$95+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PSP
Sep 17 — Sep 241
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Palm Springs with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Palm Springs
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Cheapest flights from Midway to Palm SpringsExplore 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 August 18, 2026.
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 August 18, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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.
Mon 11/25:55 am -
1 stop6h 00m
Thu 11/54:00 pm -
1 stop11h 40m
Deal found 8/13![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 8/13. 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 9/265:05 pm -
1 stop5h 55m
Sat 10/33:45 pm -
2 stops10h 45m
Deal found 8/13![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 8/15. 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 12/56:00 am -
1 stop7h 27m
Sat 12/1212:37 pm -
1 stop8h 19m
Deal found 8/15![Delta logo]()
$281
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/303:50 pm -
1 stop8h 10m
Wed 10/76:55 am -
2 stops7h 10m
Deal found 8/16![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 8/13. 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 9/125:05 pm -
1 stop5h 55m
Thu 9/244:00 pm -
1 stop6h 30m
Deal found 8/13![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 8/13. 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 9/55:05 pm -
1 stop5h 55m
Wed 9/97:05 am -
2 stops7h 00m
Deal found 8/13![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 8/15. 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 9/296:00 pm -
1 stop6h 00m
Tue 10/610:55 am -
1 stop10h 15m
Deal found 8/15![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 8/13. 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.
Wed 9/303:50 pm -
1 stop8h 10m
Sun 10/47:00 pm -
1 stop8h 50m
Deal found 8/13![Southwest logo]()
$324
Best flights from Midway to Palm SpringsDiscover carefully curated flight deals from Midway to Palm Springs that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2026.
Discover carefully curated flight deals from Midway to Palm Springs that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2026.
This Delta deal was found by Cheapflights users on 8/17. 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.
Tue 10/2712:27 pm -
2 stops11h 02m
Tue 11/1012:37 pm -
1 stop8h 19m
Deal found 8/17![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 8/15. 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 9/293:10 pm -
2 stops8h 50m
Tue 10/66:55 am -
2 stops7h 10m
Deal found 8/15![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 8/13. 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.
Wed 9/303:50 pm -
1 stop8h 10m
Sun 10/47:00 pm -
1 stop8h 50m
Deal found 8/13![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 8/17. 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 10/3010:55 pm -
1 stop11h 55m
Tue 11/37:30 am -
2 stops8h 15m
Deal found 8/17![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 8/17. 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 9/82:40 pm -
2 stops9h 20m
Fri 9/186:05 pm -
1 stop9h 40m
Deal found 8/17![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 8/15. 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.
Mon 9/143:20 pm -
2 stops8h 55m
Mon 9/216:05 pm -
2 stops9h 35m
Deal found 8/15![Southwest logo]()
$449
This Southwest deal was found by Cheapflights users on 8/14. 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.
Thu 11/1210:05 am -
1 stop8h 25m
Sun 11/154:00 pm -
1 stop11h 40m
Deal found 8/14![Southwest logo]()
$460
This Southwest deal was found by Cheapflights users on 8/15. 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 10/45:20 am -
1 stop6h 05m
Thu 10/812:05 pm -
2 stops10h 50m
Deal found 8/15![Southwest logo]()
$464
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 11/510:15 am -
1 stop10h 15m
Sun 11/87:05 pm -
1 stop8h 40m
Deal found 8/17![Southwest logo]()
$480
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 11/52:30 pm -
2 stops9h 45m
Mon 11/95:10 pm -
1 stop9h 50m
Deal found 8/17![Southwest logo]()
$481
Last-minute flights from Midway to Palm SpringsDiscover last-minute flight deals from Midway to Palm Springs. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Palm Springs. Data last updated August 18, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/13. 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 9/55:05 pm -
1 stop5h 55m
Wed 9/97:05 am -
2 stops7h 00m
Deal found 8/13![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 8/13. 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 9/125:05 pm -
1 stop5h 55m
Thu 9/244:00 pm -
1 stop6h 30m
Deal found 8/13![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 8/13. 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 9/265:05 pm -
1 stop5h 55m
Sat 10/33:45 pm -
2 stops10h 45m
Deal found 8/13![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 8/15. 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 9/296:00 pm -
1 stop6h 00m
Tue 10/610:55 am -
1 stop10h 15m
Deal found 8/15![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/306:00 pm -
1 stop6h 00m
Wed 10/712:05 pm -
1 stop8h 05m
Deal found 8/16![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 8/13. 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.
