Grand Rapids (GRR) to Chicago (MDW) flights
One airline flies nonstop from Grand Rapids (GRR) to Chicago (MDW): Southwest Airlines. The two airports are 136 miles (219 km) apart. There are also 3 ways to fly it with one stop, through Detroit, Minneapolis and Nashville.
Airlines flying nonstop from GRR to MDW
- Southwest AirlinesNot in an allianceWho books it
GRR to MDW with one stop
3 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Nashville (BNA)Southwest Airlines the whole way
GRR to MDW: common questions
Which airlines fly nonstop from GRR to MDW?
Southwest Airlines flies nonstop from Grand Rapids (GRR) to Chicago (MDW).
How far is Grand Rapids from Chicago by plane?
Grand Rapids (GRR) and Chicago (MDW) are 136 miles (219 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does GRR 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 GRR to MDW with taxes and fees.
Where can I connect between Grand Rapids and Chicago?
The most direct connections are through Detroit (DTW), Minneapolis (MSP) and Nashville (BNA). On 3 of them the same airline flies both flights, for example Delta Air Lines through Detroit.
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.