PSP - MDW

$161 Find Cheap Flights from Palm Springs to Chicago Midway Airport - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$359
Typical prices: $413-$564
Southwest
Sat 10/20Sun 10/28
PSP - MDW • 1 stop
Cheapest one-way
$161
Typical prices: $195-$304
Southwest
Sat 10/27
PSP - MDW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Palm Springs and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
July
Cheapest • 6% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Las Vegas Harry Reid Intl (LAS)
Cheapest • Avg $454 (round-trip)
Denver Intl (DEN)
Shortest trip • 6h 28m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Palm Springs to Midway

Tue, Oct 20 - Wed, Oct 28
Southwest Logo
10:55 am - 11:15 pmPSP  Palm Springs-MDW Chicago Midway
10h 20m1 stop Denver Intl
Southwest Logo
6:05 am - 10:10 amMDW  Chicago Midway-PSP Palm Springs
6h 05m1 stop Denver Intl
$359Southwest
Wed, Oct 14 - Tue, Oct 27
Southwest Logo
10:55 am - 11:15 pmPSP  Palm Springs-MDW Chicago Midway
10h 20m1 stop Denver Intl
Southwest Logo
6:05 am - 10:15 amMDW  Chicago Midway-PSP Palm Springs
6h 10m1 stop Las Vegas Harry Reid Intl
$364Southwest
Wed, Oct 14 - Tue, Oct 27
Southwest Logo
10:55 am - 11:15 pmPSP  Palm Springs-MDW Chicago Midway
10h 20m1 stop Denver Intl
Southwest Logo
2:50 pm - 8:50 pmMDW  Chicago Midway-PSP Palm Springs
8h 00m2 stops Dallas Love Field Las Vegas Harry Reid Intl
$370Southwest
Wed, Nov 18 - Mon, Nov 23
Delta Logo
12:40 pm - 10:54 pmPSP  Palm Springs-MDW Chicago Midway
8h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 11:30 amMDW  Chicago Midway-PSP Palm Springs
7h 30m1 stop Atlanta Hartsfield-Jackson
$372Delta
Sat, Oct 24 - Tue, Oct 27
Delta Logo
6:03 am - 6:00 pmPSP  Palm Springs-MDW Chicago Midway
9h 57m2 stops Salt Lake City Detroit Metropolitan Wayne County
Delta Logo
12:27 pm - 9:29 pmMDW  Chicago Midway-PSP Palm Springs
11h 02m2 stops Minneapolis St Paul Salt Lake City
$379Delta
Tue, Oct 20 - Wed, Oct 28
Southwest Logo
12:05 pm - 10:45 pmPSP  Palm Springs-MDW Chicago Midway
8h 40m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl
Southwest Logo
6:05 am - 10:15 amMDW  Chicago Midway-PSP Palm Springs
6h 10m1 stop Las Vegas Harry Reid Intl
$384Southwest
Tue, Oct 20 - Wed, Oct 28
Southwest Logo
5:30 pm - 5:50 amPSP  Palm Springs-MDW Chicago Midway
10h 20m1 stop Sacramento Intl
Southwest Logo
6:05 am - 10:10 amMDW  Chicago Midway-PSP Palm Springs
6h 05m1 stop Denver Intl
$384Southwest
Thu, Nov 12 - Sun, Nov 15
Southwest Logo
4:00 pm - 12:10 amPSP  Palm Springs-MDW Chicago Midway
6h 10m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:45 am - 10:15 amMDW  Chicago Midway-PSP Palm Springs
6h 30m1 stop Las Vegas Harry Reid Intl
$393Southwest
Thu, Dec 3 - Sun, Dec 6
Delta Logo
12:46 pm - 10:54 pmPSP  Palm Springs-MDW Chicago Midway
8h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 11:36 amMDW  Chicago Midway-PSP Palm Springs
7h 36m1 stop Atlanta Hartsfield-Jackson
$393Delta
Wed, Oct 14 - Tue, Oct 27
Southwest Logo
10:55 am - 9:00 pmPSP  Palm Springs-MDW Chicago Midway
8h 05m1 stop Denver Intl
Southwest Logo
5:45 pm - 9:45 pmMDW  Chicago Midway-PSP Palm Springs
6h 00m1 stop Denver Intl
$395Southwest
Booking Insights

Price, demand and travel trends for Palm Springs to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Palm Springs to Chicago Midway Airport typically range from $413 to $564. The lowest price found in the past 5 days was $359, on Southwest.

