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Cheap Flights from Orlando to Chicago - ORL to CHI

Popular flights from Orlando to Chicago

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

Alaska Airlines
Departure Date Return Date Lowest Price
Apr 26, 2016 Apr 30, 2016 $692
American Airlines
Departure Date Return Date Lowest Price
Feb 13, 2016 Feb 16, 2016 $109
Feb 13, 2016 Feb 27, 2016 $109
Feb 17, 2016 Feb 22, 2016 $109
Frontier Airlines
Departure Date Return Date Lowest Price
Feb 20, 2016 Feb 23, 2016 $77
Mar 9, 2016 Mar 14, 2016 $77
JetBlue Airways
Departure Date Return Date Lowest Price
May 27, 2016 May 30, 2016 $237
Spirit Airlines
Departure Date Return Date Lowest Price
Feb 20, 2016 Feb 23, 2016 $94
United Airlines
Departure Date Return Date Lowest Price
Mar 1, 2016 Mar 8, 2016 $102

How Much Does it Cost to Fly from Orlando to Chicago (ORL to CHI)?

We have collected flight cost data from across the web for travel from Orlando to Chicago, and have found the average flight price for this trip to be $92.

When Can I Buy the Cheapest Flight from Orlando to Chicago (ORL to CHI)?

Airlines can adjust prices for plane tickets from Orlando to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Orlando to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Orlando to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $93 $186
7-14 days $77 $127
14-21 days $78 $130
21-30 days $78 $130
30-60 days $77 $156
60-90 days $109 $185
90+ days $137 $180

Cheapest Day To Fly from Orlando to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Orlando to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$101 $93 $77 $78 $99 $77 $124

Lowest Fares Chart By Month from Orlando to Chicago

The chart below shows the lowest fare by month when flying from Orlando to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Orlando Chicago Frontier 2/20/16 2/23/16 0 $77
March Orlando Chicago Frontier 3/9/16 3/14/16 0 $77
April Orlando Chicago United 4/28/16 5/3/16 0 $109
May Orlando Chicago United 5/12/16 5/18/16 0 $137
June Orlando Chicago Spirit 6/1/16 6/7/16 0 $157
July Orlando Chicago Frontier 7/12/16 7/26/16 0 $156
August Orlando Chicago Spirit 8/24/16 8/31/16 0 $157
September Orlando Chicago Spirit 9/2/16 9/5/16 0 $152

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Orlando to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Orlando to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
7 8 9 10 11 12 13
$101
14 15 16 17 18 19 20
$101 $77
21 22 23 24 25 26 27
$77 $101
28 29 1 2 3 4 5
$101 $101
6 7 8 9 10 11 12
$101 $78
13 14 15 16 17 18 19
$78

Non-Stop vs Connecting Flights from Orlando to Chicago (ORL to CHI)

Your Orlando to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Orlando to Chicago is $275.

The average price for non-stop flights from Orlando to Chicago is $114.

The chart below shows up to date information regarding non-stop flights from Orlando to Chicago.

Nonstop Flight Details from Orlando to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 6 6 6 6 6 7 6 06:59 19:00
Frontier 2 2 2 2 2 2 2 06:45 14:05
Spirit 2 2 2 2 2 2 2 11:09 17:51
United 7 7 8 8 8 8 8 06:00 19:47

Round Trip vs One Way Flights from Orlando to Chicago (ORL to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Orlando to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Orlando to Chicago is $110.

The average price for round trip flights from Orlando to Chicago is $231.

More Cheap Flights

FlightsAirlineLowest Price
Ft Lauderdale to Chicago Alaska, United, Delta, US Airways, American, Spirit, JetBlue, AirTran $123
Tampa to Chicago Alaska, United, Delta, US Airways, American, Spirit, JetBlue, AirTran $68
Miami to Chicago Alaska, United, Delta, American, US Airways $118
Jacksonville to Chicago Alaska, United, Delta, US Airways, American, JetBlue, AirTran $305
West Palm Beach to Chicago Alaska, United, Delta, American, US Airways, JetBlue, AirTran $201
Ft Myers to Chicago United, Delta, US Airways, American, Spirit, JetBlue, AirTran $92
Sarasota - Bradenton to Chicago United, Delta, US Airways, JetBlue $187
Gainesville to Chicago United, Delta, US Airways, American $370
Daytona Beach to Chicago Delta, US Airways $289
Melbourne to Chicago Delta, US Airways $292
Valdosta to Chicago Delta Check Dates
Brunswick to ChicagoCheck Dates
Miami to New York United, American, US Airways $98
Ft Lauderdale to Atlanta Alaska, Delta, US Airways, Spirit, AirTran $79
Orlando to Milwaukee United, Delta, US Airways, American, Frontier, AirTran $128
Miami to Atlanta Delta, US Airways, American $86
Orlando to New York United, US Airways, American, Spirit, JetBlue, AirTran $94
Tampa to Milwaukee United, Delta, US Airways, American, Frontier, AirTran $298
Tampa to Atlanta Delta, American, US Airways, Spirit, AirTran $78
Orlando to Atlanta Delta, American, US Airways, Spirit, AirTran $79
Miami to Milwaukee Delta, United, US Airways, American $348
Orlando to Detroit United, Delta, US Airways, American, Spirit, AirTran $137
Ft Lauderdale to Milwaukee United, Delta, US Airways, American, AirTran $305
Orlando to Dallas - Ft Worth Delta, United, US Airways, American, Spirit, Frontier $96
Tampa to New York United, American, US Airways, Spirit, JetBlue, AirTran $157
Orlando to Indianapolis United, Delta, American, US Airways, AirTran $128
Jacksonville to New York United, American, US Airways, JetBlue, AirTran $144
Ft Lauderdale to New York United, American, US Airways, Spirit, JetBlue, AirTran $78
Miami to Detroit United, Delta, American, US Airways $107
Tampa to Detroit United, Delta, US Airways, American, Spirit, AirTran $117

Airlines Flying from Orlando to Chicago (ORL to CHI)

Below are the different airlines that fly from Orlando to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Orlando to Chicago.

Orlando to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American DCA X X X X X X X
Delta JFK X X X X X X X
Frontier - X X X X X X X
Frontier DEN X X X X X X X
Spirit - X X X X X X X
Spirit DFW X X X X X X X
United - X X X X X X X
United CLE X X X X X X X
Southwest - X X X X X X X
Southwest ATL X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Orlando and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Orlando to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Orlando to Chicago?
Answer: The average Orlando to Chicago flight time is 3 hours and a minute.
Question: How many miles are there between Orlando and Chicago?
Answer: The distance from Orlando to Chicago is 1006 miles.
Question: How common are direct flights from Orlando to Chicago?
Answer: There are 125 direct flights from Orlando to Chicago.
Question: What is the most popular airline for non-stop flights from Orlando to Chicago?
Answer: United Airlines provides 43% of the non-stop flights between Orlando and Chicago.
Question: What are the most popular connecting cities when flying from Orlando to Chicago?
Answer: Atlanta, GA
Orlando (ORL) To Chicago (CHI) Flights: Cheap Flights From Orlando To Chicago | FareCompare.