Journey information
Overview: Orlando, FL to Chicago, IL flight
Flights from Orlando, FL to Chicago, IL depart on average 45 times per day, taking around 3h 15m. Cheap flight tickets for this journey start at $33 (€27) if you book in advance.
There are 11 flights per day. The earliest flight runs at 00:02, the last at 23:55. The fastest flight covers the 984 miles (1585 km) distance in 3h 3m. May is the cheapest month to fly.
Distance 984 miles (1585 km) |
Average flight duration 3h 15m |
Cheapest ticket price $33 (€27) |
Flights per day 45 |
Direct flights 11 |
Fastest flight 3h 3m |
Cheapest month May |
First flight 12:02 AM |
Last flight 11:55 PM |
The cheapest and fastest flights from Orlando, FL to Chicago, IL
Cheapest price
$43
Average price
$58
Fastest journey
3 h 4 m
Average duration
3 h 6 m
Flights per day
5
Distance
1585 km
The best way to find a cheap flight ticket from Orlando, FL to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Orlando, FL to Chicago, IL will cost around $58 if you buy it on the day, but the cheapest tickets can be found for only $43.
Of the 5 flights that leave Orlando, FL for Chicago, IL onSat, Apr 11, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Apr 11 the direct flights cover the 1585 km distance in an average of 3 h 6 m but if you time it right, some flights will get you there in just 3 h 4 m .
On Sat, Apr 11 the longest flights will take 3 h 9 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
8:43 PM3h09Orlando, FL11:52 PMChicago, IL$431One-way0 transfers
7:59 PM3h05Orlando, FL11:04 PMChicago, IL$551One-way0 transfers
5:17 PM3h04Orlando, FL8:21 PMChicago, IL$551One-way0 transfers
5:12 PM3h04Orlando, FL8:16 PMChicago, IL$591One-way0 transfers
10:15 AM9h35Orlando, FL7:50 PMChicago, IL$791One-way0 transfers
5:17 PM3h04Orlando, FL8:21 PMChicago, IL$551One-way0 transfers
5:12 PM3h04Orlando, FL8:16 PMChicago, IL$591One-way0 transfers
7:59 PM3h05Orlando, FL11:04 PMChicago, IL$551One-way0 transfers
9:56 PM3h06Orlando, FL1:02 AMChicago, IL$1241One-way0 transfers
8:43 PM3h09Orlando, FL11:52 PMChicago, IL$431One-way0 transfers
Travel Information
Compare train, bus, and flight for Orlando, FL to Chicago, IL
Omio recommends booking the train as it is the most popular option from Orlando, FL to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $33. For those with little time consider booking a flight which can get you there in 3h 15m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.5 - 1.4kg. The ticket price range depends on the travel mode: a flight costs an average of $33, and a train costs an average of $143.
Distance: 984 miles (1585 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
$142 Average price Cheapest | $309 Average price | $194 Average price |
6h 15m Average total duration Fastest 3h 15m Onboard + 3h 0m Additional time* | 38h 55m Average total duration 38h 25m Onboard + 30m Additional time* | 25h 18m Average total duration 24h 48m Onboard + 30m Additional time* |
4.8 - 9.5kg CO2 emissions | 0.5 - 1.4kg CO2 emissions Lowest | 1.6 - 4.0kg CO2 emissions |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
Orlando, FL to Chicago, IL flight times
The table below shows live departures for Orlando, FL to Chicago, IL flights for today, Friday, April 10. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 4:00 PM Orlando, FL | 3h16 | 7:16 PM Chicago, IL | 0 transfersDirect | |
![]() | 4:06 PM Orlando, FL | 8h32 | 12:38 AM Chicago, IL | 0 transfersDirect | |
| Saturday, April 11 | |||||
![]() | 10:15 AM Orlando, FL | 9h35 | 7:50 PM Chicago, IL | 0 transfersDirect | |
![]() | 1:00 PM Orlando, FL | 8h54 | 9:54 PM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
How far in advance should I book flight tickets from Orlando, FL to Chicago, IL?
Compare prices and tickets Orlando, FL to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Why should you book Orlando, FL to Chicago, IL flights with Omio?
Why book with Omio vs Spirit Airlines?
- Compare with other providers: On Omio, you can not only buy tickets for Spirit Airlines, but also compare tickets for the likes of Frontier Airlines, American Airlines or United to find the best option for your trip from Orlando, FL to Chicago, IL.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Spirit Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Orlando, FL to Chicago, IL.
Why book with Omio over Edreams, Kayak or Trip?
- Compare with other providers: On Omio, you can also compare tickets for the likes of Frontier Airlines, American Airlines or United to find the best option for your trip from Orlando, FL to Chicago, IL.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Orlando, FL to Chicago, IL.
Airlines: Spirit Airlines, Frontier Airlines, American Airlines, United from Orlando, FL to Chicago, ILFind the best flights between Orlando, FL to Chicago, IL with Omio's travel partners Spirit Airlines, Frontier Airlines, American Airlines, United from $33 (€27). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
American Airlines
Spirit Airlines
Frontier Airlines
FAQs: Orlando, FL to Chicago, IL Flight
Find answers to the most common questions about traveling from Orlando, FL to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
popular airports
Popular airports from Orlando, FL to Chicago, IL
- Free Wi-Fi available throughout the airport.
- Shops in all terminals, including Duty-Free and Hudson News.
- Parking available in garages A, B, and C, approximately 1.9€ ($2) per 20 minutes.
- Restaurants in all terminals, including fast food and sit-down options like McDold's and Outback Steakhouse
- Available outside the terminal.
- Ramps, assistance
- Available throughout the airport.
- Hyatt Regency located within the airport.
- Showers available in some lounges.
- Lounges available, including Delta Sky Club and United Club.
- Lost and Found located in the Main terminal, Level 3.
- Car rental services available on-site, including Avis and Hertz
- Lynx Bus 11, 42, 51, stop at terminal A/B, 45 minutes to city center
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from Orlando, FL to Chicago, IL
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