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$76+ Cheap flights from Midway (MDW) to Palm Springs (PSP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PSP
Oct 13 — Oct 201
Mon 10/13
Mon 10/20
1 adult, Economy
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Cheap flight deals from Midway to Palm Springs

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Palm Springs (PSP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 13, 2025.

Round-trip from

$269
(Southwest)

One-way from

$76
(Southwest)

Popular in

November

Cheapest in

April

Average price

$426
From Chicago Midway to Palm Springs
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One-way flight from Chicago Midway to Palm Springs
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Highest demand for flights based on searches. 17% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Palm Springs

Cheapest flights from Midway to Palm Springs
Explore the most affordable flight options available from Midway to Palm Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 13, 2025.

This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/78:20 amMDW - PSP
1 stop7h 15mSouthwest
Tue 10/143:10 pmPSP - MDW
1 stop5h 30mSouthwest
Deal found 9/11$269
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amMDW - PSP
1 stop7h 28mDelta
Sat 12/612:33 pmPSP - MDW
1 stop8h 59mDelta
Deal found 9/11$273
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/219:25 amMDW - PSP
1 stop8h 25mSouthwest
Wed 11/2611:50 amPSP - MDW
1 stop6h 55mSouthwest
Deal found 9/12$279
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:20 amMDW - PSP
1 stop5h 40mSouthwest
Tue 10/211:00 pmPSP - MDW
2 stops9h 25mSouthwest
Deal found 9/11$282
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:00 amMDW - PSP
1 stop7h 28mDelta
Wed 12/1012:33 pmPSP - MDW
1 stop8h 59mDelta
Deal found 9/11$298
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/711:10 amMDW - PSP
1 stop7h 40mSouthwest
Fri 10/1011:05 amPSP - MDW
1 stop7h 30mSouthwest
Deal found 9/11$299
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:59 amMDW - PSP
2 stops8h 17mDelta
Wed 12/1012:33 pmPSP - MDW
1 stop8h 59mDelta
Deal found 9/11$303
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/251:53 pmMDW - PSP
2 stops23h 53mFrontier
Sun 9/281:19 pmPSP - MDW
1 stop24h 34mFrontier
Deal found 9/12$310
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amMDW - PSP
1 stop7h 28mDelta
Tue 12/912:33 pmPSP - MDW
1 stop8h 59mDelta
Deal found 9/11$314
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/168:00 amMDW - PSP
2 stops7h 15mSouthwest
Wed 11/195:30 amPSP - MDW
2 stops8h 50mSouthwest
Deal found 9/11$320

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Palm Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 13, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Palm Springs that are best for you.

Fly from

Midway

Fly to

Palm Springs

Route

Depart

Return

Price

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 12/3

6:00 am-11:28 am

1 stop7h 28m

Palm Springs

Wed 12/10

12:33 pm-11:32 pm

1 stop8h 59m

$273

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 10/18

6:20 am-10:00 am

1 stop5h 40m

Palm Springs

Tue 10/21

1:00 pm-12:25 am

2 stops9h 25m

$282

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 12/6

9:59 am-4:16 pm

2 stops8h 17m

Palm Springs

Wed 12/10

12:33 pm-11:32 pm

1 stop8h 59m

$303

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 12/3

6:00 am-11:28 am

1 stop7h 28m

Palm Springs

Tue 12/9

12:33 pm-11:32 pm

1 stop8h 59m

$314

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Wed 11/19

8:25 am-4:45 pm

2 stops10h 20m

Palm Springs

Sun 11/23

6:25 pm-5:05 am

2 stops8h 40m

$320

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Fri 11/21

3:40 pm-10:55 pm

1 stop9h 15m

Palm Springs

Mon 11/24

3:55 pm-12:20 am

1 stop6h 25m

$327

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Tue 12/2

1:15 pm-9:00 pm

2 stops9h 45m

Palm Springs

Sat 12/6

10:45 am-8:25 pm

1 stop7h 40m

$330

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Fri 11/14

12:35 pm-5:50 pm

1 stop7h 15m

Palm Springs

Sun 11/16

3:55 pm-12:20 am

1 stop6h 25m

$351

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sun 10/12

6:20 pm-11:45 pm

2 stops7h 25m

Palm Springs

Wed 10/15

1:00 pm-12:25 am

2 stops9h 25m

$357

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Thu 12/4

12:20 pm-4:45 pm

1 stop6h 25m

Palm Springs

Sun 12/7

3:55 pm-12:20 am

1 stop6h 25m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 20 results
1
2

Best time to book a flight from Midway to Palm Springs

Have a flexible travel schedule? Discover the best time to fly to Palm Springs from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Palm Springs

What is the cheapest month to book a flight from Chicago Midway Airport to Palm Springs?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Palm Springs (average of $337). Flying from Chicago Midway Airport to Palm Springs in March is currently the most expensive (average of $458). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to PSP?

Find hourly flight availability from Midway to Palm Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 13, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 9% on flights from Chicago Midway Airport to Palm Springs by exploring options for tickets at noon.

Reviews of airlines servicing Palm Springs

Get insights into the airlines that provide service to Palm Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Palm Springs. Reviews last updated September 13, 2025.
See what other customers who have flown with Southwest from Chicago Midway Airport to Palm Springs have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Midway to Palm Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Palm Springs from Chicago Midway?

    Palm Springs (PSP), located 2.2 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Palm Springs. 1 airline have flights to Palm Springs from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Palm Springs should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

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

    Departing from Chicago Midway Airport to Palm Springs will take you 7h 28m. Airlines will cover a distance of 1653 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Chicago Midway Airport to Palm Springs round-trip?

    According to our current data, Southwest ($294), offers the cheapest pricing from Chicago Midway Airport to Palm Springs. This flight start at 34% lower than the current average price 3 months from now.

  • Can I find deals for flights from Midway to Palm Springs that include hotel bookings?

    Yes. In addition to deals on Midway to Palm Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Palm Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Palm Springs.

  • Can I find deals for business class flights from Midway to Palm Springs?

    Yes. Cheapflights offers flight deals from Midway to Palm Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Palm Springs (average of $337). Flying from Chicago Midway Airport to Palm Springs in March is currently the most expensive (average of $458). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Palm Springs?

Book flights to Palm Springs if you plan to visit one of these locations
La Quinta
Cabazon
Desert Hot Springs
Rancho Mirage
Indian Wells
Banning
Indio
Cathedral City
Yucca Valley
Coachella

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Alternative routes for Midway to Palm Springs

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Palm Springs

Discover the top airline that operate flights from Midway to Palm Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$294Average$446FlexibilityNo cancel feeOn-time63%

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