$164+ Cheap flights from Palm Springs (PSP) to Midway (MDW)
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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
PSP — MDW
Apr 9 — Apr 161
Round-trip
1 adult, Economy
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Find cheap flights from Palm Springs to Midway 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 Palm Springs to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Palm Springs to MidwayExplore the most affordable flight options available from Palm Springs to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
Explore the most affordable flight options available from Palm Springs to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/5. 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 4/156:25 pm
PSP
- MDW
1 stop9h 20m
Southwest
Sat 4/182:30 pm
MDW
- PSP
1 stop6h 30m
Southwest
Deal found 3/5![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 3/8. 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 4/146:25 pm
PSP
- MDW
1 stop9h 20m
Southwest
Tue 4/2110:20 am
MDW
- PSP
1 stop9h 30m
Southwest
Deal found 3/8![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/86:40 am
PSP
- MDW
2 stops7h 55m
Southwest
Sat 4/112:40 pm
MDW
- PSP
1 stop6h 20m
Southwest
Deal found 3/9![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 3/5. 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 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Sat 4/186:00 am
MDW
- PSP
1 stop8h 16m
Delta
Deal found 3/5![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 3/6. 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.
Thu 4/233:05 pm
PSP
- MDW
1 stop6h 35m
Southwest
Sat 4/252:30 pm
MDW
- PSP
1 stop6h 30m
Southwest
Deal found 3/6![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Tue 4/219:29 am
MDW
- PSP
2 stops13h 58m
Delta
Deal found 3/6![Delta logo]()
$276
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Sun 4/266:00 am
MDW
- PSP
1 stop8h 16m
Delta
Deal found 3/9![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Mon 4/207:16 pm
MDW
- PSP
2 stops20h 42m
Delta
Deal found 3/6![Delta logo]()
$283
This Southwest deal was found by Cheapflights users on 3/5. 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.
Tue 5/1210:55 am
PSP
- MDW
1 stop8h 35m
Southwest
Fri 5/154:50 pm
MDW
- PSP
2 stops8h 10m
Southwest
Deal found 3/5![Southwest logo]()
$285
Best flights from Palm Springs to MidwayDiscover carefully curated flight deals from Palm Springs to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
Discover carefully curated flight deals from Palm Springs to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/6. 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.
Wed 5/206:40 am
PSP
- MDW
2 stops7h 55m
Southwest
Tue 5/266:30 am
MDW
- PSP
1 stop5h 45m
Southwest
Deal found 3/6![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 3/5. 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 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Sat 4/186:00 am
MDW
- PSP
1 stop8h 16m
Delta
Deal found 3/5![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Sun 4/266:00 am
MDW
- PSP
1 stop8h 16m
Delta
Deal found 3/6![Delta logo]()
$280
This Southwest deal was found by Cheapflights users on 3/5. 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.
Tue 4/146:25 pm
PSP
- MDW
1 stop9h 20m
Southwest
Fri 4/174:05 pm
MDW
- PSP
2 stops8h 10m
Southwest
Deal found 3/5![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 3/5. 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.
Thu 4/95:30 am
PSP
- MDW
1 stop5h 40m
Southwest
Mon 4/136:00 am
MDW
- PSP
1 stop5h 50m
Southwest
Deal found 3/5![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 3/5. 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.
Thu 4/96:00 am
PSP
- MDW
2 stops9h 54m
Delta
Mon 4/139:27 am
MDW
- PSP
2 stops9h 03m
Delta
Deal found 3/5![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/86:40 am
PSP
- MDW
2 stops7h 55m
Southwest
Sat 4/115:10 am
MDW
- PSP
2 stops9h 50m
Southwest
Deal found 3/9![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:05 am
PSP
- MDW
2 stops10h 28m
Delta
Sun 5/241:22 pm
MDW
- PSP
2 stops9h 55m
Delta
Deal found 3/9![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 3/9. 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.
