Palm Springs (PSP) to Chicago (MDW) flights
One airline flies nonstop from Palm Springs (PSP) to Chicago (MDW): Southwest Airlines. The two airports are 1,655 miles (2,663 km) apart. There are also 17 ways to fly it with one stop, through Denver, Las Vegas and Phoenix and more.
Airlines flying nonstop from PSP to MDW
- Southwest AirlinesNot in an allianceWho books it
PSP to MDW with one stop
17 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Denver (DEN)Southwest Airlines the whole way
- Via Las Vegas (LAS)Southwest Airlines the whole way
- Via Phoenix (PHX)American Airlines, then Southwest Airlines
- Via Salt Lake City (SLC)Delta Air Lines, then Southwest Airlines
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Los Angeles (LAX)United Airlines, then Southwest Airlines
- Via Dallas (DFW)American Airlines, then Frontier Airlines
- Via Austin (AUS)Southwest Airlines the whole way
- Via Boise (BOI)Alaska Airlines, then Southwest Airlines
- Via San Jose (SJC)Southwest Airlines the whole way
- Via Sacramento (SMF)Southwest Airlines the whole way
- Via Oakland (OAK)Southwest Airlines the whole way
- Via San Francisco (SFO)Alaska Airlines and United Airlines, then Southwest Airlines
- Via Atlanta (ATL)Delta Air Lines the whole way
- Via Charlotte (CLT)American Airlines, then Southwest Airlines
PSP to MDW: common questions
Which airlines fly nonstop from PSP to MDW?
Southwest Airlines flies nonstop from Palm Springs (PSP) to Chicago (MDW).
How far is Palm Springs from Chicago by plane?
Palm Springs (PSP) and Chicago (MDW) are 1,655 miles (2,663 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does PSP to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for PSP to MDW with taxes and fees.
Where can I connect between Palm Springs and Chicago?
The most direct connections are through Denver (DEN), Las Vegas (LAS), Phoenix (PHX), Salt Lake City (SLC) and Minneapolis (MSP). On 8 of them the same airline flies both flights, for example Southwest Airlines through Denver.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.