Orlando to Chicago (MCO–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
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 45m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 100 | 737, 738, 73H, 7M8, 7S7, B38M | 2h35-2h55 | – | – | |
| F9 Frontier Also: Y4 | 0 | – | – | – | Y4 |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
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 | 4 |
| Weekly flights | 100 | – | 1 |
| Flight time | 2h 45m | 2h 9m | 2h 35m |
| Departure OTP | 100% | – | – |
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 Southwest Airlines and Frontier. With 100 weekly departures, this is a heavily served route.
MCO to MDW Flight Duration and Schedule
Nonstop flight time from MCO to MDW is about 2 hours 45 minutes gate to gate. The route covers a distance of 991 miles (1,595 km). There are approximately 100 weekly flights outbound and 95 return, totaling 195 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Indianapolis, Nashville and St. Louis Lambert. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Lakeland (LAL), Vero Beach (VRB) and Tampa (TPA).