Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from Chicago to Orlando?

Cheap Flights from Orlando to Chicago, IL, United States - ORL to CHI Last modified: Jun 27, 2016 7:36 AM

Popular flights from Orlando to Chicago Last modified: Jun 27, 2016 7:36 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
Oct 19, 2016 Oct 22, 2016 $793
American Airlines
Departure Date Return Date Lowest Price
Aug 23, 2016 Aug 27, 2016 $152
Sep 19, 2016 Sep 20, 2016 $152
Frontier Airlines
Departure Date Return Date Lowest Price
Aug 23, 2016 Aug 27, 2016 $143
JetBlue Airways
Departure Date Return Date Lowest Price
Sep 7, 2016 Sep 14, 2016 $475
Spirit Airlines
Departure Date Return Date Lowest Price
Oct 5, 2016 Oct 12, 2016 $172
United Airlines
Departure Date Return Date Lowest Price
Aug 23, 2016 Aug 27, 2016 $143

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 $150.

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 $177 $154
7-14 days $177 $154
14-21 days $157 $191
21-30 days $167 $167
30-60 days $143 $165
60-90 days $147 $195
90+ days $147 $201

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
$152 $143 $147 $147 $147 $157 $154

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
June Orlando Chicago American 6/29/16 7/4/16 1 $172
July Orlando Chicago American 7/3/16 7/12/16 1 $154
August Orlando Chicago Frontier 8/23/16 8/27/16 0 $143
September Orlando Chicago Frontier 9/7/16 9/14/16 0 $147
October Orlando Chicago Frontier 10/4/16 10/8/16 0 $147
November Orlando Chicago Frontier 11/22/16 11/29/16 0 $167
December Orlando Chicago Frontier 12/1/16 12/5/16 0 $167
January Orlando Chicago Frontier 1/28/17 2/5/17 0 $163

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
26 27 28 29 30 1 2
$182
3 4 5 6 7 8 9
$182 $177
10 11 12 13 14 15 16
$177 $187
17 18 19 20 21 22 23
$187 $193
24 25 26 27 28 29 30
$193 $180
31 1 2 3 4 5 6
$180

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 $412.

The average price for non-stop flights from Orlando to Chicago is $153.

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 4 6 05:55 18:54

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 $152.

The average price for round trip flights from Orlando to Chicago is $373.

More Cheap Flights

FlightsAirlineLowest Price
Ft Lauderdale to Chicago American, Alaska, JetBlue, Spirit, United $162
Tampa to Chicago American, Spirit, United $167
Miami to Chicago American, Alaska, Frontier, United $147
Jacksonville to Chicago American, Alaska, JetBlue, United $348
West Palm Beach to Chicago American, Spirit, United $232
Ft Myers to Chicago American, Spirit, United $197
Sarasota - Bradenton to Chicago American, United $422
Gainesville to Chicago American $381
Daytona Beach to Chicago American, JetBlue $337
Melbourne to Chicago American $265
Valdosta to ChicagoCheck Dates
Brunswick to ChicagoCheck Dates
Miami to New York American, JetBlue, Frontier, United $171
Ft Lauderdale to Atlanta American, Spirit, United $126
Orlando to Milwaukee American, Frontier, United $127
Miami to Atlanta American, Frontier $97
Orlando to New York American, Alaska, JetBlue, United $200
Tampa to Milwaukee American, Alaska, United $321
Tampa to Atlanta American, Spirit, United $86
Orlando to Atlanta American, Alaska, JetBlue, Frontier, Spirit, United $65
Miami to Milwaukee American, United $341
Orlando to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $107
Ft Lauderdale to Milwaukee American, Alaska, United $321
Orlando to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $116
Tampa to New York American, JetBlue, United $174
Orlando to Indianapolis American, Frontier, United $117
Jacksonville to New York American, Alaska, JetBlue, United $175
Ft Lauderdale to New York American, JetBlue, Spirit, United, Virgin America $166
Miami to Detroit American, United $184
Tampa to Detroit American, Alaska, JetBlue, Spirit, United $167

Airlines Flying from Orlando to Chicago (ORL to CHI) Number of flights searched: 292Last modified: Jun 27, 2016 7:36 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 PHL 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 IAD 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 IAD X X X X X X X
Southwest - X X X X X X X
Southwest BNA 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 2 hours and 58 minutes.
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 90 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 44% 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.