S$128 Cheap Flights from Chicago to Orlando

View S$128 flight on Mon, 2 Feb, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Orlando Intl. Airport (MCO)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Orlando (ORD-MCO)

Prices were available within the past 7 days and start at S$128 for one-way flights and S$254 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$254 Return, found 3 days ago
S$254
Return
found 3 days ago
Select Delta flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$254 found 3 days ago
United
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$267 Return, found 3 days ago
S$267
Return
found 3 days ago
Select United flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$267 found 3 days ago
American Airlines
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$278 Return, found 3 days ago
S$278
Return
found 3 days ago
Select American Airlines flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$278 found 3 days ago
United
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$278 Return, found 3 days ago
S$278
Return
found 3 days ago
Select United flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$278 found 3 days ago
American Airlines
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$279 Return, found 3 days ago
S$279
Return
found 3 days ago
Select American Airlines flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$279 found 3 days ago
Delta
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$288 Return, found 3 days ago
S$288
Return
found 3 days ago
Select Delta flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$288 found 3 days ago
United
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$299 Return, found 3 days ago
S$299
Return
found 3 days ago
Select United flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$299 found 3 days ago
American Airlines
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$301 Return, found 3 days ago
S$301
Return
found 3 days ago
Select American Airlines flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$301 found 3 days ago
Delta
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$310 Return, found 3 days ago
S$310
Return
found 3 days ago
Select Delta flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$310 found 3 days ago
United
Mon, 2 Feb - Wed, 11 Feb
ORD
Chicago
MCO
Orlando
S$321 Return, found 3 days ago
S$321
Return
found 3 days ago
Select United flight, departing Mon, 2 Feb from Chicago to Orlando, returning Wed, 11 Feb, priced at S$321 found 3 days ago

Find the cheapest month to fly from Chicago (ORD) to Orlando (MCO)

February is typically the cheapest month to fly

From S$75 - S$219 per traveller.

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to MCO?
Based on airfares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights from ORD to Orlando Intl. Airport (MCO) start from S$254. Make your booking ASAP to get the best price for your big adventure. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to MCO?
When it comes to cancellation fees, every airline has different terms and conditions. If you decide to cancel your holiday, visit our Customer Service Portal.
How do I find cheap flights from O'Hare Airport to Orlando Intl. Airport (MCO) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Orlando Intl. Airport (MCO) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Airport to MCO?
The flight distance from Chicago to Orlando is 1,600 kilometres. Pack yourself a drink, a snack and an interesting book to read. Keep yourself entertained and the hours will fly by.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Orlando Intl. Airport (MCO)?
You have plenty of choices when flying from ORD to Orlando Intl. Airport. Book your ticket with one of these sought-after carriers:

  • United Airlines - (UA) with 173 monthly flights
  • American Airlines - (AA) with 121 monthly flights
  • Spirit Airlines - (NK) with 65 monthly flights
  • Southwest Airlines - (WN) with 30 monthly flights

Are O'Hare Intl. Airport (ORD) to Orlando Intl. Airport (MCO) flight tickets cheaper when they're purchased at the last minute?
Airline tickets from ORD to Orlando Intl. Airport (MCO) are available up to 12 months before departure on Expedia. And although you may pick up great last-minute deal, it's not something you should bank on. Also, booking your flights ahead of time means you'll have more options — and you can avoid getting stuck in the dreaded middle seat! We're constantly updating our fares to bring you the biggest bargains, so keep checking in for all the latest specials.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Orlando Intl.
Return price
S$253
Distance
1610 km
Average flight time
3 hours 47 mins

Book with confidence

Flights from Chicago to Orlando

There are several airlines that operate frequent flights from Chicago (ORD) to Orlando (MCO) including

The earliest flight leaves O'Hare Intl. Airport at 06:00 and arrives at Orlando Intl. Airport at 00:30. The last flight of the day departs Chicago at 21:25 and arrives at Orlando at 23:34.

The flight distance from Chicago to Orlando is about 1627 km, the shortest flight is 02 hours 31 minutes with United Airlines.

Expedia lets you search across the largest number of airlines and Orlando flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Chicago Orlando flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago to Orlando trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Orlando flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Chicago to Orlando with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Flights from Chicago to Orlando

Explore a world of travel with Expedia

*Available to Expedia members.