Thu 5/143:05 pm
PSP
- MDW
1 stop6h 35m
Southwest
Sat 5/165:10 am
MDW
- PSP
2 stops9h 50m
Southwest
Deal found 3/9![Southwest logo]()
$361
Last-minute flights from Palm Springs to MidwayDiscover last-minute flight deals from Palm Springs to Midway. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Palm Springs to Midway. Data last updated March 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/86:40 am
PSP
- MDW
2 stops7h 55m
Southwest
Sat 4/112:40 pm
MDW
- PSP
1 stop6h 20m
Southwest
Deal found 3/9![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 3/8. 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 4/146:25 pm
PSP
- MDW
1 stop9h 20m
Southwest
Tue 4/2110:20 am
MDW
- PSP
1 stop9h 30m
Southwest
Deal found 3/8![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 3/5. 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.
Tue 4/146:25 pm
PSP
- MDW
1 stop9h 20m
Southwest
Fri 4/174:05 pm
MDW
- PSP
2 stops8h 10m
Southwest
Deal found 3/5![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 3/5. 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 4/156:25 pm
PSP
- MDW
1 stop9h 20m
Southwest
Sat 4/182:30 pm
MDW
- PSP
1 stop6h 30m
Southwest
Deal found 3/5![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 3/5. 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 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Sat 4/186:00 am
MDW
- PSP
1 stop8h 16m
Delta
Deal found 3/5![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Tue 4/219:29 am
MDW
- PSP
2 stops13h 58m
Delta
Deal found 3/6![Delta logo]()
$276
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Mon 4/207:16 pm
MDW
- PSP
2 stops20h 42m
Delta
Deal found 3/6![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Sun 4/266:00 am
MDW
- PSP
1 stop8h 16m
Delta
Deal found 3/9![Delta logo]()
$280
This Southwest deal was found by Cheapflights users on 3/6. 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.
Thu 4/233:05 pm
PSP
- MDW
1 stop6h 35m
Southwest
Sat 4/252:30 pm
MDW
- PSP
1 stop6h 30m
Southwest
Deal found 3/6![Southwest logo]()
$275
One-way flights from Palm Springs to MidwaySearch for one-way flight options from Palm Springs to Midway. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
Search for one-way flight options from Palm Springs to Midway. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/5. 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.
Tue 3/249:00 pm
PSP
- MDW
1 stop6h 55m
Southwest
Deal found 3/5![Southwest logo]()
$164
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/241:27 pm
PSP
- MDW
1 stop7h 01m
Delta
Deal found 3/6![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/912:47 pm
PSP
- MDW
1 stop7h 44m
Delta
Deal found 3/9![Delta logo]()
$168
This Southwest deal was found by Cheapflights users on 3/8. 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 3/256:05 pm
PSP
- MDW
1 stop9h 40m
Southwest
Deal found 3/8![Southwest logo]()
$169
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/810:55 am
PSP
- MDW
1 stop8h 35m
Southwest
Deal found 3/9![Southwest logo]()
$171
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:05 am
PSP
- MDW
2 stops9h 51m
Delta
Deal found 3/6![Delta logo]()
$172
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:08 pm
PSP
- MDW
2 stops14h 52m
Delta
Deal found 3/9![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:55 pm
PSP
- MDW
2 stops15h 52m
Delta
Deal found 3/9![Delta logo]()
$174
This Southwest deal was found by Cheapflights users on 3/6. 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.
Tue 3/179:00 pm
PSP
- MDW
1 stop6h 55m
Southwest
Deal found 3/6![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 3/7. 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 5/236:00 pm
PSP
- MDW
1 stop9h 40m
Southwest
Deal found 3/7![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 5/132:35 pm
PSP
- MDW
1 stop5h 25m
Southwest
Deal found 3/9![Southwest logo]()
$195
Find flight deals from Palm Springs to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Palm Springs (PSP) to Midway (MDW). 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 March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $246 (Southwest) |
One-way from | $164 (Southwest) |
Popular in | December |
Cheapest in | July |
Average price | $567 |
Good one-way deal | $294 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Palm Springs to Midway 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 March 10, 2026.