What's the cheapest day of the week to fly from Palm Springs to Chicago Midway Airport?

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Palm Springs to Chicago Midway Airport. It’s 7% cheaper than the average day, while Tuesday is the most expensive, with prices 29% higher.

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Key details for Palm Springs to Chicago Midway Airport flights

Low season

March

Cheapest flight

$161
The most popular month to fly with an average 57% increase in travelers.
One-way flight from Palm Springs to Chicago Midway Airport

When to book flights from Palm Springs to Midway

Are your dates flexible? Find out the best times to travel from Palm Springs to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Palm Springs to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Palm Springs to Chicago Midway Airport?

    Only Economy Class is available on flights from Palm Springs to Chicago Midway Airport.

  • How long is a flight from Palm Springs to Chicago Midway Airport?

    A nonstop flight from Palm Springs to Chicago Midway Airport takes 00m, covering 1,653 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Palm Springs to Chicago Midway Airport flight?

    Round-trip flights from Palm Springs to Chicago Midway Airport range from $413 to $564, with an average of $464 over the past 12 months. Anything below $413 counts as a good deal.

  • How much can I save by taking a layover when flying from Palm Springs to Chicago Midway Airport?

    On this route, nonstop and layover fares are close on average, with nonstop at $464 round-trip and layover options via Las Vegas Harry Reid Intl (LAS) at $454.

  • Which aircraft model is used most often on flights from Palm Springs to Chicago Midway Airport?

    The Boeing 737-900 Passenger/BBJ3 (winglets) family is used most often on this route, operated mainly by Alaska Airlines and Hawaiian Airlines. Other aircraft seen on the route include Airbus A321-100/200 variants.

  • Have flight prices from Palm Springs to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $359 to $3,111. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from Palm Springs to Chicago Midway Airport looking right now?

    One-way fares from Palm Springs to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $186, which is 37% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Palm Springs to Chicago Midway Airport?

    Flights from Palm Springs to Chicago Midway Airport usually depart from Palm Springs (PSP) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Palm Springs to Chicago Midway Airport pass through?

    One-stop flights from Palm Springs to Chicago Midway Airport most commonly connect through:

    • Denver Intl (DEN) - 61% of one-stop connections
    • Las Vegas Harry Reid Intl (LAS) - 33% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 6% of one-stop connections

  • Can I save money by using flexible dates for flights from Palm Springs to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 29% on flights from Palm Springs to Chicago Midway Airport. Friday is the cheapest departure day at $434 round-trip on average, while Tuesday is the most expensive at $603, a difference of $169.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Palm Springs to Chicago Midway Airport?

    Flying via Las Vegas Harry Reid Intl (LAS) gives the shortest average 1-stop total travel time at 6h 21m, compared with 6h 28m via Denver Intl (DEN) and 7h 05m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Palm Springs and Chicago Midway Airport?

    Chicago Midway Airport is 2 hours ahead of Palm Springs (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Palm Springs to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure and avoid flying on Tuesday. On this route, Friday flights average $434, about $169 less than Tuesday fares (28% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Palm Springs to Chicago Midway Airport trip for July. Fares historically average $434 round-trip in that month - typically $320 less than the most expensive month, which is October (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Las Vegas Harry Reid Intl Airport (LAS) can be cheaper than flying direct. The cheapest layover option averages $454 round-trip on this route - about $10 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel

More options for your flight from Palm Springs to Midway

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago