$114+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PSP
Jul 9 — Jul 161
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
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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 June 9, 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 June 9, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 12/910:05 am
MDW
- PSP
1 stop8h 45m
Southwest
Tue 12/1511:05 am
PSP
- MDW
1 stop11h 00m
Southwest
Deal found 6/8![Southwest logo]()
$258
This Delta deal was found by Cheapflights users on 6/8. 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 11/76:00 am
MDW
- PSP
1 stop7h 23m
Delta
Wed 11/1112:40 pm
PSP
- MDW
1 stop7h 30m
Delta
Deal found 6/8![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 6/8. 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 9/302:15 pm
MDW
- PSP
1 stop9h 40m
Southwest
Mon 10/57:05 pm
PSP
- MDW
1 stop8h 45m
Southwest
Deal found 6/8![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 6/8. 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 11/72:50 pm
MDW
- PSP
1 stop5h 55m
Southwest
Wed 11/117:30 am
PSP
- MDW
2 stops8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 6/5. 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 10/3110:35 am
MDW
- PSP
2 stops13h 00m
Delta
Sat 11/712:40 pm
PSP
- MDW
1 stop7h 05m
Delta
Deal found 6/5![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 6/8. 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 11/1810:35 am
MDW
- PSP
2 stops13h 00m
Delta
Wed 11/2512:40 pm
PSP
- MDW
1 stop7h 30m
Delta
Deal found 6/8![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 6/4. 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.
Thu 8/279:59 am
MDW
- PSP
2 stops8h 33m
Delta
Tue 9/16:06 am
PSP
- MDW
2 stops9h 55m
Delta
Deal found 6/4![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 6/7. 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 10/215:25 pm
MDW
- PSP
1 stop6h 20m
Southwest
Mon 10/265:35 am
PSP
- MDW
2 stops8h 25m
Southwest
Deal found 6/7![Southwest logo]()
$333
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 June 9, 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 June 9, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 9/302:15 pm
MDW
- PSP
1 stop9h 40m
Southwest
Mon 10/57:05 pm
PSP
- MDW
1 stop8h 45m
Southwest
Deal found 6/8![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 6/8. 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 12/46:00 am
MDW
- PSP
1 stop7h 23m
Delta
Wed 12/912:40 pm
PSP
- MDW
1 stop7h 30m
Delta
Deal found 6/8![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 6/8. 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 11/181:25 pm
MDW
- PSP
2 stops10h 05m
Southwest
Wed 11/257:30 pm
PSP
- MDW
2 stops8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 6/5. 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 10/2110:35 am
MDW
- PSP
2 stops13h 00m
Delta
Sat 10/246:00 am
PSP
- MDW
2 stops10h 37m
Delta
Deal found 6/5![Delta logo]()
$413
This Southwest deal was found by Cheapflights users on 6/7. 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 10/214:35 pm
MDW
- PSP
1 stop5h 50m
Southwest
Mon 10/267:05 pm
PSP
- MDW
1 stop8h 45m
Southwest
Deal found 6/7![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 6/7. 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 11/1410:20 am
MDW
- PSP
1 stop6h 45m
Southwest
Sat 11/2111:45 am
PSP
- MDW
1 stop7h 55m
Southwest
Deal found 6/7![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 6/4. 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 12/310:05 am
MDW
- PSP
1 stop8h 45m
Southwest
Sun 12/66:35 am
PSP
- MDW
1 stop6h 40m
Southwest
Deal found 6/4![Southwest logo]()
$433
This Southwest deal was found by Cheapflights users on 6/4. 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 7/1110:15 am
MDW
- PSP
2 stops9h 15m
Southwest
Sat 7/1811:15 am
PSP
- MDW
2 stops10h 30m
Southwest
Deal found 6/4![Southwest logo]()
$440
Last-minute flights from Midway to Palm SpringsDiscover last-minute flight deals from Midway to Palm Springs. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Palm Springs. Data last updated June 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/6. 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 7/34:15 pm
MDW
- PSP
1 stop7h 55m
Southwest
Tue 7/76:30 pm
PSP
- MDW
1 stop9h 15m
Southwest
Deal found 6/6![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 6/4. 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 7/42:45 pm
MDW
- PSP
1 stop6h 05m
Southwest
Sat 7/116:10 pm
PSP
- MDW
1 stop9h 35m
Southwest
Deal found 6/4![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 6/8. 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 7/74:40 pm
MDW
- PSP
1 stop7h 30m
Southwest
Fri 7/107:30 pm
PSP
- MDW
1 stop8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 6/8. 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 7/84:40 pm
MDW
- PSP
1 stop7h 30m
Southwest
Wed 7/156:15 am
PSP
- MDW
2 stops8h 50m
Southwest
Deal found 6/8![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 6/9. 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 7/115:10 am
MDW
- PSP
1 stop6h 50m
Southwest
Sat 7/186:10 pm
PSP
- MDW
1 stop9h 35m
Southwest
Deal found 6/9![Southwest logo]()
$353
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 June 9, 2026.
