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

MDW to MIA 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)Allegiant Air, then American Airlines


- Via Jacksonville (JAX)Southwest Airlines, then American Airlines


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






- Via Savannah (SAV)Southwest Airlines, then American Airlines


- Via Cincinnati (CVG)Southwest Airlines, then American Airlines and Frontier Airlines



- Via Nashville (BNA)Southwest Airlines the whole way



- Via Tampa (TPA)Southwest Airlines, then American Airlines


- Via Sarasota (SRQ)Southwest Airlines, then American Airlines


- Via Birmingham (BHM)Southwest Airlines, then American Airlines


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



- Via Charleston (CHS)Southwest Airlines, then American Airlines


- Via Columbus (CMH)Southwest Airlines the whole way



MDW to MIA: common questions
Which airlines fly nonstop from MDW to MIA?
Southwest Airlines flies nonstop from Chicago (MDW) to Miami (MIA).
How far is Chicago from Miami by plane?
Chicago (MDW) and Miami (MIA) 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 MDW to MIA 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 MIA with taxes and fees.
Where can I connect between Chicago and Miami?
The most direct connections are through Orlando (MCO), Louisville (SDF), Indianapolis (IND), Knoxville (TYS) and Jacksonville (JAX). On 19 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.