Miami (MIA) to Chicago (MDW) flights
One airline flies nonstop from Miami (MIA) to Chicago (MDW): Southwest Airlines. The two airports are 1,184 miles (1,905 km) apart. There are also 51 ways to fly it with one stop, through Orlando, Louisville and Indianapolis and more.
Airlines flying nonstop from MIA to MDW
- Southwest AirlinesNot in an allianceWho books it
MIA to MDW with one stop
51 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Orlando (MCO)Southwest Airlines the whole way
- Via Louisville (SDF)Southwest Airlines the whole way
- Via Indianapolis (IND)Southwest Airlines the whole way
- Via Knoxville (TYS)American Airlines, then Allegiant Air
- Via Jacksonville (JAX)American Airlines, then Southwest Airlines
- Via Atlanta (ATL)Delta Air Lines and Frontier Airlines the whole way
- Via Savannah (SAV)American Airlines, then Southwest Airlines
- Via Cincinnati (CVG)American Airlines and Frontier Airlines, then Southwest Airlines
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Tampa (TPA)American Airlines, then Southwest Airlines
- Via Sarasota (SRQ)American Airlines, then Southwest Airlines
- Via Birmingham (BHM)American Airlines, then Southwest Airlines
- Via Charlotte (CLT)American Airlines and Frontier Airlines, then Southwest Airlines
- Via Charleston (CHS)American Airlines, then Southwest Airlines
- Via Columbus (CMH)Southwest Airlines the whole way
MIA to MDW: common questions
Which airlines fly nonstop from MIA to MDW?
Southwest Airlines flies nonstop from Miami (MIA) to Chicago (MDW).
How far is Miami from Chicago by plane?
Miami (MIA) and Chicago (MDW) are 1,184 miles (1,905 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MIA 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 MIA to MDW with taxes and fees.
Where can I connect between Miami and Chicago?
The most direct connections are through Orlando (MCO), Louisville (SDF), Indianapolis (IND), Knoxville (TYS) and Jacksonville (JAX). On 20 of them the same airline flies both flights, for example Southwest Airlines through Orlando.
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.