Search for one-way flight options from Midway to Palm Springs. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 10/215:25 pm
MDW
- PSP
1 stop6h 20m
Southwest
Deal found 6/8![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 6/8. 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
MDW
- PSP
1 stop6h 00m
Southwest
Deal found 6/8![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 6/8. 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 6/304:40 pm
MDW
- PSP
1 stop7h 25m
Southwest
Deal found 6/8![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 6/5. 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 6/174:40 pm
MDW
- PSP
1 stop7h 25m
Southwest
Deal found 6/5![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 6/5. 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 10/316:40 am
MDW
- PSP
2 stops10h 45m
Southwest
Deal found 6/5![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 6/7. 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 8/32:45 pm
MDW
- PSP
2 stops9h 30m
Southwest
Deal found 6/7![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 6/7. 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 7/72:35 pm
MDW
- PSP
2 stops9h 35m
Southwest
Deal found 6/7![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 6/7. 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 9/2012:15 pm
MDW
- PSP
1 stop6h 45m
Southwest
Deal found 6/7![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 6/5. 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 7/1810:15 am
MDW
- PSP
2 stops9h 15m
Southwest
Deal found 6/5![Southwest logo]()
$246
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 June 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Delta) |
One-way from | $114 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $394 |
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 June 9, 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 - PSP
MDWPSP
Chicago Midway
Wed 9/30
2:15 pm-9:55 pm
1 stop9h 40m
Palm Springs
Mon 10/5
7:05 pm-5:50 am
1 stop8h 45m
$283
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Wed 11/18
1:25 pm-9:30 pm
2 stops10h 05m
Palm Springs
Wed 11/25
7:30 pm-5:45 am
2 stops8h 15m
$345
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Fri 12/4
6:00 am-11:23 am
1 stop7h 23m
Palm Springs
Wed 12/9
12:40 pm-10:10 pm
1 stop7h 30m
$359
Quickest round-trip
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Wed 10/21
4:35 pm-8:25 pm
1 stop5h 50m
Palm Springs
Mon 10/26
7:05 pm-5:50 am
1 stop8h 45m
$382
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Sat 11/14
10:20 am-3:05 pm
1 stop6h 45m
Palm Springs
Sat 11/21
11:45 am-9:40 pm
1 stop7h 55m
$407
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Wed 10/21
10:35 am-9:35 pm
2 stops13h 00m
Palm Springs
Sat 10/24
6:00 am-6:37 pm
2 stops10h 37m
$413
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Thu 12/3
10:05 am-4:50 pm
1 stop8h 45m
Palm Springs
Sun 12/6
6:35 am-3:15 pm
1 stop6h 40m
$433
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Sat 7/11
10:15 am-5:30 pm
2 stops9h 15m
Palm Springs
Sat 7/18
11:15 am-11:45 pm
2 stops10h 30m
$440
Cheapest one-way
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Wed 10/21
5:25 pm-9:45 pm
1 stop6h 20m
$114
ChicagoPalm Springs
MDW - PSP
MDWPSP
Chicago Midway
Mon 11/2
5:55 am-9:55 am
1 stop6h 00m
$163
Showing 1-10 of 16 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 June.
| 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 June 9, 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.
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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?
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Midway and Palm Springs flights
Browse other Midway and Palm Springs flight options. Last updated on June 9, 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 June 9, 2026.
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Explore flights to Palm Springs departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 9, 2026.
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 June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$273 | Average$448 | FlexibilityNo cancel fee | On-time63% |