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

Flights overview

Useful information for finding cheap flights from Orlando to Chicago and booking your next trip

Cheapest round-trip flights	$103	Frontier Nonstop 3 hr Sat, May 2 — Sun, May 3	The cheapest round-trip flight from Orlando to Chicago is currently $103
Cheapest one-way flight	$23	Frontier Nonstop 3 hr Sat, May 2	The cheapest one-way flight from Orlando to Chicago is currently $23
Cheapest nonstop flights	$108	Frontier Nonstop 4 hr Thu, Apr 30 — Sun, May 3	The cheapest nonstop round-trip flight from Orlando to Chicago is currently $108
Last-minute weekend getaway	$250	Frontier Nonstop 4 hr Sat, Mar 14 — Mon, Mar 16	The cheapest last-minute weekend getaway from Orlando to Chicago is currently $250
Cheapest business class flights	$316	Frontier Nonstop 3 hr Sat, May 2 — Mon, May 4	The cheapest business class round-trip flight from Orlando to Chicago is currently $316

Fastest flight	2 hr 40 min	The fastest nonstop flight from Orlando to Chicago takes 2 hr 40 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Orlando to Chicago is typically January. The most expensive month to fly is typically July.

January Cheapest	Typical prices: $60–230
July Most expensive	Typical prices: $115–195

Popular airlines from Orlando to Chicago

Southwest

Nonstop

from $182

Typical price: $185–390

77 weekly nonstop flights

MCO - MDW, ORD Every day

2080 weekly connecting flights

MCO - MDW, ORD Every day
United

Nonstop

from $182

Typical price: $175–420

62 weekly nonstop flights

MCO - ORD Every day

264 weekly connecting flights

MCO - ORD Every day
American

Nonstop

from $250

Typical price: $180–430

47 weekly nonstop flights

MCO - ORD Every day

486 weekly connecting flights

MCO - ORD Every day
Frontier

Nonstop

from $103

Typical price: $100–230

23 weekly nonstop flights

MCO - MDW, ORD Every day

41 weekly connecting flights

MCO - MDW, ORD Every day
Delta

from $217

Typical price: $240–550

846 weekly connecting flights

MCO - MDW, ORD Every day
Spirit

Nonstop

from $133

Typical price: $105–240

14 weekly nonstop flights

MCO - ORD Every day

30 weekly connecting flights

MCO - ORD Every day

Popular airports near Orlando

Orlando International Airport (MCO)

Orlando United States 26 min 8 mi
Fort Lauderdale-Hollywood International Airport (FLL)

Fort Lauderdale United States 3 hr 11 min 186 mi
Tampa International Airport (TPA)

Tampa United States 1 hr 28 min 80 mi
Melbourne Orlando International Airport (MLB)

Melbourne United States 1 hr 7 min 53 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 24 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 59 min 165 mi

Frequently asked questions about flying from Orlando to Chicago

The cheapest flights from Orlando to Chicago are usually in January. Typical ticket prices in January range from $60 to $230.

The cheapest round-trip flight from Orlando to Chicago recently found on Google Flights was with Frontier from $103. The cheapest one-way flight was with Frontier from $23.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Orlando to Chicago is $182, flying from Apr 18 to Apr 19.
The cheapest United flight from Orlando to Chicago is $182, flying from Apr 25 to Apr 26.
The cheapest American flight from Orlando to Chicago is $250, flying from May 2 to May 4.
The cheapest Frontier flight from Orlando to Chicago is $103, flying from May 2 to May 3.
The cheapest Delta flight from Orlando to Chicago is $217, flying from May 9 to May 11.
The cheapest Spirit flight from Orlando to Chicago is $133, flying from Apr 16 to Apr 20.

The cheapest round-trip flight from Orlando to Chicago starts at $103 from Sat, May 2 to Sun, May 3. The cheapest one-way flight starts at $23 and departs on Sat, May 2.

2 hr 40 min is the shortest flight time from Orlando to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Orlando to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Orlando to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Orlando to Chicago.

In terms of nonstop flights, Southwest is the most popular. Southwest offers 77 nonstop flights and 2,080 connecting flights per week. Southwest flies from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Orlando to Chicago are:

United offers 62 nonstop flights and 264 connecting flights per week. United flies from Orlando International Airport (MCO) to Chicago O'Hare International Airport (ORD) .
American offers 47 nonstop flights and 486 connecting flights per week. American flies from Orlando International Airport (MCO) to Chicago O'Hare International Airport (ORD) .
Frontier offers 23 nonstop flights and 41 connecting flights per week. Frontier flies from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Delta offers 846 connecting flights per week. Delta flies from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Spirit offers 14 nonstop flights and 30 connecting flights per week. Spirit flies from Orlando International Airport (MCO) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Orlando and Chicago.

The cheapest round-trip flight from Orlando to Chicago recently found on Google Flights was with Frontier from $103. The cheapest one-way flight was with Frontier from $23.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Orlando to Chicago is $182, flying from Apr 18 to Apr 19.
The cheapest United flight from Orlando to Chicago is $182, flying from Apr 25 to Apr 26.
The cheapest American flight from Orlando to Chicago is $250, flying from May 2 to May 4.
The cheapest Frontier flight from Orlando to Chicago is $103, flying from May 2 to May 3.
The cheapest Delta flight from Orlando to Chicago is $217, flying from May 9 to May 11.
The cheapest Spirit flight from Orlando to Chicago is $133, flying from Apr 16 to Apr 20.

Southwest, Frontier, United, American and Spirit fly direct from Orlando to Chicago.

There are 77 Southwest direct flights from Orlando to Chicago per week. Flights are available every day.
There are 62 United direct flights from Orlando to Chicago per week. Flights are available every day.
There are 47 American direct flights from Orlando to Chicago per week. Flights are available every day.
There are 23 Frontier direct flights from Orlando to Chicago per week. Flights are available every day.
There are 14 Spirit direct flights from Orlando to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Orlando and Chicago at price $250 is offered by Frontier from Sat, Mar 14 to Mon, Mar 16.

Southwest, Frontier, United, American and Spirit fly direct from Orlando to Chicago.

There are 77 Southwest direct flights from Orlando to Chicago per week. Flights are available every day.
There are 62 United direct flights from Orlando to Chicago per week. Flights are available every day.
There are 47 American direct flights from Orlando to Chicago per week. Flights are available every day.
There are 23 Frontier direct flights from Orlando to Chicago per week. Flights are available every day.
There are 14 Spirit direct flights from Orlando to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Orlando to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Orlando and Chicago start at $108 from Thu, Apr 30 to Sun, May 3 with Frontier.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Orlando to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Orlando and Chicago start at $316 from Sat, May 2 to Mon, May 4 with Frontier.

The cheapest economy class round-trip flights between Orlando and Chicago start at $103 from Sat, May 2 to Sun, May 3.

To book business class trips from Orlando to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Orlando and Chicago starts at $250 from Sat, Mar 14 to Mon, Mar 16 with Frontier.

The cheapest last-minute deal between Orlando and Chicago at price $250 is offered by Frontier from Sat, Mar 14 to Mon, Mar 16.

To find last-minute flight deals from Orlando to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.