MDW - PSP

$99 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 1/7. 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

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

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

Everything you should know

Cheapest round-trip
$313
Overall average: $392
Southwest
Wed 1/21Sun 1/25
MDW - PSP • 1 stop
Cheapest non-stop
$449
Southwest
Tue 12/23Fri 12/26
MDW - PSP • Non-stop
When to travel
April
Cheapest • 12% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
5 days a week
There are direct flights from Midway to Palm Springs 5 days a week: Mon, Tue, Fri, Sat, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
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

Wed, Jan 21 - Sun, Jan 25
Southwest Logo
5:35 pm - 9:40 pm
MDW
-
PSP
6h 05m1 stop
Southwest Logo
6:30 am - 2:50 pm
PSP
-
MDW
6h 20m1 stop
$313Southwest
Sat, Feb 14 - Sat, Feb 14
Southwest Logo
5:10 am - 9:30 am
MDW
-
PSP
6h 20m1 stop
Southwest Logo
2:45 pm - 11:45 pm
PSP
-
MDW
7h 00m1 stop
$315Southwest
Wed, Jan 21 - Sun, Jan 25
Southwest Logo
5:35 pm - 9:40 pm
MDW
-
PSP
6h 05m1 stop
Southwest Logo
7:05 am - 6:10 pm
PSP
-
MDW
9h 05m2 stops
$318Southwest
Wed, Feb 4 - Sat, Feb 7
Southwest Logo
2:10 pm - 8:50 pm
MDW
-
PSP
8h 40m2 stops
Southwest Logo
5:45 am - 4:30 pm
PSP
-
MDW
8h 45m2 stops
$323Southwest
Tue, Feb 10 - Wed, Feb 18
Delta Logo
6:00 am - 12:19 pm
MDW
-
PSP
8h 19m1 stop
Delta Logo
12:52 pm - 10:42 pm
PSP
-
MDW
7h 50m1 stop
$328Delta
Thu, Feb 26 - Sat, Feb 28
Southwest Logo
8:00 am - 5:50 pm
MDW
-
PSP
11h 50m1 stop
Southwest Logo
11:15 am - 4:55 pm
PSP
-
MDW
3h 40mnonstop
$329Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
10:05 am - 5:00 pm
MDW
-
PSP
8h 55m2 stops
Southwest Logo
5:45 am - 6:45 pm
PSP
-
MDW
11h 00m2 stops
$331Southwest
Fri, Jan 2 - Wed, Jan 7
Delta Logo
6:00 am - 12:55 pm
MDW
-
PSP
8h 55m1 stop
Delta Logo
1:29 pm - 10:07 pm
PSP
-
MDW
6h 38m1 stop
$333Delta
Thu, Feb 26 - Sun, Mar 1
Southwest Logo
8:00 am - 5:50 pm
MDW
-
PSP
11h 50m1 stop
Southwest Logo
6:45 pm - 5:05 am
PSP
-
MDW
8h 20m1 stop
$338Southwest
Thu, Feb 26 - Thu, Mar 12
Southwest Logo
8:00 am - 5:50 pm
MDW
-
PSP
11h 50m1 stop
Southwest Logo
10:35 am - 9:40 pm
PSP
-
MDW
9h 05m2 stops
$344Southwest
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’s the cheapest day of the week to fly from Chicago Midway Airport to Palm Springs?

The average price of all round-trip flights from Chicago Midway Airport to Palm Springs clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Palm Springs on a Friday and more expensive on a Tuesday. On your return trip to Chicago Midway Airport, you should consider flying back on a Wednesday, and avoid Fridays for better deals.

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 April, where tickets cost $368 (return) on average. On the other hand, the most expensive months are May and October, where the average cost of round-trip tickets is $528 and $458 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 $381 on average.

Find deals

Good to know

Low seasonJune
Cheapest flight$99
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 6% 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

  • How many flights are there between Chicago Midway Airport and Palm Springs per day?

    There is a maximum of 1 nonstop flight a day that takes off from Chicago Midway Airport and lands in Palm Springs, with an average flight time of 4h 17m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 5 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 $99 for a one-way ticket and $308 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 Monday, Tuesday, Friday, Saturday, and Sunday.

  • 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

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Palm Springs to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

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 4250 reviews
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

10.0 ExcellentGordon, Nov 2025
SAN - OAK
Read more Southwest reviews

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Connecting flight is on time and boarding was a breeze!

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

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)