Flights from Orlando to Chicago, United States

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Did you mean flights from Chicago to Orlando?

Orlando to Chicago Last modified: Aug 26, 2019 2:20 -04:00

We've scanned 48,195,047,545 round trip itineraries and found the cheapest flights to Chicago. Frontier & Spirit frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Frontier
ORLCHI
Wed 9/25
nonstop
CHIORL
Tue 10/1
nonstop
Spirit
ORLCHI
Wed 9/11
nonstop
CHIORL
Tue 9/17
nonstop
American
ORLCHI
Tue 9/17
nonstop
CHIORL
Tue 9/24
nonstop
$125
United
ORLCHI
Tue 9/17
nonstop
CHIORL
Tue 9/24
nonstop
$125
Allegiant Air
ORLCHI
Sun 9/1
nonstop
CHIORL
Thu 9/5
nonstop
$165
Sun Country
ORLCHI
Wed 9/11
1 stop
CHIORL
Tue 9/17
1 stop
$166

How Much is a Flight from Orlando to Chicago?

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 $119.

Where To Buy Cheap Flights from Orlando to Chicago?

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 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 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 Orlando to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $160 $158
7-14 days $118 $141
14-21 days $89 $121
21-30 days $83 $121
30-60 days $123 $141
60-90 days $123 $141
90+ days $123 $141

Cheapest Day To Fly from Orlando to Chicago

We've examined 57,595,778,181 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Orlando to Chicago is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$134$99$99$125$111$125$134

Compare Flight Prices from Orlando to Chicago 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 Orlando to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
August Orlando Chicago American 8/31/19 9/11/19 1 $156
September Orlando Chicago Frontier 9/11/19 9/17/19 0 $99
October Orlando Chicago Frontier 10/15/19 10/29/19 0 $107
November Orlando Chicago Frontier 11/5/19 11/12/19 0 $123
December Orlando Chicago United 12/19/19 1/7/20 0 $125
January Orlando Chicago American 1/14/20 1/21/20 0 $125
February Orlando Chicago American 2/14/20 2/17/20 0 $125
March Orlando Chicago American 3/24/20 4/7/20 1 $157

Cheap Last Minute Flights from Orlando to Chicago

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

Next 30 Days

SunMonTueWedThuFriSat
25 26 27 28 29 30 31
$166
1 2 3 4 5 6 7
$166 $123
8 9 10 11 12 13 14
$123 $125
15 16 17 18 19 20 21
$125 $125
22 23 24 25 26 27 28
$125 $134
29 30 1 2 3 4 5
$134

Connecting Flights vs Direct Flights from Orlando to Chicago

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 Orlando to Chicago is $178.

The average price for direct flights from Orlando to Chicago is $172.

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

Weekly Direct Flights from Orlando to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 5 4 4 5 5 3 5 02:17 14:24
Frontier 1 2 1 1 1 1 1 07:47 15:50
Spirit 1 1 1 1 1 1 1 12:59 12:59
United 4 4 4 4 4 5 5 03:00 09:45
Major Airlines 5 5 5 5 5 9 7 01:10 17:00

One Way Flights vs Round Trip Flights from Orlando to Chicago

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 $79.

The average price for round trip flights from Orlando to Chicago is $166.

Orlando to Chicago Flight Questions

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

Question: How long is the flight from Orlando to Chicago?
Answer: The average Orlando to Chicago flight time is 2 hours and 54 minutes.
Question: How far is Chicago from Orlando?
Answer: The distance from Orlando to Chicago is 990 miles (1,593 kilometers).
Question: How common are direct flights from Orlando to Chicago?
Answer: There are 117 direct flights from Orlando to Chicago.
Question: What are the most popular Orlando airlines for direct flights from Orlando to Chicago?
Answer: Major Airlines provides 35% 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

Airlines in Orlando flying to Chicago Last modified: Aug 26, 2019 2:20 -04:00Number of routes searched: 296Number of itineraries searched: 2,726,168

Wondering which airlines fly out of Orlando to Chicago? We've gathered the average price of Orlando airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Orlando to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Frontier -
Spirit -
United -
Interjet MEX
American CLT
American DCA
American DFW
American LAX
Alaska PDX
Alaska SAN
Alaska SEA
Alaska SFO
JetBlue BOS
JetBlue JFK
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines CVG
Major Airlines JFK
Frontier DEN
Frontier LAS
Spirit ATL
Spirit AUS
Spirit BOS
Spirit BWI
Sun Country MSP
United CLE
United DEN
United EWR
United EYW

Orlando to Chicago Airports

These are the major commercial airports we're currently monitoring in Orlando and Chicago. 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.

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Cheap Flights from Orlando to Chicago