Cheap flights from Chicago to Orlando

One-way fares from $65 · CHI → ORL · prices found by travellers in the last 48 hours

Compare all dates Orlando → Chicago
Cheapest fare
$65

Frontier Airlines · Tue, Dec 8

Cheapest month
December

from $65

Direct flights
Yes

Allegiant Air and Frontier Airlines

Flight time
2h 36m

1,590 km

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Cheapest month to fly from Chicago to Orlando

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $69
  2. December 2026 Cheapest $65
  3. March 2027 $72
  4. April 2027 $134

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart16:00 Tue, Dec 8ORD → MCO 4h 03m · 1 stop
$65one way, per person
View deal
Frontier Airlines
Depart17:59 Tue, Dec 22ORD → MCO 4h 11m · 1 stop
$102one way, per person
View deal
Frontier Airlines
Depart05:58 Thu, Dec 24ORD → MCO 4h 18m · 1 stop
$106one way, per person
View deal
Frontier Airlines
Depart20:35 Mon, Dec 21MDW → MCO 2h 50m · Direct
$115one way, per person
View deal
Frontier Airlines
Depart20:35 Wed, Dec 23MDW → MCO 2h 50m · Direct
$115one way, per person
View deal
Frontier Airlines
Depart13:11 Fri, Dec 25MDW → MCO 3h 57m · 1 stop
$143one way, per person
View deal
See every date in December 2026 →

Plan the rest of your trip to Orlando

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

Things to do in OrlandoTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in OrlandoPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in OrlandoCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Chicago to Orlando

Chicago (CHI) and Orlando (ORL) are about 1,590 km apart. Direct flights take around 2h 36m, and recent direct fares were with Allegiant Air and Frontier Airlines. Over the next few months, one-way fares start from $65, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Orlando?

The cheapest one-way fare we've seen recently is $65 with Frontier Airlines, departing Tuesday, December 8, 2026. Over the coming months, the lowest fare in each month ranges from $65 to $134.

What is the cheapest month to fly from Chicago to Orlando?

December 2026 currently has the lowest fares, from $65 one way.

Are there direct flights from Chicago to Orlando?

Yes. Recent direct fares were with Allegiant Air and Frontier Airlines.

How long is the flight from Chicago to Orlando?

A direct flight takes about 2h 36m. Chicago and Orlando are around 1,590 km apart.

Which airlines fly from Chicago to Orlando?

Recent fares on this route were with Allegiant Air and Frontier Airlines.

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