Chicago (MDW) to Palm Springs (PSP) flights
One airline flies nonstop from Chicago (MDW) to Palm Springs (PSP): 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 MDW to PSP
- Southwest AirlinesNot in an allianceWho books it

MDW to PSP 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)Southwest Airlines, then American Airlines


- Via Salt Lake City (SLC)Southwest Airlines, then Delta Air Lines


- Via Minneapolis (MSP)Delta Air Lines the whole way




- Via Los Angeles (LAX)Southwest Airlines, then United Airlines


- Via Dallas (DFW)Frontier Airlines, then American Airlines


- Via Austin (AUS)Southwest Airlines the whole way



- Via Boise (BOI)Southwest Airlines, then Alaska 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)Southwest Airlines, then Alaska Airlines and United Airlines



- Via Atlanta (ATL)Delta Air Lines the whole way




- Via Charlotte (CLT)Southwest Airlines, then American Airlines


MDW to PSP: common questions
Which airlines fly nonstop from MDW to PSP?
Southwest Airlines flies nonstop from Chicago (MDW) to Palm Springs (PSP).
How far is Chicago from Palm Springs by plane?
Chicago (MDW) and Palm Springs (PSP) 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 MDW to PSP cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to PSP with taxes and fees.
Where can I connect between Chicago and Palm Springs?
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.