MDW - PSP

$174 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 5/28. 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
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Everything you should know

Cheapest round-trip
$281
Typical prices: $461-$354
Delta
Sat 6/27Wed 7/1
MDW - PSP • 2 stops
Cheapest one-way
$141
Southwest
Thu 5/28
MDW - PSP • 1 stop
Top airlines
Delta
Cheapest • from $281 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Denver (DEN)
Cheapest • Avg $380 (round-trip)
Las Vegas (LAS)
Shortest trip • 6h 30m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 100% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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, Jun 27 - Wed, Jul 1
Delta Logo
9:54 am - 4:29 pm
MDW
-
PSP
8h 35m
2 stops
Delta Logo
5:10 pm - 9:14 am
PSP
-
MDW
14h 04m
2 stops
$281Delta
Sat, May 30 - Wed, Jun 3
Southwest Logo
2:40 pm - 7:00 pm
MDW
-
PSP
6h 20m
1 stop
Southwest Logo
6:25 pm - 5:45 am
PSP
-
MDW
9h 20m
1 stop
$304Southwest
Sat, May 23 - Sat, Jun 13
Southwest Logo
5:30 pm - 9:10 pm
MDW
-
PSP
5h 40m
1 stop
Southwest Logo
11:15 am - 12:15 am
PSP
-
MDW
11h 00m
1 stop
$314Southwest
Wed, Jun 3 - Sun, Jun 7
Southwest Logo
6:05 pm - 9:50 pm
MDW
-
PSP
5h 45m
1 stop
Southwest Logo
6:40 pm - 5:10 am
PSP
-
MDW
8h 30m
2 stops
$315Southwest
Sat, May 23 - Sat, Jun 13
Southwest Logo
3:15 pm - 8:45 pm
MDW
-
PSP
7h 30m
2 stops
Southwest Logo
11:15 am - 12:15 am
PSP
-
MDW
11h 00m
1 stop
$320Southwest
Wed, Jun 3 - Sun, Jun 7
Southwest Logo
6:05 pm - 9:50 pm
MDW
-
PSP
5h 45m
1 stop
Southwest Logo
7:30 pm - 5:45 am
PSP
-
MDW
8h 15m
1 stop
$344Southwest
Fri, Jun 26 - Wed, Jul 1
Delta Logo
9:54 am - 4:29 pm
MDW
-
PSP
8h 35m
2 stops
Delta Logo
5:10 pm - 9:14 am
PSP
-
MDW
14h 04m
2 stops
$345Delta
Sat, May 23 - Tue, Jun 9
Southwest Logo
5:30 pm - 9:10 pm
MDW
-
PSP
5h 40m
1 stop
Southwest Logo
6:30 pm - 5:45 am
PSP
-
MDW
9h 15m
1 stop
$347Southwest
Tue, Jun 23 - Mon, Jun 29
Southwest Logo
6:00 pm - 10:05 pm
MDW
-
PSP
6h 05m
1 stop
Southwest Logo
7:30 pm - 5:45 am
PSP
-
MDW
8h 15m
1 stop
$348Southwest
Sat, May 23 - Sat, May 30
Southwest Logo
5:30 pm - 9:10 pm
MDW
-
PSP
5h 40m
1 stop
Southwest Logo
6:05 am - 5:15 pm
PSP
-
MDW
9h 10m
2 stops
$352Southwest
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.

How much is a round-trip flight from Chicago Midway Airport to Palm Springs?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Palm Springs departing in June.

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 September, where tickets cost $0 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $611 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 $436 on average.

Find deals

Good to know

Cheapest flight$141
Most popular time to fly with an average 28% 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 $141 for a one-way ticket and $281 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.

  • 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.

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.
7.9
SouthwestOverall score based on 4307 reviews
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

2.0 MediocreAnonymous, May 2026
SEA - SMF
Read more Southwest reviews

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

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.

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)