Flights from Chicago to Orlando, United States

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Did you mean flights from Orlando to Chicago?

Chicago to Orlando Last modified: May 17, 2022 5:21 -04:00

We've scanned 25,940 round trip itineraries and found the cheapest flights to Orlando. Frontier & !! frequently offer the best deals to Orlando flights, or select your preferred carrier below to see the cheapest days to fly.

Mon 6/27
Sun 7/10
Mon 6/27
1 stop
Sun 7/10
1 stop
Sat 7/30
Sun 8/7

How Much is a Flight from Chicago to Orlando?

We have collected flight cost data from across the web for travel from Chicago to Orlando, and have found the average flight price for this trip to be $206.

Where To Buy Cheap Flights from Chicago to Orlando?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Orlando based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Orlando?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Orlando.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $302 $364
7-14 days $285 $318
14-21 days $243 $165
21-30 days $308 $326
30-60 days $82 $85
60-90 days $107 $125
90+ days $698 $386

Cheapest Day To Fly from Chicago to Orlando

We've examined 51,880 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Orlando is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Chicago to Orlando by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Orlando flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago Orlando !! 5/27/22 5/29/22 0 $285
June Chicago Orlando Frontier 6/27/22 7/10/22 0 $82
July Chicago Orlando Spirit 7/30/22 8/7/22 0 $107
August Chicago Orlando Frontier 8/8/22 8/12/22 2 $220
September Chicago Orlando !! 9/1/22 9/5/22 2 $415
October Chicago Orlando Frontier 10/22/22 10/29/22 0 $169
November Chicago Orlando !! 11/17/22 11/22/22 1 $386
November Chicago Orlando Frontier 11/18/22 11/21/22 0 $349

Cheap Last Minute Flights from Chicago to Orlando

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Orlando. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

15 16 17 18 19 20 21
22 23 24 25 26 27 28
$364 $72
29 30 31 1 2 3 4
$72 $601
5 6 7 8 9 10 11

Connecting Flights vs Direct Flights from Chicago to Orlando

Flights between some cities may be significantly cheaper if you choose 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 Chicago to Orlando is $226.

The average price for direct flights from Chicago to Orlando is $306.

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

Weekly Direct Flights from Chicago to Orlando - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 5 5 5 5 5 4 5 02:00 13:55
United 8 8 8 8 8 8 8 01:20 16:11

One Way Flights vs Round Trip Flights from Chicago to Orlando

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 Chicago to Orlando. 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 Chicago to Orlando is $45.

The average price for round trip flights from Chicago to Orlando is $216.

Chicago to Orlando Flight Questions

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

Question: How long is the flight from Chicago to Orlando?
Answer: The average Chicago to Orlando flight time is 2 hours and 40 minutes.
Question: How far is Orlando from Chicago?
Answer: The distance from Chicago to Orlando is 1,006 miles (1,619 kilometers).
Question: How common are direct flights from Chicago to Orlando?
Answer: There are 90 direct flights from Chicago to Orlando.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Orlando?
Answer: United Airlines provides 62% of the non-stop flights between Chicago and Orlando.

Chicago to Orlando Airports

These are the major commercial airports we're currently monitoring in Chicago and Orlando. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from Chicago to Orlando