palm Springs with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and PSP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Palm Springs?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Palm Springs from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Chicago Midway Airport to Palm Springs?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Palm Springs.
Find which airlines fly direct from Chicago Midway Airport to Palm Springs Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Palm Springs

Saturday

Southwest

Southwest

See more direct flights

Direct returns

Palm Springs to Chicago Midway

Saturday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to Palm Springs

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Palm Springs. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Palm Springs? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4320 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

8.0 ExcellentTobin, Mar 2026
SJC - BUR
Read more Southwest reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

The charges were ridiculous for an hour flight and the turbulence was very scary.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Everything you need to know for your flight from Midway to Palm Springs

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Palm Springs (PSP)