Book Flight From Chicago to Orlando

Q: What airlines fly from Chicago to Orlando?

Major carriers like American, United, and Southwest offer daily nonstop flights.

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Cheap Flights From Chicago to Orlando

Chicago skyline with theme park in distance

Starting from $98

Departure: ORD (Chicago International)

Arrival: MCO (Orlando International)

Dates: Weekday special (Tue-Wed)

Airlines: Frontier, Spirit

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Starting from $129

Departure: ORD (Chicago International)

Arrival: MCO (Orlando International)

Dates: Next 45 days

Airlines: Southwest, JetBlue

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Starting from $159

Departure: ORD (Chicago International)

Arrival: MCO (Orlando International)

Dates: Weekend special

Airlines: Delta, American

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*Prices shown are per person for roundtrip flights including taxes. Limited availability. Restrictions apply. Call for exact dates and availability.

Airlines We Work With

We partner with all major airlines to bring you the best flights from Chicago to Orlando Florida .

Top Orlando Attractions

Experience the magic of Orlando with these world-famous attractions!

Magic Kingdom Park

Walt Disney World's iconic theme park featuring Cinderella's Castle, classic attractions like Space Mountain, and beloved Disney characters.

Universal Studios Florida

Thrill rides and attractions based on popular movies, including The Wizarding World of Harry Potter and Jurassic Park.

SeaWorld Orlando

Marine life park featuring whale and dolphin shows, thrilling roller coasters, and up-close animal encounters.

ICON Orlando

400-foot observation wheel offering stunning 360-degree views of Orlando's skyline and theme parks.

Fly from Chicago to Orlando: Sunshine, Savings & Smooth Travel

Leave the windy city behind and head for the sun-drenched excitement of Orlando! Whether you're traveling solo, with family, or for business, this popular route offers multiple daily flights from O'Hare and Midway airports, giving you flexibility and convenience for your Florida getaway.

With frequent promotions and seasonal discounts, finding cheap flights from Chicago to Orlando has never been easier. Many airlines offer non-stop options, and phone-only fares can unlock even better pricing. Booking early or during midweek can help you save even more on your travel budget.

Orlando is more than just theme parks—though Disney and Universal certainly steal the show! From world-class dining to relaxing resorts, the city offers a memorable experience for all ages. So pack your bags and get ready for sunshine, smiles, and unforgettable adventures.

Chicago skyline with theme parks and sunshine

What Our Customers Say

Sarah J.

"Airsyo helped me book an amazing family trip from Chicago to Orlando! The process was super easy and I found better deals than on any other site."

Michael T.

"We booked a last-minute getaway to Chicago from Orlando, and Airsyo found us nonstop flights at a great price. Highly recommend!"

Lisa M.

"I travel between Chicago and Orlando regularly, and Airsyo always gets me the best deals. Their flexible date filter is a game changer."

Frequently Asked Questions

1. What airlines fly from Chicago to Orlando?

Major carriers like American, Southwest, and United offer nonstop flights daily.

How long is the flight from Chicago to Orlando?

The average nonstop flight takes about 2 hours and 30 minutes.

3. When is the cheapest time to fly from Chicago to Orlando?

Midweek departures and off-season months like January or September often offer the lowest fares.

4. Are there direct flights from Chicago to Orlando?

Yes! Both O’Hare (ORD) and Midway (MDW) have direct flights daily.

5. Can I get special deals by calling to book?

Yes, some phone-only deals offer exclusive discounts not found online.

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