Chicago (MDW) to Orlando (MCO) flights
2 airlines fly nonstop from Chicago (MDW) to Orlando (MCO): Frontier Airlines and Southwest Airlines. The two airports are 991 miles (1,595 km) apart. There are also 48 ways to fly it with one stop, through Louisville, Indianapolis and Knoxville and more.
Airlines flying nonstop from MDW to MCO
- Frontier AirlinesNot in an allianceWho books it
- Southwest AirlinesNot in an allianceWho books it
MDW to MCO with one stop
48 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Louisville (SDF)Southwest Airlines the whole way
- Via Indianapolis (IND)Southwest Airlines the whole way
- Via Knoxville (TYS)Allegiant Air the whole way
- Via Atlanta (ATL)Delta Air Lines, Southwest Airlines and 1 more the whole way
- Via Cincinnati (CVG)Southwest Airlines the whole way+1
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Birmingham (BHM)Southwest Airlines the whole way
- Via Charlotte (CLT)Southwest Airlines, then American Airlines and Frontier Airlines
- Via Charleston (CHS)Southwest Airlines, then Breeze Airways
- Via Columbus (CMH)Southwest Airlines the whole way
- Via Myrtle Beach (MYR)Southwest Airlines, then Breeze Airways
- Via Saint Louis (STL)Southwest Airlines the whole way
- Via Sarasota (SRQ)Southwest Airlines the whole way
- Via Milwaukee (MKE)Southwest Airlines the whole way+1
- Via Grand Rapids (GRR)Southwest Airlines the whole way
MDW to MCO: common questions
Which airlines fly nonstop from MDW to MCO?
Frontier Airlines and Southwest Airlines fly nonstop from Chicago (MDW) to Orlando (MCO).
How far is Chicago from Orlando by plane?
Chicago (MDW) and Orlando (MCO) are 991 miles (1,595 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does MDW to MCO 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 MCO with taxes and fees.
Where can I connect between Chicago and Orlando?
The most direct connections are through Louisville (SDF), Indianapolis (IND), Knoxville (TYS), Atlanta (ATL) and Cincinnati (CVG). On 44 of them the same airline flies both flights, for example Southwest Airlines through Louisville.
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.