Flights from Orlando to Chicago from $43

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Flights Schedule Cheap Tickets Airlines Airports

Airfare Deals Orlando to Chicago

On HolidayPrice.com you will find 6 direct and 2 connecting flights from Orlando to Chicago at a price of from $43. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out ORL - CHI flight schedule to find best flight time, convenient departure and arrival airports.

Sun

The cost of airline tickets from Orlando to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

You might be interested in this:

Cheap flights from Orlando
Cheap flights to Chicago
Airline tickets to United States

One way flight from Orlando to Chicago

Below are the prices of tickets for direct one-way flights from Orlando to Chicago. The cheapest flight from Orlando to Chicago starts from $43 – the departure date for this flight is 12 January 2025.

*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Orlando to Chicago

You can buy a round-trip ticket from Orlando to Chicago (United States) and back using the table below. The best offer starts from $90, the flight dates are: there on 11 January 2025 year and back on 18 January 2025 year.

Sort by: Departure date Cheap flights Trip time Direct flights

Frontier Airlines F9 2041 Evening flight

Departure 10.01.25 23:34, Fr

Direct Trip 1 day

Return 11.01.25 18:25, Sa

Find Flights from $159

Frontier Airlines F9 1457 Day flight

Departure 19.01.25 13:00, Su

Direct Trip 9 hours

Return 19.01.25 22:18, Su

Find Flights from $168

Frontier Airlines F9 1457 Day flight

Departure 12.01.25 13:00, Su

1 Stopover Trip 1 day

Return 13.01.25 22:53, Mo

Find Flights from $283

*Prices include: baggage, hand luggage, airline fees and charges.

Not found promotions and sales.

Flight Schedule Orlando to Chicago 2024

The current flight schedule for the route from Orlando to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 17 flights every day, from 2hours 45min. Local departure and arrival times are indicated.

06:05 → 08:24

Frontier Airlines F93043

MCO → ORD

- - - Th - - Su

Check price

06:25 → 08:20

Southwest Airlines WN858

MCO → MDW

- - - - - Sa -

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06:35 → 08:29

Allegiant Air G41314

SFB → RFD

Mo - - - - - -

Check price

06:35 → 08:29

Allegiant Air G42896

SFB → RFD

- - - - Fr - -

Check price

07:00 → 09:16

American Airlines AA2016

MCO → ORD

- - - Th Fr - Su

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07:10 → 09:05

Southwest Airlines WN898

MCO → MDW

Mo Tu We Th - - -

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07:12 → 09:30

American Airlines AA2016

MCO → ORD

Mo Tu We - - Sa -

Check price

07:30 → 09:54

Frontier Airlines F93043

MCO → ORD

Mo - - - Fr - -

Check price

07:55 → 09:45

Southwest Airlines WN898

MCO → MDW

- - - - Fr - Su

Check price

08:08 → 10:03

Frontier Airlines F91457

MCO → MDW

- - - - - - Su

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08:20 → 13:55

Southwest Airlines WN1284

MCO → MDW

- - - - - Sa -

Check price

08:25 → 10:15

Southwest Airlines WN898

MCO → MDW

- - - - - Sa -

Check price

Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Orlando takes 02:38 minutes (excluding transfers). The distance between Orlando and Chicago is 984 miles (1584 kilometers). Planes depart from Orlando between 00:00 and 23:57. The fastest flight from the company Allegiant Air with flight number G4 2279. Flies for just 02:13 minutes with departure from Orlando Sanford and arrival in Chicago Rockford.

Airlines

Direct flight

There are 6 airlines that fly directly from Orlando to Chicago. The most popular company carrying out non-stop flights is American Airlines.

American Airlines: AA 2929, AA 2721, AA 1110
Allegiant Air: G4 2141, G4 2209, G4 2163
Southwest Airlines: WN 1185, WN 1734, WN 1717
Spirit Airlines: NK 910, NK 1899, NK 912
United Airlines: UA 1546, UA 2142, UA 1850
Frontier Airlines: F9 1154, F9 1419

*Flight number

Flights with Transfers

Flights with transfers from Orlando to Chicago can be bought from 2 airlines:

Southwest Airlines: Nashville, Baltimore
Frontier Airlines: Philadelphia, Atlanta

*Transit cities

Airports

Airports serving the air communication between Orlando and Chicago. You can fly to Chicago from 2 Orlando airports. Planes arrive at 3 airport in Chicago.

Orlando airports:

Orlando ~ 14 km* from $ 29Orlando Sanford ~ 31 km* from $ 61

Chicago airports:

O'Hare ~ 25 km* from $ 29Chicago Rockford ~ 127 km* from $ 61Chicago Midway ~ 14 km* from $ 53

*Distance from the airport to the city center

Aircraft

You can fly from Orlando to Chicago on board of 6 airlines that utilize 8 aircraft models.

Airbus A319
Airbus A320
Airbus A321

Boeing 737
Boeing 737-700
Boeing 737-800

Boeing 737-900
Boeing 757-300

Connecting cities

The list of cities on transfer flights to Chicago from Orlando. The best options are to fly through: Nashville, Baltimore, Philadelphia, Atlanta.

Nashville
Baltimore

Philadelphia
Atlanta

Cheap airline tickets from Orlando to United States

Here is a list of flights from Orlando to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Orlando - New York DL 1950 Delta Air Lines Airbus A321

16:00 Orlando

in a way 2 hours 0 min Direct

18:00 LaGuardia

Flights
from $35 10 January 2025

Orlando - Los Angeles F9 1151 Frontier Airlines Airbus A320

00:28 Orlando

in a way 5 hours 3 min Direct

05:31 Ontario

Flights
from $62 11 January 2025

Orlando - Miami NK 303 Spirit Airlines Airbus A321

05:03 Orlando

in a way 0 hours 56 min Direct

05:59 Fort Lauderdale Executive Airport

Flights
from $46 16 January 2025

Orlando - Chicago G4 2279 Allegiant Air Airbus A319

00:47 Orlando Sanford

in a way 2 hours 13 min Direct

03:00 Chicago Rockford

Flights
from $43 12 January 2025

Orlando - San Francisco WN 5614 Southwest Airlines Boeing 737-800

16:20 Orlando

in a way 5 hours 25 min Direct

21:45 Norman Y. Mineta San Jose

Flights
from $77 16 January 2025

All flights from Orlando

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Chicago UA 761 United Airlines Boeing 737-800

13:00 LaGuardia

in a way 2 hours 0 min Direct

15:00 O'Hare

Flights
from $25 12 January 2025

Los Angeles - Chicago UA 910 United Airlines Boeing 737-800

10:23 Los Angeles

in a way 3 hours 37 min Direct

14:00 O'Hare

Flights
from $37 16 January 2025

Miami - Chicago AA 2796 American Airlines Boeing 767-300

17:05 Miami

in a way 2 hours 55 min Direct

20:00 O'Hare

Flights
from $27 16 January 2025

San Francisco - Chicago UA 1800 United Airlines Airbus A319

04:15 San Francisco

in a way 3 hours 45 min Direct

08:00 O'Hare

Flights
from $62 16 January 2025

Boston - Chicago UA 789 United Airlines Boeing 737-900

02:44 Boston RT128 Railway

in a way 2 hours 16 min Direct

05:00 O'Hare

Flights
from $30 16 January 2025

All flights to Chicago

Tips for buying a ticket

Orlando – Chicago – Orlando round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Orlando to Chicago — Chicago city

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