₩136,600 Cheap Flights from Orlando (MCO) to Chicago (CHI)

View ₩136,600 flight on Thu, Oct 2, 2025Opens in a new window

Popular airlines from Orlando Intl. Airport (MCO) to Chicago

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Cheap Flights from Orlando to Chicago (MCO-CHI)

Prices were available within the past 7 days and start at ₩136,600 for one-way flights and ₩323,100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Sep 3 - Tue, Sep 9
MCO
Orlando
ORD
Chicago
₩323,100 Roundtrip, found 5 days ago
₩323,100
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 3 from Orlando to Chicago, returning Tue, Sep 9, priced at ₩323,100 found 5 days ago
Delta
Wed, Sep 3 - Sat, Sep 6
MCO
Orlando
ORD
Chicago
₩356,400 Roundtrip, found 5 days ago
₩356,400
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 3 from Orlando to Chicago, returning Sat, Sep 6, priced at ₩356,400 found 5 days ago
Delta
Sat, Aug 30 - Tue, Sep 9
MCO
Orlando
ORD
Chicago
₩364,700 Roundtrip, found 5 days ago
₩364,700
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 30 from Orlando to Chicago, returning Tue, Sep 9, priced at ₩364,700 found 5 days ago
Delta
Wed, Sep 3 - Fri, Sep 5
MCO
Orlando
ORD
Chicago
₩384,200 Roundtrip, found 5 days ago
₩384,200
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 3 from Orlando to Chicago, returning Fri, Sep 5, priced at ₩384,200 found 5 days ago
United
Tue, Sep 2 - Mon, Sep 8
MCO
Orlando
ORD
Chicago
₩393,100 Roundtrip, found 5 days ago
₩393,100
Roundtrip
found 5 days ago
Select United flight, departing Tue, Sep 2 from Orlando to Chicago, returning Mon, Sep 8, priced at ₩393,100 found 5 days ago
Delta
Sat, Aug 30 - Sat, Sep 6
MCO
Orlando
ORD
Chicago
₩398,000 Roundtrip, found 5 days ago
₩398,000
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 30 from Orlando to Chicago, returning Sat, Sep 6, priced at ₩398,000 found 5 days ago
Delta
Sat, Aug 30 - Fri, Sep 5
MCO
Orlando
ORD
Chicago
₩425,800 Roundtrip, found 5 days ago
₩425,800
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 30 from Orlando to Chicago, returning Fri, Sep 5, priced at ₩425,800 found 5 days ago
United
Tue, Sep 2 - Sun, Sep 7
MCO
Orlando
ORD
Chicago
₩427,700 Roundtrip, found 5 days ago
₩427,700
Roundtrip
found 5 days ago
Select United flight, departing Tue, Sep 2 from Orlando to Chicago, returning Sun, Sep 7, priced at ₩427,700 found 5 days ago
United
Sat, Aug 30 - Mon, Sep 8
MCO
Orlando
ORD
Chicago
₩434,700 Roundtrip, found 5 days ago
₩434,700
Roundtrip
found 5 days ago
Select United flight, departing Sat, Aug 30 from Orlando to Chicago, returning Mon, Sep 8, priced at ₩434,700 found 5 days ago
American Airlines
Thu, Aug 28 - Mon, Sep 8
MCO
Orlando
ORD
Chicago
₩462,400 Roundtrip, found 5 days ago
₩462,400
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Aug 28 from Orlando to Chicago, returning Mon, Sep 8, priced at ₩462,400 found 5 days ago

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

February is typically the cheapest month to fly

From ₩96,012 - ₩552,679 per traveler.

Graph displaying average flight prices per month

Flights from Orlando (MCO) to Chicago (ORD)
Origin airport
Orlando Intl.
Destination airport
O'Hare Intl.
Roundtrip price
₩323,100
Distance
1610 km

Orlando to Illinois Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Orlando to Illinois will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Illinois.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MCO to CHI flights that won’t make your bank account wince. Ready to temporarily leave behind Orlando for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to CHI with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Orlando Intl. Airport to Chicago, IL (CHI-All Airports)?
Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip flights between MCO and Chicago, IL (CHI-All Airports) start from ₩323,100. Book today to secure the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MCO to Chicago, IL (CHI-All Airports)?
This varies between airlines, as each has its own set of terms and conditions. Head to the Customer Service Portal, where there are simple instructions on how to cancel your flight online.
How do I find cheap flights from MCO to Chicago, IL (CHI-All Airports) 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 MCO to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Orlando Intl. Airport (MCO) to Chicago, IL (CHI-All Airports)?
The flight distance between Orlando Intl. Airport (MCO) and Chicago, IL (CHI-All Airports) (CHI) is 1,650 kilometers. Listen to your favorite tunes or get stuck into a book and the journey will whiz by.
Which airlines fly direct from Orlando Intl. Airport (MCO) to Chicago, IL (CHI-All Airports)?
It's easy to fly directly from MCO to Chicago, IL (CHI-All Airports). Below are some of the most popular carriers that offer nonstop services on this route:

  • Southwest Airlines - (WN) with 247 monthly flights
  • United Airlines - (UA) with 173 monthly flights
  • American Airlines - (AA) with 121 monthly flights
  • Frontier Airlines - (F9) with 82 monthly flights

Are Orlando Intl. Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Airline tickets from Orlando Intl. Airport to Chicago, IL (CHI-All Airports) are available up to a year before departure on Expedia. And although you may occasionally nab a fantastic last-minute deal, it's never a sure thing. Also, booking your flights ahead of time means you'll have more options — and you can avoid ending up with the dreaded middle seat! We regularly update our fares to bring you the biggest bargains, so check back often for all the latest specials.

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