Fort Walton Beach (VPS) to Chicago (MDW) flights
One airline flies nonstop from Fort Walton Beach (VPS) to Chicago (MDW): Allegiant Air. The two airports are 783 miles (1,260 km) apart. There are also 25 ways to fly it with one stop, through Nashville, Indianapolis and Louisville and more.
Airlines flying nonstop from VPS to MDW
- Allegiant AirNot in an alliance

VPS to MDW with one stop
25 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Nashville (BNA)Southwest Airlines the whole way


- Via Indianapolis (IND)Southwest Airlines the whole way



- Via Louisville (SDF)Allegiant Air, then Southwest Airlines


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




- Via Cincinnati (CVG)Allegiant Air, then Southwest Airlines


- Via Knoxville (TYS)Allegiant Air the whole way


- Via Saint Louis (STL)Southwest Airlines the whole way


- Via Grand Rapids (GRR)Allegiant Air, then Southwest Airlines


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


- Via Des Moines (DSM)Allegiant Air, then Southwest Airlines


- Via Kansas City (MCI)Southwest Airlines the whole way



- Via Pittsburgh (PIT)Southwest Airlines the whole way



- Via Tulsa (TUL)Allegiant Air, then Southwest Airlines


- Via Omaha (OMA)Allegiant Air, then Southwest Airlines


- Via Wichita (ICT)Allegiant Air, then Southwest Airlines


VPS to MDW: common questions
Which airlines fly nonstop from VPS to MDW?
Allegiant Air flies nonstop from Fort Walton Beach (VPS) to Chicago (MDW).
How far is Fort Walton Beach from Chicago by plane?
Fort Walton Beach (VPS) and Chicago (MDW) are 783 miles (1,260 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does VPS 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 VPS to MDW with taxes and fees.
Where can I connect between Fort Walton Beach and Chicago?
The most direct connections are through Nashville (BNA), Indianapolis (IND), Louisville (SDF), Atlanta (ATL) and Cincinnati (CVG). On 12 of them the same airline flies both flights, for example Southwest Airlines through Nashville.
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.