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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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Mon, Apr 20 - Sat, Apr 25
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Frontier Airlines
Frontier AirlinesDirect
CHI - ORL
-17 %
64$
53$
Prime price per passenger
Sat, May 2 - Fri, May 8
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Frontier Airlines
Frontier AirlinesDirect
CHI - ORL
-16 %
66$
56$
Prime price per passenger
Sun, May 10 - Sun, May 17
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Frontier Airlines
Frontier Airlines1 stop
CHI - ORL
85$
80$
Prime price per passenger
Fri, Apr 10 - Sat, Apr 11
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Spirit Airlines
Spirit AirlinesDirect
CHI - ORL
97$
91$
Prime price per passenger
Tue, Mar 24 - Tue, Mar 31
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
Spirit Airlines
Spirit Airlines1 stop
CHI - ORL
113$
102$
Prime price per passenger
Fri, May 29 - Tue, Jun 2
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
Frontier Airlines
Frontier AirlinesDirect
CHI - ORL
136$
131$
Prime price per passenger
Thu, May 14
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
-25 %
43$
33$
Prime price per passenger
Wed, Apr 15
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
40$
39$
Prime price per passenger
Thu, Apr 30
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
46$
43$
Prime price per passenger
Tue, Mar 24
Spirit Airlines
Spirit AirlinesDirect
ORL - CHI
48$
45$
Prime price per passenger
Fri, Apr 10
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
-19 %
56$
46$
Prime price per passenger
Fri, May 29
Frontier Airlines
Frontier AirlinesDirect
ORL - CHI
-15 %
68$
58$
Prime price per passenger
The prices shown on this page were available within the last 20 days for the specified periods 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

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available in the middle of March. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.
Filter by
week: Mar 9 - Mar 15
Flights from just $75
$75
$87
$141
$162
$117
$96
$87
$89
$113
$110
$163
$170
MarchAprilMay
Flying Time3 h and 7 mWhen flying from Orlando to Chicago, this can take around 3 h and 7 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$33The best price for flights from Orlando to Chicago offered by eDreams, which have been found by our customers in the last 3 days
Origin airportHerndonWhen flying from Orlando to Chicago
Peak seasonMarchMarch is the busiest time to fly from Orlando to Chicago according to search data results from our customers
Airlines operating this routeFrontier Airlines, Spirit Airlines, American AirlinesAirline(s) that fly from Orlando to Chicago
One-way average Price115.56A flight from Orlando to Chicago at eDreams will cost around 115.56, this being based on prices of the previous 6 months of data
Best time to bookMarchAugust is one of the most frequent times to fly to Chicago from Orlando according to real data from our customers
Airlines that fly from Orlando to Chicago
Frontier Airlines
Frontier Airlines
94$
Spirit Airlines
Spirit Airlines
132$
Delta Air Lines
Delta Air Lines
141$
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 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!
On average, how much is the price of a flight from Orlando to Chicago?
When you fly from Orlando to Chicago the average price is 115.56. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.
For flights from Orlando to Chicago, how can I find the cheapest price?
The cheapest price for a flight from Orlando to Chicago is $33. 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 3 h and 7 m on average, at an average distance of 985.43 mi, for flights for the route (which may have 1 or more stops in other cities in between).

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