Orlando to Chicago (MCO–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
MCO–MDW is served by 2 airlines with nonstop service. Southwest Airlines and Frontier lead the route. The flight covers 991 miles in approximately 2h 35m. Beyond nonstop, 197 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 46 | 737, 738, 73H, 7M8, 7S7, B38M | 2h35-2h55 | – | – | |
| F9 Frontier Also: Y4 | 7 | A20N | 2h49-4h42 | – | Y4 |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Chicago from Orlando
| Metric | MCO→MDW | LAL→MDW | VRB→MDW |
|---|---|---|---|
| Distance from MCO | – | 53 mi | 76 mi |
| Nonstop airlines | 2 | 1 | 2 |
| Weekly flights | 53 | – | 1 |
| Flight time | 2h 35m | 2h 9m | 2h 37m |
| Departure OTP | 50% | – | – |
Travel Essentials
MCO: EDT · MDW: CDT
When it's 6:00 PM in Orlando, it's 5:00 PM in Chicago.
SunRail commuter rail connects downtown Orlando to the Sand Lake Road station (not at the airport). A shuttle or ride-hail covers the remaining 4 miles; the full trip takes 50–70 minutes and costs around $8–15 total. Brightline high-speed rail (launched 2023) runs from Miami and Fort Lauderdale to MCO's Terminal C, with one-way fares from $30–80.Ride-hails (Uber/Lyft) from International Drive cost $18–30; from Walt Disney World resort area $25–40. Taxis are metered. Park-and-ride options are limited; most long-term parking is in the airport's own garages ($15–25/day).
MCO–MDW Quick Facts
Frequently Asked Questions
Flights from MCO to MDW
Orlando International Airport (MCO) and Chicago Midway International Airport (MDW) are connected by nonstop service from Frontier and Southwest Airlines. With 53 weekly departures, this is a heavily served route.
MCO to MDW Flight Duration and Schedule
Nonstop flight time from MCO to MDW ranges from 2 hours 35 minutes to 4 hours 42 minutes. The route covers a distance of 991 miles (1,595 km). There are approximately 53 weekly flights outbound and 52 return, totaling 105 flights per week in both directions.
Connecting Options and Alternatives
197 one-stop connections are available, with the fastest taking approximately 3 hours via SUS. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Lakeland (LAL), Vero Beach (VRB) and Tampa (TPA).