Direct (non-stop) flights from Orlando (MCO) to Chicago (MDW)
Find comprehensive flight information, schedules, and booking details for direct flights from Orlando (MCO) to Chicago (MDW). This popular route is operated by 2 airlines, offering multiple daily departures.• Flight Duration: 2h 40m - 3h 05m (average flight time)• Distance: 996 miles (1603 km) (air miles between airports)• Daily Flights: 5-13 flights (scheduled departures per day)
Orlando (MCO)
Chicago (MDW)
FLIGHT TIME
2h 40m - 3h 05m
FLIGHT DISTANCE
996 miles (1603 km)
2h 45m - 2h 56m
06:50
22:40
996 miles (1603 km)
February
2 (Show)
57
Flight Schedule
December 2025
Airlines with direct flights from Orlando (MCO) to Chicago (MDW)
Route Insights
Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 2h 40m - 3h 05m.
Pricing patterns: February typically offers lower prices due to reduced demand outside peak travel seasons.
Airline service: This route is primarily served by Southwest Airlines and Frontier Airlines, reflecting hub connections and route network strategies.
Best departure times: Peak departure times are 6:00, 9:00, 12:00, offering more flight options and potentially better connections.
Orlando (MCO) - Chicago (MDW) flight price statistics
$173
ApproximateThe numbers are average prices found based on user searches for direct flights between the airports. It's calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.
$105
Jan$78
Feb$78
Mar$78
Apr$99
May$120
Jun$208
Jul$228
Aug$130
Sep$300
Oct$318
Nov$330
DecRelated Information
Airports: MCO • MDW Airport
Airlines operating this route: Southwest Airlines (WN), Frontier Airlines
Frequently Asked Questions
How many flights operate from MCO to MDW?
There are 8 direct flights operating from MCO to MDW. Approximately 5-13 flights daily.
Which airlines operate flights from MCO to MDW?
2 airlines operate on this route: Southwest Airlines, Frontier Airlines.
How long is the flight from MCO to MDW?
The flight duration from MCO to MDW is approximately 2h 40m - 3h 05m.
What is the distance from MCO to MDW?
The distance from MCO to MDW is 996 miles (1603 km).
What is the flight time range for this route?
Flight times on this route range from 2h 45m - 2h 56m.
What are the earliest and latest flight departure times?
The earliest flight departs at 06:50 and the latest flight departs at 22:40.
What is the cheapest month to fly from MCO to MDW?
February is typically the cheapest month to fly on this route.
How many flights operate per week on this route?
Approximately 57 flights operate per week from MCO to MDW.
What types of aircraft operate on this route?
This route is served by Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1, Airbus A320neo, Boeing 737-800 (winglets) Passenger/BBJ2.
What is the average flight price from MCO to MDW?
The average flight price for a round-trip ticket from MCO to MDW is approximately $173 USD. Prices can vary based on booking time, season, and airline.
When is the best time to book flights from MCO to MDW for the lowest prices?
February is typically the cheapest month to fly from MCO to MDW. Booking in advance and avoiding peak travel seasons can help you find better deals.
How many airlines offer flights from MCO to MDW?
2 airlines offer direct flights from MCO to MDW, providing travelers with multiple options for scheduling and pricing.
How far is MDW from MCO?
The distance from MCO to MDW is 996 miles (1603 km). This is a long-haul flight route.
How long does it take to fly from MCO to MDW?
The flight time from MCO to MDW is approximately 2h 40m - 3h 05m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.