$141+ Cheap flights from Palm Springs (PSP) to Chicago (CHI)
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.
PSP — CHI
Sep 23 — Sep 301
Round-trip
1 adult, Economy
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Find cheap flights from Palm Springs to Chicago 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.Cheapflights Tip: The best prices from Palm Springs to Chicago are usually found in October or April, booked 72 days in advance, depart on a Wednesday or Thursday and return on a Tuesday
Cheap flight deals from Palm Springs to Chicago
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Cheapest flights from Palm Springs to ChicagoExplore the most affordable flight options available from Palm Springs to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 24, 2026.
Explore the most affordable flight options available from Palm Springs to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 24, 2026.
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:33 pm -
1 stop8h 26m
Sat 10/310:05 am -
Nonstop4h 28m
Deal found 8/20![United Airlines logo]()
$271
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:33 pm -
1 stop6h 27m
Sat 9/268:40 am -
1 stop7h 39m
Deal found 8/19![United Airlines logo]()
$276
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:33 pm -
1 stop7h 13m
Wed 10/143:00 pm -
1 stop6h 58m
Deal found 8/21![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 8/20. 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 9/191:20 pm -
1 stop6h 18m
Wed 9/3012:29 pm -
2 stops11h 02m
Deal found 8/20![Delta logo]()
$286
This American Airlines deal was found by Cheapflights users on 8/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:43 pm -
Nonstop4h 07m
Sat 10/179:53 am -
Nonstop4h 28m
Deal found 8/23![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:30 am -
Nonstop4h 03m
Sun 12/139:22 am -
Nonstop4h 38m
Deal found 8/20![United Airlines logo]()
$300
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:18 am -
1 stop9h 42m
Sat 10/1710:05 am -
Nonstop4h 28m
Deal found 8/23![United Airlines logo]()
$301
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:30 am -
Nonstop4h 02m
Tue 9/298:35 am -
1 stop8h 59m
Deal found 8/23![United Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 8/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:43 pm -
Nonstop4h 07m
Wed 10/148:10 am -
1 stop6h 56m
Deal found 8/21![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:35 pm -
1 stop7h 25m
Mon 10/267:56 pm -
Nonstop4h 34m
Deal found 8/19![United Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 8/21. 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 10/610:55 am -
1 stop10h 15m
Wed 10/75:45 pm -
1 stop5h 55m
Deal found 8/21![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 8/20. 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 9/191:20 pm -
1 stop6h 18m
Sat 10/311:17 am -
2 stops12h 14m
Deal found 8/20![Delta logo]()
$315
Best flights from Palm Springs to ChicagoDiscover carefully curated flight deals from Palm Springs to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 24, 2026.
Discover carefully curated flight deals from Palm Springs to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 24, 2026.
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:33 pm -
1 stop6h 19m
Sat 10/175:30 am -
1 stop7h 45m
Deal found 8/23![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 8/19. 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 1/612:37 pm -
1 stop7h 16m
Sat 1/95:30 am -
1 stop7h 53m
Deal found 8/19![Delta logo]()
$281
This Southwest deal was found by Cheapflights users on 8/20. 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 10/66:55 am -
2 stops7h 10m
Wed 10/75:45 pm -
1 stop5h 55m
Deal found 8/20![Southwest logo]()
$315
This Alaska Airlines deal was found by Cheapflights users on 8/22. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:08 pm -
1 stop7h 51m
Sat 9/267:20 am -
2 stops15h 33m
Deal found 8/22![Alaska Airlines logo]()
$382
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:29 am -
1 stop8h 36m
Mon 10/267:56 pm -
Nonstop4h 34m
Deal found 8/22![United Airlines logo]()
$310
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:08 pm -
1 stop6h 51m
Mon 9/215:00 am -
1 stop7h 24m
Deal found 8/19![United Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 8/21. 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 9/297:05 am -
2 stops6h 55m
Fri 10/26:05 am -
1 stop5h 45m
Deal found 8/21![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 8/19. 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 12/312:24 pm -
1 stop7h 23m
Mon 12/76:45 am -
1 stop10h 01m
Deal found 8/19![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 8/22. 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 10/247:05 am -
2 stops8h 55m
Mon 10/264:50 pm -
1 stop7h 25m
Deal found 8/22![Southwest logo]()
$355
This Delta deal was found by Cheapflights users on 8/23. 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 1/1511:59 am -
1 stop7h 38m
Mon 1/187:00 am -
1 stop9h 42m
Deal found 8/23![Delta logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:27 pm -
1 stop6h 32m
Fri 11/277:56 pm -
Nonstop4h 34m
Deal found 8/20![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 8/22. 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 10/237:05 pm -
2 stops8h 35m
Sun 10/256:00 am -
1 stop6h 10m
Deal found 8/22![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:33 pm -
1 stop7h 13m
Mon 9/285:00 am -
1 stop6h 20m
Deal found 8/23![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 8/23. 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 10/92:55 pm -
1 stop7h 20m
Sun 10/116:00 am -
1 stop6h 10m
Deal found 8/23![Southwest logo]()
$389
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/510:30 am -
Nonstop4h 03m
Tue 12/89:22 am -
Nonstop4h 38m
Deal found 8/22![United Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 8/24. 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 9/186:05 pm -
1 stop9h 40m
Wed 9/306:00 pm -
1 stop6h 00m
Deal found 8/24![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 8/19. 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 9/237:05 am -
2 stops7h 00m
Sat 9/262:15 pm -
2 stops8h 45m
Deal found 8/19![Southwest logo]()
$434
This Southwest deal was found by Cheapflights users on 8/23. 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 9/611:35 am -
1 stop5h 45m
Wed 9/96:00 pm -
1 stop6h 00m
Deal found 8/23![Southwest logo]()
$437
This Southwest deal was found by Cheapflights users on 8/22. 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 9/511:20 am -
1 stop6h 15m
Fri 9/114:25 pm -
1 stop7h 50m
Deal found 8/22![Southwest logo]()
$444
This Southwest deal was found by Cheapflights users on 8/19. 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 9/184:00 pm -
1 stop6h 30m
Mon 9/213:15 pm -
2 stops9h 00m
Deal found 8/19![Southwest logo]()
$456
Last-minute flights from Palm Springs to ChicagoDiscover last-minute flight deals from Palm Springs to Chicago. Data last updated August 24, 2026 and is based on user searches.
