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  1. Flights
  2. United States
  3. Chicago
  4. Orlando - Chicago

Cheap Flights from Orlando (ORL) to Chicago (CHI)

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Discover the cheapest flights from Orlando to Chicago
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Sat, Apr 26 - Sat, May 3
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
Spirit Airlines
Spirit AirlinesDirect
CHI - ORL
65$
63$
Prime price per passenger
Thu, May 8 - Sat, May 10
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
Spirit Airlines
Spirit AirlinesDirect
CHI - ORL
86$
81$
Prime price per passenger
Sat, May 17 - Sat, May 17
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
Spirit Airlines
Spirit AirlinesDirect
CHI - ORL
95$
90$
Prime price per passenger
Tue, Jun 24 - Tue, Jul 1
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Frontier Airlines
Frontier AirlinesDirect
CHI - ORL
117$
114$
Prime price per passenger
Sat, May 31 - Tue, Jun 10
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Frontier Airlines
Frontier AirlinesDirect
CHI - ORL
140$
136$
Prime price per passenger
Wed, Jun 18 - Sat, Jun 21
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
Spirit Airlines
Spirit Airlines1 stop
CHI - ORL
145$
141$
Prime price per passenger
Sat, May 10
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
43$
39$
Prime price per passenger
Sat, May 3
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
45$
42$
Prime price per passenger
Sat, May 17
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
46$
44$
Prime price per passenger
Thu, Jun 5
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
64$
60$
Prime price per passenger
Wed, Jun 18
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
61$
Prime price per passenger
Sat, Jun 21
Spirit Airlines
Spirit Airlines1 stop
ORL - CHI
81$
79$
Prime price per passenger
Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Orlando to Chicago

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.
Filter by
week: Apr 14 - Apr 20
Flights from just $39
$39
$49
$47
$47
$60
$64
$55
$98
$113
$114
$95
$66
AprilMayJune
Flying Time3 h and 22 mWhen flying from Orlando to Chicago, this can take around 3 h and 22 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$39The best price for flights from Orlando to Chicago offered by eDreams, which have been found by our customers in the last 3 days
Departure AirportOrlando InternationalOrlando International is where you'll take off when flying from Orlando to Chicago
Arrival AirportO'hare International AirportYou'll land at O'hare International Airport when flying from Orlando to Chicago
Peak seasonDecemberDecember is the busiest time to fly from Orlando to Chicago according to search data results from our customers
Airlines operating this routeFrontier Airlines, Spirit Airlines, American AirlinesAirline(s) that fly from Orlando to Chicago
Best time to bookJulyJuly is one of the most frequent times to fly to Chicago from Orlando according to real data from our customers

Route information

Distance: 985 miles
Orlando airports
Orlando International (MCO)How far from city center: 9 miles
Orlando Sanford International (SFB)How far from city center: 19 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles

Are you searching for flights from Orlando to Chicago?

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Orlando. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Orlando to Chicago

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from Orlando to Chicago, how can I find the cheapest price?
The cheapest price for a flight from Orlando to Chicago is $39. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from Orlando to Chicago?
The most popular months to book a trip from Orlando to Chicago are July, March and April, based on the searches of our customers.
When is the best time to travel from Orlando to Chicago?
The best time of the year to visit Chicago depends on lots of personal preferences, especially the price. Regarding popularity, December is the best month to fly to Chicago from Orlando in terms of searches from our customers, followed by August and April. If you prefer to avoid the busy season and get away from the crowds January, February and September are the months with fewer searches for Orlando - Chicago.
How long does the flight from Orlando to Chicago take?
Flight length from Orlando to Chicago is around 03:22 hours on average, at an average distance of 1,714 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between Orlando and Chicago?

The main route from Orlando to Chicago is: Orlando International (MCO) to Midway Airport (MDW). The following airlines fly this route:

Frontier Airlines.

Alternatively, you can find Orlando - Chicago flights between Orlando International (MCO) to O'hare International Airport (ORD) with the following airline(s) flying the route: Frontier Airlines.

Spirit Airlines.

American Airlines.

Which airlines fly from Orlando to Chicago?

The airlines that fly non-stop from Orlando to Chicago are:

  • Spirit Airlines.
  • Frontier Airlines.
  • United Airlines.

American Airlines, stopping at Charlotte during at least 67 minutes.

  • Spirit Airlines, with 327 minutes of layover in Atlanta.

Plan your trip

Alternative routesPopular Flight Routes