Cheap Flights from Chicago to Orlando Starting at $42

Helping travelers to find the best flight offers

Cheapest flights from Chicago to Orlando

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Orlando. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$42

Spirit Airlines
Spirit Airlines
Direct flight
2h 39m
05/22/2025

The cheapest one-way flight from Chicago to Orlando departs on 05/22/2025, is operated by Spirit Airlines and costs $42

Cheapest round trip flight

$83

Spirit Airlines
Spirit Airlines
Direct flight
5h 43m
05/23/2025

The cheapest roundtrip flight from Chicago to Orlando departs on 05/23/2025, is operated by Spirit Airlines and costs $83

The fastest flight

2h 30m

Fastest flight from Chicago to Orlando takes 2h 30m

Direct flights

Several times a week

There are direct flights on this route 6 days a week: Su, Mo, Tu, Th, Fr, and Sa

Earliest flight

5:35 AM

Latest flight

8:45 PM

Direct flights count

148

Distance

1587km

Timezone difference

1h

The distance between Chicago and Orlando is 1587km (984 miles). There are 148 direct flights from Chicago to Orlando. The time difference between Chicago and Orlando is 1h . Flights from Chicago begin at 5:35 AM. The latest flight from Chicago departs at 8:45 PM.

Airfare from Chicago to Orlando by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Orlando

May 2025
Lowest price
on average:
$52
  • Avg Price

Airlines operating on route

Below you will find a list of airlines operating flights on the Chicago — Orlando route and the starting prices for flights of each specific airline on it.

Starting at $38

Starting at $44

Starting at $53

Starting at $98

Direct Flights from Chicago to Orlando

A direct flight is the most convenient and comfortable way to fly from Chicago to Orlando, despite the fact that sometimes flights with transfers can cost significantly less.

Orlando city image

ChicagoOrlando

CHIORL

05/12/2025

Departure date

Direct flight

American Airlines

AA3176

Starting at $192

Orlando city image

ChicagoOrlando

CHIORL

05/18/2025

Departure date

Direct flight

Frontier Airlines

F93044

Starting at $131

Orlando city image

ChicagoOrlando

CHIORL

05/27/2025

Departure date

Direct flight

Frontier Airlines

F93044

Starting at $53

Orlando city image

ChicagoOrlando

CHIORL

06/01/2025

Departure date

Direct flight

United Airlines

UA2280

Starting at $128

Orlando city image

ChicagoOrlando

CHIORL

06/10/2025

Departure date

Direct flight

Southwest Airlines

WN2236

Starting at $139

Orlando city image

ChicagoOrlando

CHIORL

05/23/2025

Departure date

Direct flight

Frontier Airlines

F93854

Starting at $48

Orlando city image

ChicagoOrlando

CHIORL

05/23/2025

Departure date

Direct flight

Allegiant Air

G41212

Starting at $165

Orlando city image

ChicagoOrlando

CHIORL

07/07/2025

Departure date

Direct flight

Frontier Airlines

F93854

Starting at $80

Orlando city image

ChicagoOrlando

CHIORL

07/19/2025

Departure date

Direct flight

Allegiant Air

G42860

Starting at $134

Schedule of direct flights from Chicago to Orlando

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Orlando:

Spirit Airlines

Spirit Airlines

Every day

Starting at $78

Southwest Airlines

Southwest Airlines

Every day

Starting at $191

Chicago airports overview

ORD
Spirit Airlines
Airlines flying to this airport
$42
Starting at
$55-78%
on average
RFD
Allegiant Air
Airlines flying to this airport
$52
Starting at
$66-48%
on average
MDW
Southwest Airlines
Frontier Airlines
Airlines flying to this airport
$45
Starting at
$97
on average

Orlando airports overview

SFB
Allegiant Air
Airlines flying to this airport
$52
Starting at
$66-2%
on average
MCO
Southwest Airlines
Frontier Airlines
Spirit Airlines
Airlines flying to this airport
$42
Starting at
$67
on average

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

How much is the cheapest flight ticket from Chicago to Orlando?

The cheapest flight ticket from Chicago to Orlando according to data for the last 48 hours costs $42

When is the best time to buy air tickets on the route Chicago — Orlando?

Often the best time to buy tickets from Chicago to Orlando is 2 months before departure.

When is the cheapest time of year to fly from Chicago to Orlando?

Based on statistics over the past years, the lowest prices for flights from Chicago to Orlando can be found flying in these months: May.

How long does it take to fly from Chicago to Orlando?

The fastest flights from Chicago to Orlando start from 2 hours 30 minutes in the air.

Which airline can fly direct from Chicago to Orlando?

The following airlines operate direct flights on the route Chicago — Orlando: American Airlines, Frontier Airlines, United Airlines

Special offers and sales on air tickets from Chicago to Orlando

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

Alternative routes

AppletonOrlandoKalamazooOrlandoChampaignOrlandoFort WayneOrlandoIndianapolisOrlandoLansingOrlandoMilwaukeeOrlandoMuskegonOrlandoSouth BendOrlandoChicagoFort LauderdaleChicagoGainesvilleChicagoJacksonvilleChicagoLakelandChicagoWest Palm BeachChicagoSarasotaChicagoTampa