Discover last-minute flight deals from Palm Springs to Chicago. Data last updated August 24, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:33 pm -
1 stop7h 12m
Fri 9/183:00 pm -
1 stop7h 00m
Deal found 8/20![United Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:33 pm -
1 stop8h 26m
Sat 10/310:05 am -
Nonstop4h 28m
Deal found 8/20![United Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 8/20. 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 9/191:20 pm -
1 stop6h 18m
Wed 9/3012:29 pm -
2 stops11h 02m
Deal found 8/20![Delta logo]()
$286
This Delta deal was found by Cheapflights users on 8/20. 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 9/191:20 pm -
1 stop6h 18m
Sat 10/311:17 am -
2 stops12h 14m
Deal found 8/20![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 8/20. 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.
Mon 9/2112:23 pm -
1 stop7h 32m
Wed 9/302:05 pm -
1 stop9h 26m
Deal found 8/20![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:33 pm -
1 stop6h 26m
Tue 9/293:00 pm -
1 stop6h 58m
Deal found 8/21![United Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:33 pm -
1 stop6h 27m
Sat 9/268:40 am -
1 stop7h 39m
Deal found 8/19![United Airlines logo]()
$276
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:30 am -
Nonstop4h 02m
Tue 9/298:35 am -
1 stop8h 59m
Deal found 8/23![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 8/20. 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 9/261:20 pm -
1 stop6h 18m
Sat 10/32:05 pm -
1 stop9h 26m
Deal found 8/20![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 8/20. 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 9/261:20 pm -
1 stop6h 18m
Wed 9/3012:29 pm -
2 stops11h 02m
Deal found 8/20![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 8/19. 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 9/284:00 pm -
1 stop11h 40m
Wed 10/75:45 pm -
1 stop5h 55m
Deal found 8/19![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 8/21. 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 9/297:05 am -
2 stops6h 55m
Fri 10/26:05 am -
1 stop5h 45m
Deal found 8/21![Southwest logo]()
$354
One-way flights from Palm Springs to ChicagoSearch for one-way flight options from Palm Springs to Chicago. Find affordable one-way fares based on user searches. Data last updated August 24, 2026.
Search for one-way flight options from Palm Springs to Chicago. Find affordable one-way fares based on user searches. Data last updated August 24, 2026.
This Delta deal was found by Cheapflights users on 8/19. 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 9/121:20 pm -
1 stop6h 18m
Deal found 8/19![Delta logo]()
$141
This Southwest deal was found by Cheapflights users on 8/20. 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 10/2010:55 am -
1 stop10h 15m
Deal found 8/20![Southwest logo]()
$146
This Delta deal was found by Cheapflights users on 8/24. 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 9/56:06 am -
2 stops9h 35m
Deal found 8/24![Delta logo]()
$146
This Booking.com deal was found by Cheapflights users on 8/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:14 am -
1 stop10h 45m
Deal found 8/19![Alaska Airlines logo]()
$150
This Sun Country Air deal was found by Cheapflights users on 8/23. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:31 pm -
1 stop15h 17m
Deal found 8/23![Sun Country Air logo]()
$168
This Delta deal was found by Cheapflights users on 8/21. 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 11/1712:37 pm -
1 stop8h 19m
Deal found 8/21![Delta logo]()
$170
This Delta deal was found by Cheapflights users on 8/24. 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 10/61:50 pm -
1 stop5h 37m
Deal found 8/24![Delta logo]()
$170
This Delta deal was found by Cheapflights users on 8/20. 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 12/26:03 am -
2 stops8h 36m
Deal found 8/20![Delta logo]()
$175
This Delta deal was found by Cheapflights users on 8/21. 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 2/1711:59 am -
2 stops9h 51m
Deal found 8/21![Delta logo]()
$175
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:00 am -
Nonstop4h 05m
Deal found 8/20![United Airlines logo]()
$176
This Sun Country Air deal was found by Cheapflights users on 8/22. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:36 pm -
1 stop14h 05m
Deal found 8/22![Sun Country Air logo]()
$178
This Delta deal was found by Cheapflights users on 8/24. 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 11/2612:40 pm -
1 stop8h 14m
Deal found 8/24![Delta logo]()
$179
Find flight deals from Palm Springs to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Palm Springs (PSP) to Chicago (CHI). 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 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (United Airlines) |
One-way from | $141 (Delta) |
Popular in | January |
Cheapest in | October |
Average price | $386 |
Good round-trip deal | $378 or less |
Good one-way deal | $233 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Palm Springs to Chicago 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 7,457,451 searches. Data last updated August 24, 2026.
