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Orlando to Chicago Flight Information

Below are some common questions asked about this flight route:

Best time to book Orlando to Chicago flights

Generally the best time to book Orlando to Chicago flights is two months in advance. And the cheapest days to fly are Tuesdays, Wednesdays, and Saturdays. Sunday is the most expensive.

How many direct flights from Orlando to Chicago?

There are 90 direct flights from Orlando to Chicago.

What is the most popular airline for non-stop flights from Orlando to Chicago?

United Airlines provides 44 of the non-stop flights between Orlando and Chicago.

Airlines flying this route:
Airports in Orlando:
Airports in Chicago:
Average duration of direct flights: 2h58m

Orlando to Chicago Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
18:09 MCO 20:19 ORD
Orlando to Chicago SMTWTFS Search
08:47 MCO 10:49 ORD
Orlando to Chicago SMTWTFS Search
09:45 MCO 11:39 ORD
Orlando to Chicago SMTWTFS Search
08:53 MCO 10:57 ORD
Orlando to Chicago SMTWTFS Search
12:50 MCO 14:50 ORD
Orlando to Chicago SMTWTFS Search
14:45 MCO 16:47 ORD
Orlando to Chicago -MTWT-S Search
16:33 MCO 18:39 ORD
Orlando to Chicago SMTWTFS Search
14:45 MCO 16:47 ORD
Orlando to Chicago SMTWTFS Search
LX3291
14:45 MCO 16:47 ORD
Orlando to Chicago SMTWTFS Search
LH7503
20:04 MCO 21:54 ORD
Orlando to Chicago S------ Search
10:42 MCO 12:46 ORD
Orlando to Chicago SMTWTFS Search
17:58 MCO 20:02 ORD
Orlando to Chicago SMTWTFS Search
IB4103
10:42 MCO 12:46 ORD
Orlando to Chicago SMTWTFS Search
SK8812
Sas
08:15 MCO 10:13 ORD
Orlando to Chicago SMTWTFS Search
19:24 MCO 21:26 ORD
Orlando to Chicago SMTWT-S Search
NH7727
ANA
12:50 MCO 14:50 ORD
Orlando to Chicago SMTWTFS Search
16:29 MCO 18:31 ORD
Orlando to Chicago -MTWT-S Search
10:42 MCO 12:46 ORD
Orlando to Chicago SMT-TFS Search
08:53 MCO 10:57 ORD
Orlando to Chicago SMTWTFS Search
10:42 MCO 12:46 ORD
Orlando to Chicago S-TWTFS Search

Orlando to O'Hare International Airport (ORD)

14:45, Dec 6 - 18:10, Dec 9
UA | United Airlines
2h 50m
MCO - ORD
Nonstop
US$128
Round-trip from
Search
06:00, Nov 27 - 16:14, Nov 30
NK | Spirit Airlines
3h 1m
MCO - ORD
Nonstop
US$137
Round-trip from
Search
07:05, Dec 28 - 10:29, Jan 3
F9 | Frontier Airlines
3h 9m
MCO - ORD
Nonstop
US$171
Round-trip from
Search
07:02, Dec 28 - 19:07, Jan 3
AA | American Airlines
3h 8m
MCO - ORD
Nonstop
US$215
Round-trip from
Search
12:09, Nov 27 - 08:16, Dec 1
DL | Delta Air Lines
5h 50m
MCO - ORD
1 stop
US$306
Round-trip from
Search

Orlando to Midway International Airport (MDW)

22:55, Dec 28 - 10:29, Jan 3
WN | Southwest Airlines
2h 45m
MCO - MDW
Nonstop
US$230
Round-trip from
Search
05:20, Dec 28 - 08:27, Jan 3
DL | Delta Air Lines
5h 37m
MCO - MDW
1 stop
US$267
Round-trip from
Search
06:15, Dec 6 - 09:22, Dec 9
DL | Delta Air Lines
4h 44m
MCO - MDW
2 stop
US$175
Round-trip from
Search

Orlando to Rockford International Airport (RFD)

16:03, Dec 28 - 10:29, Jan 3
G4 | Allegiant Air
2h 44m
SFB - RFD
Nonstop
US$193
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Orlando to Chicago

There is usually no major price difference between buying a roundtrip 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 roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Nonstop vs Connecting Flights from Orlando to Chicago

The average price for connecting flights from Orlando to Chicago is USD 108.51.The average price for nonstop flights from Orlando to Chicago is USD 210.21.

Travel from Orlando to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Orlando to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Orlando to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.