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$125+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PSP
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$255
(Southwest)

One-way from

$125
(Southwest)

Popular in

November

Cheapest in

August

Average price

$409
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. 20% potential increase in price ($112 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/28. 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 8/234:15 pmMDW - PSP
1 stop5h 35mSouthwest
Sat 8/305:30 amPSP - MDW
2 stops9h 10mSouthwest
Deal found 7/28$255
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/124:29 pmMDW - PSP
1 stop21h 26mFrontier
Fri 10/1712:45 pmPSP - MDW
1 stop7h 53mFrontier
Deal found 7/27$265
This Delta deal was found by Cheapflights users on 7/28. 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.
Fri 8/226:04 amMDW - PSP
2 stops12h 28mDelta
Mon 8/255:12 pmPSP - MDW
2 stops14h 24mDelta
Deal found 7/28$299

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 July 29, 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

Sat 8/23

4:15 pm-7:50 pm

1 stop5h 35m

Palm Springs

Sat 8/30

5:30 am-4:40 pm

2 stops9h 10m

$255

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sun 10/12

4:29 pm-11:55 am

1 stop21h 26m

Palm Springs

Fri 10/17

12:45 pm-10:38 pm

1 stop7h 53m

$265

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Fri 8/22

6:04 am-4:32 pm

2 stops12h 28m

Palm Springs

Mon 8/25

5:12 pm-9:36 am

2 stops14h 24m

$299

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sun 8/31

10:50 am-4:35 pm

1 stop7h 45m

$125

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 8/30

1:08 pm-9:16 pm

2 stops10h 08m

$134

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Thu 10/9

4:29 pm-11:55 am

1 stop21h 26m

$137

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sun 10/19

5:40 pm-4:40 pm

3 stops25h 00m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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.

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 July 29, 2025.
See what other customers who have flown with Southwest, Delta, and Frontier 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
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Palm Springs round-trip?

    According to our current data, Southwest ($255), Frontier ($265), and Delta ($299) offers the cheapest pricing from Chicago Midway Airport to Palm Springs. These flights start at 42% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Palm Springs one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $125. Delta flights start at $134 while deals on Frontier start at $137 one-way.

  • 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

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$294Average$437FlexibilityNo cancel feeOn-time63%

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