MCO to MDW (Orlando to Chicago) Flights

Last Minute Flights from MCO to MDW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MCOChicagoMay 2 to May 6$236
*Prices include taxes and fees

Cheapest MCO to MDW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MCOChicagoJune 12 to July 6$118
MCOChicagoJune 6 to June 6$123
MCOChicagoJuly 3 to July 4$179
MCOChicagoJuly 1 to July 1$199
*Prices include taxes and fees
MCO to MDW Flight Details
Origin airport
Orlando Intl.
Origin airport IATA code
MCO
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
991 mi

Frequently asked questions

What airlines fly direct from Orlando Intl. Airport to Midway Intl. Airport (MDW)?
If you’re eager to fly nonstop from Orlando Intl. Airport to Chicago Airport, Frontier Airlines (F9) is a top option. It operates 30 monthly flights between these destinations.
How many flights are there from MCO to MDW?
There are no less than 8 flights a day from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (MDW-Midway Intl.), so you have ample opportunities to get to Chicago. Just find a date that suits your schedule and secure your seat.
How long does it take to fly from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (MDW-Midway Intl.)?
With a flight length of roughly 2 hours and 48 minutes, you’ll be arriving at Chicago, IL (MDW-Midway Intl.) from Orlando, FL (MCO-Orlando Intl.) in the blink of an eye. Jump on an early flight and you’ll have the day ahead of you.
What is the flight distance from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (MDW-Midway Intl.)?
Around 990 miles (1,600 1). If you fly regularly and have gathered a decent number of air miles, this medium-haul journey may be the ideal time to upgrade your seating.
How many morning flights are there from MCO to MDW?
Journey from MCO to MDW on one of the 22 morning flights every week. If you’d like to take to the skies with Frontier Airlines (F9), it operates approximately 2 weekly services that leave before noon. The earliest departure time with F9 is 9:55AM.
How many afternoon flights are there from MCO to MDW?
Find a seat on one of the 34 afternoon and evening flights from MCO to MDW each week. Frontier Airlines (F9) operates 5 weekly departures after midday. The earliest leaves the runway at 3:09PM, giving you plenty of time to make your boarding call.
What is the earliest departure time out of Orlando to Chicago?
The earliest flight jets off from MCO at 6:30AM and lands at 9:15AM at MDW. Be sure to give yourself plenty of time in the morning to easily make it to the check-in counter.
What is the latest departure time out of Orlando to Chicago?
From MCO, the last flight jets off at 9:45PM and comes in for landing at MDW at 12:30AM. If you’re not a big fan of early mornings, this is the flight to book.
What is the average price from Orlando to Chicago?
You can find a round-trip airfare from MCO to MDW beginning from around $118. The cheapest fares sell out early, so book as soon as you’ve settled on your travel dates. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Orlando to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Orlando to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from MCO to MDW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Orlando to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.