
Popular airlines from Orlando Intl. Airport (MCO) to Chicago Midway Airport (MDW)
- AirAsia
AirAsia
- Firefly
Firefly
- Malaysia Airlines
Malaysia Airlines
- Scoot
Scoot
- Malindo Air
Malindo Air
- AirAsiaX
AirAsiaX
- Thai AirAsia
Thai AirAsia
- Plan, book, fly with confidence
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Cheap Flights from Orlando to Chicago (MCO-MDW)
Prices were available within the past 7 days and start at RM673 for one-way flights and RM2,178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM2,178 Return, found 6 days ago
RM2,178
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM2,283 Return, found 6 days ago
RM2,283
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM2,516 Return, found 6 days ago
RM2,516
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM2,623 Return, found 6 days ago
RM2,623
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM2,856 Return, found 6 days ago
RM2,856
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM2,961 Return, found 6 days ago
RM2,961
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM3,479 Return, found 6 days ago
RM3,479
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM3,818 Return, found 6 days ago
RM3,818
Return
found 6 days ago

Sat, 16 Aug - Sun, 17 Aug
MCO
Orlando
MDW
Chicago
RM4,158 Return, found 6 days ago
RM4,158
Return
found 6 days ago
Find the cheapest month to fly from Orlando (MCO) to Chicago (MDW)
February is typically the cheapest month to fly
From RM 331 - RM 1,250 per traveller.
Graph displaying average flight prices per month
Origin airport | Orlando Intl. |
Destination airport | Midway Intl. |
Return price | RM2,178 |
Distance | 1585 km |
Average flight time | 1 hour 45 mins |
Perfect flights from Orlando to Chicago
Your Journey from Orlando to Chicago
Start your unforgettable journey with Expedia. Our broad selection of flights from Orlando to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
Choosing Your Ideal Flight
With Expedia, you have access to a wide range of airlines, including Delta. Our selection of flights from Orlando Intl. to Midway Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
Maximizing Value with Orlando to Chicago Flights
Experience the joy of finding cheap flights from Orlando Intl. to Midway Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from RM673 and roundtrip prices from RM2,178*.
Pre-Flight Essentials
Ensure a smooth journey from Orlando to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
Experience the Vibrant Chicago
Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of Chicago. From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
Added Convenience on Your Orlando to Chicago Flight
Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Orlando to Chicago.
Beyond the Flight – Exploring Chicago
With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
Book Your Flight from Orlando to Chicago with Confidence
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Orlando to Chicago with confidence. Book your travel arrangements with Expedia today.
*Note: Prices may vary based on availability and are subject to change.
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