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

Last minute flights from Orlando to Chicago

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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.

Orlando Chicago

BEST

DEAL

Wed, 25 Dec MCO - MDW

Mon, 06 Jan MDW - MCO

$180 $172

Prime price per passenger

Orlando Chicago

BEST

DEAL

Fri, 21 Feb MCO - MDW

-20 %

$17 $14

Prime price per passenger

Orlando Chicago

BEST

DEAL

Tue, 31 Dec MCO - ORD

Fri, 03 Jan ORD - MCO

$96 $94

Prime price per passenger

Orlando Chicago

BEST

DEAL

Tue, 31 Dec MCO - MDW

Sun, 05 Jan MDW - MCO

$189 $183

Prime price per passenger

Orlando Chicago

BEST

DEAL

Thu, 09 Jan MCO - MDW

Sat, 11 Jan MDW - MCO

$108 $104

Prime price per passenger

Orlando Chicago

BEST

DEAL

Tue, 14 Jan MCO - ORD

Thu, 16 Jan ORD - MCO

$109 $104

Prime price per passenger

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 $14. 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 O hare International Airport (ORD). The following airlines fly this route: United Airlines. Spirit Airlines. American Airlines.

The airlines that fly indirectly from Orlando to Chicago are:

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

Spirit Airlines, with 327 minutes of layover in Atlanta.

O'hare International Airport - What our customers are saying

5.0 /5

Reviews: 1

5.0 /5

Random Dude

Date 2019-05-30 Age City

Good

Flying Time 3 h and 22 m When 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 $14 The best price for flights from Orlando to Chicago offered by eDreams, which have been found by our customers in the last 3 days

Departure Airport Orlando International Orlando International is where you'll take off when flying from Orlando to Chicago

Arrival Airport Midway Airport You'll land at Midway Airport when flying from Orlando to Chicago