Orlando to Chicago Flights

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Orlando to Chicago Flight Info

Peak season for travel

May
AU$74

Off-season for travel

September
AU$43

Cheapest return ticket price

AU$295
Orlando(SFB) ⇒ Chicago(RFD)

Cheapest direct flight price

AU$150
Orlando(MCO) ⇒ Chicago(ORD)

Frequently Asked Questions

  • When are flight tickets from Orlando (ORL) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Orlando to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Orlando (ORL) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AU$244.
  • How long does it take to fly from Orlando (ORL) to Chicago (CHI)?

    It takes about 3 hours 6 minutes to fly from Orlando (ORL) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 13km, by taxi about 30 minutes.
  • What time does the earliest flight from Orlando to Chicago depart?

    The earliest flight departs from Orlando (MCO) at 06:10 and arrives in Chicago (MDW) at 08:05.
  • What time does the latest flight from Orlando to Chicago depart?

    The latest flight departs from Orlando (MCO) at 21:45 and arrives in Chicago (MDW) at 23:35.
  • What are the most popular airlines that fly from Orlando (ORL) to Chicago (CHI)?

    Airlines with flights from Orlando (ORL) to Chicago (CHI): Frontier Airlines, United Airlines, American Airlines and Alaska Airlines.
  • What's the most popular airline for non-stop flights from Orlando (ORL) to Chicago (CHI)?

    United Airlines operates 586 non-stop flights from Orlando (ORL) to Chicago (CHI).
  • How many airports are there in Chicago (CHI)?

  • What are some travel guidelines for Chicago during the COVID19 pandemic?

    Entry restrictions and flight schedule changes and cancellations are frequently updated and subject to change. If you plan to travel to Chicago, please obtain the most updated information from the airline you plan to book your travels with. You can also refer to COVID19 Country/Region Entry Restrictions for more information.
  • Which airlines offer free date changes for flights to this city during the COVID19 pandemic?

    There are no airlines with flights to this city that provide this service. Please use this information as a reference only and confirm with the airline prior to booking.

Orlando (ORL) to Chicago (CHI) Flight Schedule

Flight info.
Departure
Arrival
RouteWeekly Schedule
Allegiant Air

06:00

SFB

07:41

RFD

Orlando to Chicago---W-FSSearch
Allegiant Air

06:05

SFB

07:53

RFD

Orlando to Chicago------SSearch
Allegiant Air

06:30

SFB

08:16

RFD

Orlando to Chicago-M-----Search
Allegiant Air

06:35

SFB

08:21

RFD

Orlando to Chicago-M-----Search
American Airlines

07:00

MCO

09:17

ORD

Orlando to Chicago-M-----Search
Frontier Airlines

07:05

MCO

09:16

ORD

Orlando to ChicagoSMTWTFSSearch
Alaska Airlines

07:17

MCO

09:26

ORD

Orlando to Chicago---W---Search
Allegiant Air

07:31

SFB

09:15

RFD

Orlando to Chicago----TF-Search
Alaska Airlines

08:47

MCO

10:49

ORD

Orlando to ChicagoSMTWTFSSearch
American Airlines

08:48

MCO

11:02

ORD

Orlando to ChicagoS---TFSSearch
Alaska Airlines

08:53

MCO

10:57

ORD

Orlando to Chicago---W---Search
United Airlines

10:00

MCO

12:00

ORD

Orlando to Chicago---W-F-Search
American Airlines

10:25

MCO

12:23

ORD

Orlando to ChicagoSMTWTFSSearch
Alaska Airlines

10:42

MCO

12:46

ORD

Orlando to ChicagoSMTWTFSSearch
Copa Airlines

12:50

MCO

14:40

ORD

Orlando to Chicago-----F-Search
Allegiant Air

12:52

SFB

14:31

RFD

Orlando to Chicago---W--SSearch
Frontier Airlines

12:53

MCO

15:02

ORD

Orlando to Chicago-------Search
Allegiant Air

13:04

SFB

14:50

RFD

Orlando to Chicago------SSearch
Allegiant Air

13:05

SFB

14:47

RFD

Orlando to Chicago---W--SSearch
Allegiant Air

13:13

SFB

14:59

RFD

Orlando to Chicago-----F-Search
Allegiant Air

14:09

SFB

15:48

RFD

Orlando to Chicago------SSearch
Allegiant Air

14:12

SFB

15:51

RFD

Orlando to Chicago-------Search
Allegiant Air

14:25

SFB

16:04

RFD

Orlando to Chicago-------Search
Copa Airlines

14:45

MCO

16:47

ORD

Orlando to Chicago-M-----Search
Allegiant Air

14:52

SFB

16:31

RFD

Orlando to Chicago------SSearch
Copa Airlines

15:00

MCO

16:53

ORD

Orlando to Chicago-----F-Search
Allegiant Air

15:38

SFB

17:15

RFD

Orlando to Chicago-------Search
Allegiant Air

15:56

SFB

17:42

RFD

Orlando to Chicago-M-----Search
Allegiant Air

15:58

SFB

17:42

RFD

Orlando to Chicago------SSearch
American Airlines

16:23

MCO

18:33

ORD

Orlando to Chicago-------Search
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  • A Trip to Remember (ORL—CHI)

    Make your journey from Orlando (ORL) to Chicago (CHI) a trip to remember by using Trip.com to view Chicago attractions before you arrive. Once you know what to do in Chicago, you can reserve and book in advance for the best travel experience possible. Planning ahead is the most effective way to ensure your whole travel experience goes smoothly. Whether you need help choosing the perfect restaurant, discovering the best places to try local flavors, or finding the most stunning views in town, Trip.com is with you every step of the way for your trip to Chicago.