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Direct flights from Orlando to Chicago

Did you mean Flights from Chicago to Orlando?

Flightmap/Flights from MCO/MCO to MDW

Orlando

United States

MCO

Orlando International Airport

Chicago

United States

MDW

Chicago Midway International Airport

Route
Nonstop service available
Distance
991 miles
Marketing airlines
3 airlines
Aircraft
5 aircraft types
Dates
Oct 19, 2026 – Aug 2, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from MCO
  • Flights to MDW
  • Award flights to Chicago

Orlando to Chicago route overview

Orlando International Airport (MCO) serves Orlando; Chicago Midway International Airport (MDW) serves Chicago.

The airports are 991 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from MCO to MDW.

Marketing airlines listed in the current schedule, including codeshare sellers, are Frontier Airlines (F9), Southwest Airlines (WN) and Volaris (Y4). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Oct 19, 2026 – Aug 2, 2027.

Marketing airlines on the Orlando to Chicago route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

  • Volaris (Y4)Codeshare only

Aircraft flying from MCO to MDW

Frequently asked questions

Which airports serve the Orlando to Chicago route?

Orlando International Airport (MCO) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.

How far is Chicago from Orlando?

MCO and MDW are approximately 991 miles apart by great-circle distance.

Are there direct flights from MCO to MDW?

Yes. Roame's current schedule feed shows nonstop service from MCO to MDW.

Which airlines market flights from MCO to MDW?

Marketing airlines listed in the current schedule, including codeshare sellers, are Frontier Airlines (F9), Southwest Airlines (WN) and Volaris (Y4). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from MCO to MDW?

Aircraft listed in the current schedule include Airbus A320neo (32N), Boeing 737-800 Winglets (73H), Boeing 737 MAX 8 (7M8), 7S7 and JET.

More routes from Orlando

  • ATLAtlantaUnited States
  • JFKNew YorkUnited States
  • BOSBostonUnited States
  • ORDChicagoUnited States
  • EWRNewarkUnited States
  • MIAMiamiUnited States
  • SJUSan JuanPuerto Rico
  • PHLPhiladelphiaUnited States
  • DFWDallas-Fort WorthUnited States
  • BWIBaltimoreUnited States
  • DENDenverUnited States
  • CLTCharlotteUnited States
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