Cheap Flights from Palm Springs to Chicago
Cheap Flights from Palm Springs to Chicago
Looking for cheap flights from Palm Springs to Chicago? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Palm Springs to Chicago vary by season, cabin, and date, but available award flights can start around 11,000–12,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Palm Springs to Chicago for specific travel dates.
2026-12-28
PSP - ORD
Economy | Non stop
From 11,000 Pts + $5.6
2026-11-05
PSP - ORD
Economy | Non stop | 9+ left
From 12,500 Pts + $25.6
2026-11-06
PSP - ORD
Economy | Non stop | 9+ left
From 12,500 Pts + $25.6
2026-11-07
PSP - ORD
Economy | Non stop | 4 left
From 12,500 Pts + $25.6
2026-11-11
PSP - ORD
Economy | Non stop | 9+ left
From 12,500 Pts + $25.6
2026-11-12
PSP - ORD
Economy | Non stop | 9+ left
From 12,500 Pts + $25.6
Palm Springs to Chicago flight facts
Distance
1,644 mi
2,646 km in a straight line
Estimated flight time
about 3h 45m
In the air, for the straight-line distance
Time difference
+2h
Chicago is 2 hours ahead of Palm Springs.
Airports in Palm Springs
PSP · Palm Springs Intl
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Nearby airport alternatives
Flights Ontario - Chicago · Ontario is 65 mi from Palm Springs
Flights Palm Springs - Milwaukee · Milwaukee is 73 mi from Chicago
Flights Santa Ana - Chicago · Santa Ana is 79 mi from Palm Springs
Flights San Diego - Chicago · San Diego is 85 mi from Palm Springs
Flights Palm Springs - South Bend · South Bend is 86 mi from Chicago
Flights Burbank - Chicago · Burbank is 109 mi from Palm Springs
Premium cabin flights from Palm Springs to Chicago
Premium cabin
2026-11-13
PSP - ORD
First | Non stop | 2 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-25
PSP - ORD
First | Non stop | 3 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-26
PSP - ORD
First | Non stop | 9+ left
From 25,000 Pts + $25.6
Premium cabin
2026-11-17
PSP - ORD
First | 1 Stop | 1 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-19
PSP - ORD
First | 1 Stop | 6 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-20
PSP - ORD
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6
Selected hotels for your next stay
Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $236
Chicago (USA)
ACME Hotel Chicago, Outset Collection by Hilton
From 28,000 Pts or $75
Chicago, IL (USA)
Waldorf Astoria Chicago
From 95,000 Pts or $407
Frequently Asked Questions
The cheapest route from Palm Springs to Chicago depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Palm Springs to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Palm Springs to Chicago.
Palm Springs and Chicago are about 1,644 miles (2,646 km) apart in a straight line.
Flying the 1,644-mile straight-line distance takes about 3h 45m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Chicago is 2 hours ahead of Palm Springs.
Departures from Palm Springs: Palm Springs Intl (PSP). Arrivals in Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD).
Travelers searching this route also look at other popular routes into Chicago, plus the return trip when we track it. Fares and award space change daily.
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