Use the filters below to find and compare flights from Palm Springs to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Sat 10/10
1:33 pm-9:52 pm
1 stop6h 19m
Chicago O'Hare Intl
Sat 10/17
5:30 am-11:15 am
1 stop7h 45m
$281
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Wed 1/6
12:37 pm-9:53 pm
1 stop7h 16m
Chicago O'Hare Intl
Sat 1/9
5:30 am-11:23 am
1 stop7h 53m
$281
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Sat 10/24
8:29 am-7:05 pm
1 stop8h 36m
Chicago O'Hare Intl
Mon 10/26
7:56 pm-10:30 pm
Nonstop4h 34m
$310
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Tue 10/6
6:55 am-4:05 pm
2 stops7h 10m
Chicago Midway
Wed 10/7
5:45 pm-9:40 pm
1 stop5h 55m
$315
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Sat 9/19
4:08 pm-12:59 am
1 stop6h 51m
Chicago O'Hare Intl
Mon 9/21
5:00 am-10:24 am
1 stop7h 24m
$320
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Thu 11/19
2:27 pm-10:59 pm
1 stop6h 32m
Chicago O'Hare Intl
Fri 11/27
7:56 pm-10:30 pm
Nonstop4h 34m
$349
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Tue 9/29
7:05 am-4:00 pm
2 stops6h 55m
Chicago Midway
Fri 10/2
6:05 am-9:50 am
1 stop5h 45m
$354
Palm SpringsChicago
PSP Palm Springs - MDW Chicago Midway
PSPMDW
Palm Springs
Sat 10/24
7:05 am-6:00 pm
2 stops8h 55m
Chicago Midway
Mon 10/26
4:50 pm-10:15 pm
1 stop7h 25m
$355
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Thu 12/3
12:24 pm-9:47 pm
1 stop7h 23m
Chicago O'Hare Intl
Mon 12/7
6:45 am-2:46 pm
1 stop10h 01m
$357
Palm SpringsChicago
PSP Palm Springs - ORD Chicago O'Hare Intl
PSPORD
Palm Springs
Fri 1/15
11:59 am-9:37 pm
1 stop7h 38m
Chicago O'Hare Intl
Mon 1/18
7:00 am-2:42 pm
1 stop9h 42m
$358
Showing 1-10 of 43 resultsSorted by cheapest first
Compare providers for flights from Palm Springs to Chicago
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 Chicago 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 Palm Springs-Chicago 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 flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Palm Springs-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Palm Springs-Chicago 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 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 Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Palm Springs with our price prediction graph.
PSP-CHI
PSP-ORD
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
PSP-CHI
PSP-ORD
PSP-MDW
What is the cheapest month to book a flight from Palm Springs to Chicago?
Currently, April is the cheapest month in which you can book a flight from Palm Springs to Chicago (average of $332). Flying from Palm Springs to Chicago in June is currently the most expensive (average of $484). 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 CHI?
Find hourly flight availability from Palm Springs to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 24, 2026.
When flying from Palm Springs to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 31% versus a flight in the morning.
How much does it cost to fly round-trip from Palm Springs to Chicago?
Airfare is below average for this route at the moment.
Palm Springs to Chicago flights typically cost between $340 and $542 in September.The cheapest round-trip price found within the last 5 days was $271 on United Airlines (Sep 19-Oct 3).
How far ahead should I book a flight from Palm Springs to Chicago?
Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Palm Springs to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Palm Springs to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Palm Springs to Chicago. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Palm Springs to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated August 24, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Palm Springs to Chicago. 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.
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Palm Springs to Chicago. 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?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 24, 2026.
Complete your trip
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Search flights from Palm Springs to Chicago by cabin class
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Palm Springs and Chicago flights
Browse other Palm Springs and Chicago flight options. Last updated on August 24, 2026.
Other flights from Palm Springs
Browse through other flights departing from Palm Springs. Flights are based on user searches made on Cheapflights and were last updated on August 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Palm Springs to Chicago
Discover the top 4 airlines that operate flights from Palm Springs to Chicago. 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 7,457,451 searches. Data last updated August 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$245 | Average$310 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$392 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$377 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$461 | FlexibilityNo cancel fee | On-time63% |