Flight Orlando, FL - Chicago, IL prices from $209.89

23/04/2024
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$209.89

Orlando, FL to Chicago, IL by flight

The journey from Orlando, FL to Chicago, IL by flight is 1,586.68 km and takes 5 hrs 41 mins. There are 30 connections per day, with the first departure at 6:00 a.m. and the last at 7:08 p.m.. It is possible to travel from Orlando, FL to Chicago, IL by flight for as little as $209.89 or as much as $704.03. The best price for this journey is $209.89.

Lowest Price$209.89
Journey Duration5 hrs 41 mins
Connection per Day30
Lowest Price$209.89
Highest Price$704.03
First Departure6:00 a.m.
Last Departure7:08 p.m.
Distance1,586.68 km
DepartureOrlando, FL
ArrivalChicago, IL
CarriersSun Country Airlines, United Airlines

Orlando, FL to Chicago, IL Flight Times

Departure date
Tuesday, Apr 23, 2024

Compare prices and tickets from Orlando, FL to Chicago, IL

Cheap flight tickets from Orlando, FL to Chicago, IL
Looking for the best deal on a train ticket for your trip? Here are 4 ways to get cheap train tickets from Orlando, FL to Chicago, IL.

Book in advance and save

If you're looking for the best deal for your trip from Orlando, FL to Chicago, IL, booking train tickets in advance is a great way to save money, but keep in mind that advance tickets are usually not available until 3 months before your travel date.

Stay flexible with your travel time and explore off-peak journeys

Planning your trips around off-peak travel times not only means that you'll be able to avoid the crowds, but can also end up saving you money. Being flexible with your schedule and considering alternative routes or times will significantly impact the amount of money you spend on getting from Orlando, FL to Chicago, IL.

Always check special offers

Checking on the latest deals can help save a lot of money, making it worth taking the time to browse and compare prices. So make sure you get the best deal on your ticket and take advantage of special fares for children, youth and seniors as well as discounts for groups.

Unlock the potential of slower trains or connecting trains

If you're planning a trip with some flexible time, why not opt for the scenic route? Taking slower trains or connecting trains that make more stops may save you money on your ticket – definitely worth considering if it fits in your schedule.

Best time to book Orlando, FL to Chicago, IL travel

Virail Pro Tip ✌: Booking 10 days in advance save 10% on average

Find the best day to travel to Chicago, IL by plane

When travelling to Chicago, IL by plane, if you want to avoid crowds you can check how frequently our customers are travelling in the next 30-days using the graph below. On average, the peak hours to travel are between 6:30am and 9am in the morning, or between 4pm and 7pm in the evening. Please keep this in mind when travelling to your point of departure as you may need some extra time to arrive, particularly in big cities!

Carriers on this route

Find out more about the carriers on this route.

United Airlines is a major American airline headquartered in Chicago, Illinois. It is one of the world's largest airlines, operating a comprehensive domestic and international network of flights. United Airlines operates a fleet of over 800 aircraft, serving more than 350 destinations in over 50 countries. The airline is a founding member of the Star Alliance, which is the world's largest airline alliance. United Airlines offers a range of services to its passengers, including in-flight entertainment, Wi-Fi, and a loyalty program called MileagePlus. The airline has a strong commitment to sustainability and has implemented various initiatives to reduce its environmental impact.

Sun Country Airlines is a low-cost American airline headquartered in Minneapolis, Minnesota. It was founded in 1982 and operates scheduled and charter flights to destinations across the United States, Mexico, Central America, and the Caribbean. Sun Country Airline's fleet consists of Boeing 737-800 and 737-700 aircraft, and it offers a variety of services including in-flight entertainment, Wi-Fi, and food and beverage options for purchase. The airline has a reputation for providing affordable fares and friendly service, making it a popular choice for leisure travelers. Sun Country Airlines is committed to safety, sustainability, and customer satisfaction.

Services on board Sun Country Airlines and United Airlines from Orlando, FL to Chicago, IL
Compare services on board when travelling from Orlando, FL to Chicago, IL by plane.
Facilities Sun Country Airlines United Airlines
wifi WiFi check check
luggage Luggage cross check

Orlando, FL to Chicago, IL CO2 Emissions by Flight

Ecology
Train
111.07kg
Bus
119kg
Flight
317.34kg
Car
253.87kg

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Frequently Asked Questions

How much is a flight ticket from Orlando, FL to Chicago, IL?
A flight ticket from Orlando, FL to Chicago, IL is $432.85. However the price varies depending on how early you buy, and if it's peak time to travel. Occasionally you can find them for as cheap as $209.89.
What's the cheapest flight ticket from Orlando, FL to Chicago, IL?
The cheapest ticket you can get from Orlando, FL to Chicago, IL is $209.89. We recommend booking as early as possible and off-peak hours to get the cheapest ticket possible. Off-peak times are usually from 09:30 to 16:00, and after 19:00.
What's the distance between Orlando, FL and Chicago, IL by flight?
Orlando, FL to Chicago, IL is 1,586.68 km.
How long does the flight between Orlando, FL and Chicago, IL take?
Orlando, FL to Chicago, IL is on average 5 hrs 41 mins. However the fastest option will get you there in 2 hrs 59 mins.
Which companies operate from Orlando, FL to Chicago, IL?
The flight journey from Orlando, FL to Chicago, IL is covered by 2 operator(s). On Virail you can find these carriers that provide services on this route: Sun Country Airlines, United Airlines and American Airlines.
How many flight connections per day go from Orlando, FL to Chicago, IL?
Orlando, FL to Chicago, IL has 30 connection(s) per day on average.
What time does the first flight from Orlando, FL to Chicago, IL leave?
The earliest flight from Orlando, FL to Chicago, IL departs at 6:00 a.m.. However be sure to check with us the schedule on the day you want to leave as the time may differ.
What time does the last flight from Orlando, FL to Chicago, IL depart?
The latest flight from Orlando, FL to Chicago, IL departs at 7:08 p.m.. However be sure to check with us the schedule on the day you want to leave as the time may differ.
Should I book my ticket from Orlando, FL to Chicago, IL in advance?
If you can, we recommend booking your ticket as early as possible to ensure you get better savings. The cheapest flight ticket we have found is $209.89 but this may be subject to change depending on the day of travel, hour you wish to depart and how far in advance you book.
How many direct connections depart from Orlando, FL to Chicago, IL?
There are on average 9 direct connection(s) from Orlando, FL to go to Chicago, IL.
What's the fastest journey time between Orlando, FL to Chicago, IL by flight?
The fastest journey time by flight between Orlando, FL and Chicago, IL is 2 hrs 59 mins.
Is there a direct flight from Orlando, FL to Chicago, IL?
Yes, there is a direct flight between Orlando, FL and Chicago, IL.
What are the CO2 emissions for Orlando, FL to Chicago, IL by flight?
The flight journey from Orlando, FL to Chicago, IL creates 317.34kg of CO2 emissions.