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: Jul 24, 2016 1:36 AM

Popular flights from Orlando to Chicago Last modified: Jul 24, 2016 1:36 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.

Spirit
ORLCHI
Wed 9/7
nonstop
CHIORL
Wed 9/14
nonstop
$96
Select
American
ORLCHI
Tue 8/23
nonstop
CHIORL
Thu 8/25
nonstop
$107
Select
American
ORLCHI
Tue 8/23
nonstop
CHIORL
Tue 8/30
nonstop
$107
Select
American
ORLCHI
Tue 8/23
nonstop
CHIORL
Wed 8/31
nonstop
$107
Select
American
ORLCHI
Tue 8/23
nonstop
CHIORL
Tue 9/6
nonstop
$107
Select
American
ORLCHI
Wed 8/24
nonstop
CHIORL
Mon 8/29
nonstop
$107
Select
United
ORLCHI
Mon 8/22
nonstop
CHIORL
Wed 8/24
nonstop
$107
Select
United
ORLCHI
Mon 8/22
nonstop
CHIORL
Thu 8/25
nonstop
$107
Select
United
ORLCHI
Mon 8/22
nonstop
CHIORL
Sat 8/27
nonstop
$107
Select
United
ORLCHI
Mon 8/22
nonstop
CHIORL
Mon 8/29
nonstop
$107
Select
United
ORLCHI
Mon 8/22
nonstop
CHIORL
Wed 8/31
nonstop
$107
Select
Frontier
ORLCHI
Wed 8/17
nonstop
CHIORL
Tue 8/23
nonstop
$137
Select
Frontier
ORLCHI
Thu 8/18
nonstop
CHIORL
Sun 8/21
nonstop
$137
Select
Frontier
ORLCHI
Thu 8/18
nonstop
CHIORL
Mon 8/22
nonstop
$137
Select
Frontier
ORLCHI
Thu 8/18
nonstop
CHIORL
Tue 8/23
nonstop
$137
Select
Frontier
ORLCHI
Thu 8/18
nonstop
CHIORL
Wed 8/24
nonstop
$137
Select
JetBlue
ORLCHI
Tue 8/30
1 stop
CHIORL
Fri 9/9
1 stop
$396
Select
JetBlue
ORLCHI
Wed 9/28
1 stop
CHIORL
Sun 10/2
1 stop
$396
Select
JetBlue
ORLCHI
Tue 10/4
1 stop
CHIORL
Wed 10/12
1 stop
$396
Select
Alaska
ORLCHI
Mon 8/22
1 stop
CHIORL
Wed 8/24
1 stop
$724
Select

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 $103.

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 $167 $256
7-14 days $137 $200
14-21 days $117 $180
21-30 days $97 $156
30-60 days $96 $156
60-90 days $127 $166
90+ days $117 $169

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
$97 $97 $96 $97 $97 $117 $117

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
July Orlando Chicago Frontier 7/30/16 8/6/16 0 $167
August Orlando Chicago Spirit 8/22/16 8/31/16 0 $97
September Orlando Chicago Spirit 9/7/16 9/14/16 0 $96
October Orlando Chicago American 10/6/16 10/10/16 0 $127
November Orlando Chicago Spirit 11/8/16 11/12/16 0 $117
December Orlando Chicago Spirit 12/1/16 12/4/16 0 $137
January Orlando Chicago Spirit 1/18/17 1/22/17 0 $137
February Orlando Chicago Spirit 2/2/17 2/5/17 0 $137

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
24 25 26 27 28 29 30
$187
31 1 2 3 4 5 6
$187 $141
7 8 9 10 11 12 13
$141 $142
14 15 16 17 18 19 20
$142 $117
21 22 23 24 25 26 27
$117 $97
28 29 30 31 1 2 3
$97

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 $315.

The average price for non-stop flights from Orlando to Chicago is $112.

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 17:45 17:45
Spirit 1 1 1 1 1 1 1 17:09 17:09
United 5 5 5 5 5 4 6 06:00 16:06

More Cheap Flights

FlightsAirlineLowest Price
Ft Lauderdale to Chicago American, Alaska, JetBlue, Spirit, United $127
Tampa to Chicago American, Frontier, Spirit, United $133
Miami to Chicago American, Alaska, Frontier, United $117
Jacksonville to Chicago American, Alaska, JetBlue, United $274
West Palm Beach to Chicago American, JetBlue, United $261
Ft Myers to Chicago American, Spirit, United $147
Sarasota - Bradenton to Chicago American, United $284
Gainesville to Chicago American $327
Daytona Beach to Chicago American, JetBlue $211
Melbourne to Chicago American $211
Valdosta to ChicagoCheck Dates
Brunswick to ChicagoCheck Dates
Miami to New York American, JetBlue, Frontier, United $137
Ft Lauderdale to Atlanta American, Spirit, United $92
Orlando to Milwaukee American, Alaska, Frontier, United $127
Miami to Atlanta American, Frontier $87
Orlando to New York American, Alaska, JetBlue, United $205
Tampa to Milwaukee American, Alaska, United $297
Tampa to Atlanta American, Spirit $81
Orlando to Atlanta American, JetBlue, Frontier, Spirit, United $67
Miami to Milwaukee American, United $283
Orlando to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $97
Ft Lauderdale to Milwaukee American, Alaska, United $285
Orlando to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $77
Tampa to New York American, JetBlue, United $210
Orlando to Indianapolis American, Frontier, United $97
Jacksonville to New York American, Alaska, JetBlue, United $157
Ft Lauderdale to New York American, JetBlue, Spirit, United, Virgin America $170
Miami to Detroit American, JetBlue, United $142
Tampa to Detroit American, Alaska, JetBlue, Spirit, United $167

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 57 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 80 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, IL (CHI) Flights: Cheap Flights From Orlando To Chicago | FareCompare.