The displayed fares were last found on: Sat | 03 October 12:36 AM(EST) . Fares are round trip.
The displayed flights from Orlando to Chicago are round-trip. Airfares are non-warranted and subject to change. The fares comprise base fare, fuel surcharges, airline/airport taxes, and our service fee.
Search, Compare and Book Flights from Orlando to Chicago
Cheapfaremart takes away the hassles of fare comparison and flight booking from your travel planning. We list fares from ORL to CHI with all the carriers operating on the route. We have invested in the best of travel technology that pulls out the top Chicago airfare deals available with different passenger carriers.
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Season Brings a Major Fluctuation in Ticket Pricing
High
“Summer”
Month-wise: June, July August
Low
“Early spring and fall”
Month-wise: March, November
Shoulder
“Spring, autumn”
Month-wise: April, May, Sep, October
Worst
“Winter”
Month-wise: December, January, February
Airport in Orlando Handling Departure Flights to Chicago
1. Orlando International Airport
Airport Code: MCO
Location: Six miles (10 km) southeast of Downtown Orlando
Airlines operating nonstop flights to Chicago: Spirit, United, American, Frontier
Airlines operating connecting flights to Chicago: American, Spirit, Frontier, Delta, United
2. Daytona Beach International Airport
Airport Code: DAB
Location: 53 miles/85 km from Orlando, FL.
Airlines operating nonstop flights to Chicago: No Airlines
Airlines operating connecting flights to Chicago: American Airlines, Jetblue Airways, and United Airlines.
Arrival Airport Choices in Chicago
1. O’Hare International Airport
Airport Code: ORD
Location: 14 miles (23 km) northwest of the Loop business district
2. Chicago Midway International Airport
Airport Code: MDW
Location: Eight miles (13 km) from the Loop.
Number of Orlando to Chicago Flights per Day
MCO to ORD
Nonstop: 23
Duration: 03 hours 07 minutes
Airlines (Nonstop): Spirit, American, Frontier, United
Connecting: Over 750
Airlines (Connecting): American, Delta, United
Duration (Min): 04 hours 17 minutes to 18 hours (depending upon layover or transfer time)
MCO to MDW
Nonstop: 0
Connecting: 200
Airlines: Delta, Spirit, Frontier, American
Duration: From 04 hours 37 minutes to 12 hours
DAB to ORD
Nonstop: 0
Connecting flights: Yes
Number of flights per day: 391 (approx.)
Airlines: American, Delta
Duration: 4 hours 25 minutes to 18 hours (depending upon layover or transfer time)
How Long is the Flight from Orlando to Chicago?
The flight time from Orlando to Chicago is 2 hours 21 minutes (approximate). The flight distance between ORL and CHI is 985 miles/1584 km. Take note of the time difference between Chicago and Orlando. Chicago is one hour behind Orlando. You may observe some variation in flight time and distance based on the departure and arrival airport pair.
| Departure-Arrival Airport | Flight Distance | Flight Time |
| MCO to ORD | 2,215 miles/3564 km | 4 hours 56 minutes |
| DAB to MDW | 2,215 miles/3565 km | 4 hours 56 minutes |
| MCO to MDW | 2,171 miles/3494 km | 4 hours 51 minutes |
| DAB to ORD | 2,187 miles/3519 km | 4 hours 52 minutes |
Note: The flight distance and flight time are tentative. You should check with your airlines to have the precise information.
How to Book Cheap Flights from Orlando to Chicago?
Practice these simple flight booking hacks to discover cheap flight deals on Chicago flight booking.
1. Be flexible with your date
If you are flexible, you are likely to find the top ORL to Chicago flight deals. Scheduling your flight departure day on a Wednesday or Thursday, you can have the edge over the competition of getting a flight ticket that happens on the weekend.
2. Be flexible with your time
Majority of travelers travel in day hours. Going against the trend, if you opt for a red-eye flight, you have chances to save some cash.
3. Wait for the right season
The best time for getting good deals on flights is winter, especially in January and February. Late November and early December also see dips in pricing for flights. If you are heading in winter, you must add some extra layer as the nights see sub-zero temperature.
4. Don’t wait for unexpected fare drop
Patience pays off. However, it should not stop you from rationale decision-making when you come across any ORL to CHI fare which you understand is far below the average.
Confirm your one-way or round trip flight tickets from Orlando to Chicago now. You may get in touch with us over the phone or chat to see on-demand help in flight booking.
