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Cheap Flights from Orlando to Chicago, IL, United States - ORL to CHI Last modified: May 24, 2016 7:30 AM

Popular flights from Orlando to Chicago Last modified: May 24, 2016 7:30 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Alaska Airlines
Departure Date Return Date Lowest Price
Aug 12, 2016 Aug 26, 2016 $902
American Airlines
Departure Date Return Date Lowest Price
Jun 7, 2016 Jun 15, 2016 $137
Frontier Airlines
Departure Date Return Date Lowest Price
Aug 16, 2016 Aug 23, 2016 $148
Aug 16, 2016 Sep 5, 2016 $148
Aug 17, 2016 Sep 6, 2016 $148
Aug 17, 2016 Aug 24, 2016 $148
Aug 17, 2016 Aug 23, 2016 $148
JetBlue Airways
Departure Date Return Date Lowest Price
Sep 2, 2016 Sep 4, 2016 $363
Spirit Airlines
Departure Date Return Date Lowest Price
Aug 23, 2016 Aug 30, 2016 $187
Aug 24, 2016 Aug 25, 2016 $187
Aug 24, 2016 Aug 27, 2016 $187
Aug 24, 2016 Aug 28, 2016 $187
Aug 25, 2016 Aug 29, 2016 $187
United Airlines
Departure Date Return Date Lowest Price
Aug 17, 2016 Aug 20, 2016 $135

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 $148.

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 $180 $282
7-14 days $137 $210
14-21 days $137 $210
21-30 days $163 $217
30-60 days $163 $220
60-90 days $135 $207
90+ days $148 $220

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
$163 $137 $135 $137 $137 $137 $188

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
May Orlando Chicago Frontier 5/26/16 6/2/16 0 $180
June Orlando Chicago American 6/7/16 6/15/16 0 $137
July Orlando Chicago American 7/5/16 7/13/16 0 $163
August Orlando Chicago United 8/17/16 8/20/16 0 $135
September Orlando Chicago Frontier 9/1/16 9/4/16 0 $148
October Orlando Chicago Frontier 10/6/16 10/10/16 0 $148
November Orlando Chicago Spirit 11/2/16 11/6/16 0 $187
December Orlando Chicago Spirit 12/1/16 12/4/16 0 $187

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
22 23 24 25 26 27 28
$249
29 30 31 1 2 3 4
$249 $193
5 6 7 8 9 10 11
$193 $234
12 13 14 15 16 17 18
$234 $241
19 20 21 22 23 24 25
$241 $216
26 27 28 29 30 1 2
$216

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 $399.

The average price for non-stop flights from Orlando to Chicago is $167.

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 5 5 5 5 5 6 5 07:05 18:55
Frontier 1 1 1 1 1 1 1 17:40 17:40
Spirit 1 1 1 1 1 1 1 17:02 17:02
United 6 6 6 6 6 7 7 06:00 20:35

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 $155.

The average price for round trip flights from Orlando to Chicago is $351.

More Cheap Flights

FlightsAirlineLowest Price
Ft Lauderdale to Chicago American, Alaska, JetBlue, Spirit, United $119
Tampa to Chicago American, Alaska, Spirit, United $157
Miami to Chicago American, Alaska, Frontier, United $119
Jacksonville to Chicago American, Alaska, JetBlue, United $239
West Palm Beach to Chicago American, Spirit, United $174
Ft Myers to Chicago American, Spirit, United $177
Sarasota - Bradenton to Chicago American, United $486
Gainesville to Chicago American $381
Daytona Beach to Chicago American, JetBlue $337
Melbourne to Chicago American $337
Valdosta to ChicagoCheck Dates
Brunswick to ChicagoCheck Dates
Miami to New York American, JetBlue, Frontier, United $136
Ft Lauderdale to Atlanta American, Spirit $90
Orlando to Milwaukee American, Frontier, United $108
Miami to Atlanta American, Frontier $88
Orlando to New York American, Alaska, JetBlue, United $165
Tampa to Milwaukee American, Alaska, United $291
Tampa to Atlanta American, Spirit $81
Orlando to Atlanta American, Alaska, JetBlue, Frontier, Spirit, United $64
Miami to Milwaukee American, Alaska, United $328
Orlando to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $108
Ft Lauderdale to Milwaukee American, Alaska, JetBlue, United $304
Orlando to Dallas - Ft Worth American, Alaska, JetBlue, Frontier, Spirit, United $88
Tampa to New York American, JetBlue, United $221
Orlando to Indianapolis American, Alaska, Frontier, United $108
Jacksonville to New York American, Alaska, JetBlue, United $179
Ft Lauderdale to New York American, JetBlue, Spirit, United, Virgin America $137
Miami to Detroit American, United $151
Tampa to Detroit American, JetBlue, Spirit, United $141

Airlines Flying from Orlando to Chicago (ORL to CHI) Number of flights searched: 292Last modified: May 24, 2016 7:31 AM

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 MIA X X X X X X X
Delta MSP 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 IAH 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 IND 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.
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 94 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 46% 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, IL (CHI) Flights: Cheap Flights From Orlando To Chicago | FareCompare.