Use the filters below to find and compare flights from Palm Springs to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Wed 5/20
6:40 am-4:35 pm
2 stops7h 55m
Chicago Midway
Tue 5/26
6:30 am-10:15 am
1 stop5h 45m
$256
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Wed 4/15
1:27 pm-10:28 pm
1 stop7h 01m
Chicago Midway
Sat 4/18
6:00 am-12:16 pm
1 stop8h 16m
$271
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Wed 4/22
1:27 pm-10:28 pm
1 stop7h 01m
Chicago Midway
Sun 4/26
6:00 am-12:16 pm
1 stop8h 16m
$280
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Tue 4/14
6:25 pm-5:45 am
1 stop9h 20m
Chicago Midway
Fri 4/17
4:05 pm-10:15 pm
2 stops8h 10m
$285
Quickest round-trip
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Thu 4/9
5:30 am-1:10 pm
1 stop5h 40m
Chicago Midway
Mon 4/13
6:00 am-9:50 am
1 stop5h 50m
$309
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Thu 4/9
6:00 am-5:54 pm
2 stops9h 54m
Chicago Midway
Mon 4/13
9:27 am-4:30 pm
2 stops9h 03m
$319
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Wed 4/8
6:40 am-4:35 pm
2 stops7h 55m
Chicago Midway
Sat 4/11
5:10 am-1:00 pm
2 stops9h 50m
$319
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Thu 5/14
3:05 pm-11:40 pm
1 stop6h 35m
Chicago Midway
Sat 5/16
5:10 am-1:00 pm
2 stops9h 50m
$361
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Fri 5/22
6:05 am-6:33 pm
2 stops10h 28m
Chicago Midway
Sun 5/24
1:22 pm-9:17 pm
2 stops9h 55m
$369
Cheapest one-way
Palm SpringsChicago
PSP - MDW
PSPMDW
Palm Springs
Wed 3/25
6:05 pm-5:45 am
1 stop9h 40m
$169
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Palm Springs to Midway
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 Palm Springs to Midway in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Palm Springs-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Palm Springs-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Palm Springs-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Palm Springs-Chicago Midway Airport 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 Palm Springs-Chicago Midway Airport 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 Palm Springs to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Palm Springs with our price prediction graph.
PSP-MDW
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 Palm Springs to Chicago Midway Airport
Prices
More
What is the cheapest month to book a flight from Palm Springs to Chicago Midway Airport?
Currently, November is the cheapest month in which you can book a flight from Palm Springs to Chicago Midway Airport (average of $130). Flying from Palm Springs to Chicago Midway Airport in August is currently the most expensive (average of $228). 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 PSP to MDW?
Find hourly flight availability from Palm Springs to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 10, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Palm Springs to Chicago Midway Airport as you normally would.
What’s the top layover airport for flights from Palm Springs to Chicago Midway Airport?
Share of 1-stop round-trip flights from Palm Springs to Chicago Midway Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.
Denver (DEN) – chosen by Cheapflights users on 50% of 1-stop itineraries from Palm Springs to Chicago Midway Airport on Cheapflights.
What’s the cheapest layover airport for flights from Palm Springs to Chicago Midway Airport?
Average round-trip fare for 1-stop flights from Palm Springs to Chicago Midway Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $180.
What’s the fastest layover option from Palm Springs to Chicago Midway Airport?
Shortest average travel time for 1-stop one-way flights from Palm Springs to Chicago Midway Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Las Vegas (LAS) have the shortest average one-way travel time for 1-stop routes: 6h 00m.
Which airport typically offers the quickest layover for flights from Palm Springs to Chicago Midway Airport?
Average layover duration for 1-stop one-way flights from Palm Springs to Chicago Midway Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Las Vegas (LAS) offer the fastest connection on this route, with an average layover time of 1h 13m.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated March 10, 2026.
Read reviews from past customers who have flown Southwest from Palm Springs to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from Palm Springs to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Top airline flying from Palm Springs to Midway
Discover the top airline that operate flights from Palm Springs to Midway. 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 March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$288 | Average$393 | FlexibilityNo cancel fee | On-time63% |