
Cheap Flights from Chicago to Palm Springs
Cheap Flights from Chicago to Palm Springs
Looking for cheap flights from Chicago to Palm Springs? 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 Chicago to Palm Springs vary by season, cabin, and date, but available award flights can start around 11,000 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 Chicago to Palm Springs for specific travel dates.
2026-11-22
ORD - PSP
Economy | 1 Stop
From 11,000 Pts + $5.6

2026-11-23
ORD - PSP
Economy | Non stop
From 11,000 Pts + $5.6

2026-11-25
ORD - PSP
Economy | 1 Stop
From 11,000 Pts + $5.6

2026-11-25
ORD - PSP
Economy | 1 Stop
From 11,000 Pts + $5.6

2026-12-11
ORD - PSP
Economy | 1 Stop
From 11,000 Pts + $5.6

2026-11-21
ORD - PSP
Economy | 1 Stop
From 11,000 Pts + $11.2

Chicago to Palm Springs 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
Palm Springs is 2 hours behind Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Palm Springs
PSP · Palm Springs Intl
Nearby airport alternatives
Flights Chicago - Ontario · Ontario is 65 mi from Palm Springs
Flights Milwaukee - Palm Springs · Milwaukee is 73 mi from Chicago
Flights Chicago - Santa Ana · Santa Ana is 79 mi from Palm Springs
Flights Chicago - San Diego · San Diego is 85 mi from Palm Springs
Flights Chicago - Burbank · Burbank is 109 mi from Palm Springs
Flights Chicago - Los Angeles · Los Angeles is 109 mi from Palm Springs
Premium cabin flights from Chicago to Palm Springs
Premium cabin
2026-11-17
ORD - PSP
First | Non stop | 2 left
From 25,000 Pts + $25.6

Premium cabin
2026-11-07
ORD - PSP
First | 1 Stop | 1 left
From 35,000 Pts + $25.6

Premium cabin
2026-11-08
ORD - PSP
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6

Premium cabin
2026-11-08
ORD - PSP
First | 1 Stop | 7 left
From 35,000 Pts + $25.6

Premium cabin
2026-11-14
ORD - PSP
First | 1 Stop | 1 left
From 35,000 Pts + $25.6

Premium cabin
2026-11-15
ORD - PSP
First | 1 Stop | 6 left
From 35,000 Pts + $25.6

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Frequently Asked Questions
The cheapest route from Chicago to Palm Springs 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 Chicago to Palm Springs.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Palm Springs.
Chicago and Palm Springs 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.
Palm Springs is 2 hours behind Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Palm Springs: Palm Springs Intl (PSP).
Travelers searching this route also look at other popular routes into Palm Springs, plus the return trip when we track it. Fares and award space change daily.
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points travel planning experience. Yeah!