Orlando to Chicago Flights

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Cheap Flights from Orlando (ORL) to Chicago (CHI)

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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.)

Orlando (ORL) to Chicago (CHI) Flight Information

Below are some common questions asked about this flight route:

Orlando (ORL) to Chicago (CHI) Flight Schedule

Flight info.
Departure
Arrival
RouteWeekly Schedule

06:00

SFB

07:41

RFD

Chicago to Orlando---W-FSSearch

06:05

SFB

07:53

RFD

Chicago to Orlando------SSearch

06:30

SFB

08:16

RFD

Chicago to Orlando-M-----Search

06:35

SFB

08:21

RFD

Chicago to Orlando-------Search

07:00

MCO

09:17

ORD

Chicago to Orlando-M-----Search

07:05

MCO

09:16

ORD

Chicago to OrlandoSMTWTFSSearch

07:17

MCO

09:26

ORD

Chicago to Orlando---W---Search

07:31

SFB

09:15

RFD

Chicago to Orlando----TF-Search

08:47

MCO

10:49

ORD

Chicago to OrlandoSMTWTFSSearch

08:48

MCO

11:02

ORD

Chicago to OrlandoS------Search

08:53

MCO

10:57

ORD

Chicago to Orlando---W---Search

10:00

MCO

12:00

ORD

Chicago to Orlando-----F-Search

10:25

MCO

12:23

ORD

Chicago to Orlando---W---Search

10:42

MCO

12:46

ORD

Chicago to OrlandoSMTWTFSSearch

12:50

MCO

14:40

ORD

Chicago to Orlando-----F-Search

12:52

SFB

14:31

RFD

Chicago to Orlando---W--SSearch

12:53

MCO

15:02

ORD

Chicago to Orlando-------Search

13:04

SFB

14:50

RFD

Chicago to Orlando------SSearch

13:05

SFB

14:47

RFD

Chicago to Orlando---W--SSearch

13:13

SFB

14:59

RFD

Chicago to Orlando-----F-Search

14:09

SFB

15:48

RFD

Chicago to Orlando-------Search

14:12

SFB

15:51

RFD

Chicago to Orlando-------Search

14:25

SFB

16:04

RFD

Chicago to Orlando-------Search

14:45

MCO

16:47

ORD

Chicago to Orlando-M-----Search

14:52

SFB

16:31

RFD

Chicago to Orlando--TW--SSearch

15:00

MCO

16:53

ORD

Chicago to Orlando-MT----Search

15:38

SFB

17:15

RFD

Chicago to Orlando-------Search

15:56

SFB

17:42

RFD

Chicago to Orlando-M-----Search

15:58

SFB

17:42

RFD

Chicago to Orlando------SSearch

16:23

MCO

18:33

ORD

Chicago to Orlando-------Search
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Roundtrip vs One-Way Flights from Orlando (ORL) to Chicago (CHI)

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(ORL) to Chicago(CHI). However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Travel from Orlando (ORL) to Chicago (CHI)

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 (ORL - CHI)

Make your journey from Orlando (ORL) to Chicago (CHI) 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.