Wed 9/303:50 pm -
1 stop8h 10m
Sun 10/47:00 pm -
1 stop8h 50m
Deal found 8/13![Southwest logo]()
$324
One-way flights from Midway to Palm SpringsSearch for one-way flight options from Midway to Palm Springs. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
Search for one-way flight options from Midway to Palm Springs. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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 9/125:05 pm -
1 stop5h 55m
Deal found 8/13![Southwest logo]()
$95
This Southwest deal was found by Cheapflights users on 8/14. 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 10/132:45 pm -
2 stops8h 55m
Deal found 8/14![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/303:50 pm -
1 stop8h 10m
Deal found 8/16![Southwest logo]()
$141
This Southwest deal was found by Cheapflights users on 8/15. 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 11/141:25 pm -
2 stops7h 20m
Deal found 8/15![Southwest logo]()
$146
This Southwest deal was found by Cheapflights users on 8/13. 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 11/135:40 pm -
1 stop6h 35m
Deal found 8/13![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/163:50 pm -
1 stop8h 10m
Deal found 8/16![Southwest logo]()
$170
This Southwest deal was found by Cheapflights users on 8/13. 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 9/55:05 pm -
1 stop5h 55m
Deal found 8/13![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 8/14. 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.
Wed 9/96:00 pm -
1 stop6h 00m
Deal found 8/14![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 8/16. 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.
Mon 11/161:20 pm -
2 stops10h 15m
Deal found 8/16![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 8/16. 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 10/3010:55 pm -
1 stop11h 55m
Deal found 8/16![Southwest logo]()
$185
Find 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 August 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $241 (Southwest) |
One-way from | $95 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $453 |
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 August 18, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Palm Springs that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Tue 10/27
12:27 pm-9:29 pm
2 stops11h 02m
Palm Springs
Tue 11/10
12:37 pm-10:56 pm
1 stop8h 19m
$315
Quickest round-trip
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Tue 9/29
3:10 pm-10:00 pm
2 stops8h 50m
Palm Springs
Tue 10/6
6:55 am-4:05 pm
2 stops7h 10m
$320
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Wed 9/30
3:50 pm-10:00 pm
1 stop8h 10m
Palm Springs
Sun 10/4
7:00 pm-5:50 am
1 stop8h 50m
$324
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Fri 10/30
10:55 pm-8:50 am
1 stop11h 55m
Palm Springs
Tue 11/3
7:30 am-5:45 pm
2 stops8h 15m
$331
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Tue 9/8
2:40 pm-10:00 pm
2 stops9h 20m
Palm Springs
Fri 9/18
6:05 pm-5:45 am
1 stop9h 40m
$442
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Mon 9/14
3:20 pm-10:15 pm
2 stops8h 55m
Palm Springs
Mon 9/21
6:05 pm-5:40 am
2 stops9h 35m
$449
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Thu 11/12
10:05 am-4:30 pm
1 stop8h 25m
Palm Springs
Sun 11/15
4:00 pm-5:40 am
1 stop11h 40m
$460
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Sun 10/4
5:20 am-9:25 am
1 stop6h 05m
Palm Springs
Thu 10/8
12:05 pm-12:55 am
2 stops10h 50m
$464
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Thu 11/5
10:15 am-6:30 pm
1 stop10h 15m
Palm Springs
Sun 11/8
7:05 pm-5:45 am
1 stop8h 40m
$480
ChicagoPalm Springs
MDW Chicago Midway - PSP Palm Springs
MDWPSP
Chicago Midway
Thu 11/5
2:30 pm-10:15 pm
2 stops9h 45m
Palm Springs
Mon 11/9
5:10 pm-5:00 am
1 stop9h 50m
$481
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Midway to Palm Springs
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Palm Springs in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Palm Springs flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Palm Springs flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Palm Springs flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Palm Springs flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Palm Springs flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
MDW-PSP
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.
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 August 18, 2026.
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.
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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.
Traveling to a place near Palm Springs?
Book flights to Palm Springs if you plan to visit one of these locationsRancho Mirage
Indio
Cathedral City
La Quinta
Desert Hot Springs
Indian Wells
Banning
Cabazon
Yucca Valley
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Midway and Palm Springs flights
Browse other Midway and Palm Springs flight options. Last updated on August 18, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on August 18, 2026.
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 August 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$273 | Average$441 | FlexibilityNo cancel fee | On-time63% |