- Must visit
The Charles Hosmer Morse Museum Of American Art
Important museum in Winter Park housing the world’s most comprehensive collection of works by Louis Comfort Tiffany.
Flights from Chicago, IL to Orlando, FL depart on average 62 times per day, taking around 2h 56m. Cheap flight tickets for this journey start at $46 (€38) if you book in advance.
There are 14 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 2h 40m. June is the cheapest month to fly.
Distance 984 miles (1585 km) |
Average flight duration 2h 56m |
Cheapest ticket price $46 (€38) |
Flights per day 62 |
Direct flights 14 |
Fastest flight 2h 40m |
First flight 12:02 AM |
Last flight 11:55 PM |
Cheapest Month Jun |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Fri |
Least Busy Day Sun |
Best time to book 28 days |
Cheapest price
$218
Average price
$634
Fastest journey
2 h 40 m
Average duration
2 h 54 m
Flights per day
69
Distance
1585 km
The best way to find a cheap flight ticket from Chicago, IL to Orlando, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Orlando, FL will cost around $634 if you buy it on the day, but the cheapest tickets can be found for only $218.
Of the 69 flights that leave Chicago, IL for Orlando, FL onThu, Jul 02, 11 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jul 02 the direct flights cover the 1585 km distance in an average of 2 h 54 m but if you time it right, some flights will get you there in just 2 h 40 m .
On Thu, Jul 02 the longest flights will take 2 h 59 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.
F93044
F92145 · F91876
F92145 · F91728
F92112 · F92415
UA1643
UA284
UA2280
UA609
UA1811
UA1382Omio recommends booking the train as it is the most popular option from Chicago, IL to Orlando, FL among Omio's users. If you are prioritising price take the flight with prices starting from $46. For those with little time consider booking a flight which can get you there in 2h 56m. 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 $46, and a train costs an average of $142.
Distance: 984 miles (1585 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$177 Average price Cheapest | $327 Average price | $227 Average price | $247 Average price (fuel + tolls) |
5h 56m Average total duration Fastest 2h 56m Onboard + 3h 0m Additional time* | 38h 38m Average total duration 38h 8m Onboard + 30m Additional time* | 25h 10m Average total duration 24h 40m Onboard + 30m Additional time* | 16h 55m Average total duration (door-to-door) |
4.8 - 9.5kg CO2 emissions | 0.5 - 1.4kg CO2 emissions Lowest | 1.6 - 4.0kg CO2 emissions | - CO2 emissions |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to Orlando, FL:
A flight is $50 (€41) less than a bus for this route with tickets for a bus from Chicago, IL to Orlando, FL costing on average $227 (€187).
A flight is $150 (€124) less than a train for this route with tickets for a train from Chicago, IL to Orlando, FL costing on average $327 (€270).
Other travel options to Orlando, FL take longer:
Bus takes on average 24h 40m.
Train takes on average 38h 8m.
The table below shows live departures for Chicago, IL to Orlando, FL flights for today, Wednesday, July 1. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
UA1150 · UA259 | 12:56 PM O'Hare International Airport | 9h45 | 11:41 PM Orlando International Airport | 1 transfer | |
AS579 · AS394 | 1:01 PM O'Hare International Airport | 16h15 | 6:16 AM Orlando International Airport | 1 transfer | |
UA2794 · UA2463 | 1:30 PM O'Hare International Airport | 5h15 | 7:45 PM Orlando International Airport | 1 transfer | |
UA2802 · UA259 | 1:30 PM O'Hare International Airport | 9h11 | 11:41 PM Orlando International Airport | 1 transfer | |
UA609 | 2:00 PM O'Hare International Airport | 2h57 | 5:57 PM Orlando International Airport | 0 transfersDirect | |
AS325 · AS430 · AS394 | 2:12 PM O'Hare International Airport | 15h04 | 6:16 AM Orlando International Airport | 2 transfers | |
AS325 · AS2313 · AS394 | 2:12 PM O'Hare International Airport | 15h04 | 6:16 AM Orlando International Airport | 2 transfers | |
UA2451 · UA2323 | 2:15 PM O'Hare International Airport | 8h07 | 11:22 PM Orlando International Airport | 1 transfer | |
AS1447 · AS707 | 2:20 PM O'Hare International Airport | 13h58 | 5:18 AM Orlando International Airport | 1 transfer | |
AS407 · AS394 | 3:43 PM O'Hare International Airport | 13h33 | 6:16 AM Orlando International Airport | 1 transfer | |
UA2437 · UA689 | 3:53 PM O'Hare International Airport | 8h08 | 1:01 AM Orlando International Airport | 1 transfer | |
UA5954 · UA6362 · UA689 | 4:00 PM O'Hare International Airport | 8h01 | 1:01 AM Orlando International Airport | 2 transfers | |
UA714 · UA2323 | 4:05 PM O'Hare International Airport | 6h17 | 11:22 PM Orlando International Airport | 1 transfer | |
F93044 | 4:59 PM O'Hare International Airport | 3h02 | 9:01 PM Orlando International Airport | 0 transfersDirect | |
F93135 · F94978 | 5:29 PM O'Hare International Airport | 28h36 | 11:05 PM Orlando International Airport | 1 transfer | |
F93135 · F91418 | 5:29 PM O'Hare International Airport | 22h15 | 4:44 PM Orlando International Airport | 1 transfer | |
AS337 · AS394 | 5:42 PM O'Hare International Airport | 11h34 | 6:16 AM Orlando International Airport | 1 transfer | |
UA1382 | 5:56 PM O'Hare International Airport | 2h59 | 9:55 PM Orlando International Airport | 0 transfersDirect | |
AS583 · AS2136 · AS300 | 6:42 PM O'Hare International Airport | 20h07 | 3:49 PM Orlando International Airport | 2 transfers | |
AS583 · AS1457 · AS300 | 6:42 PM O'Hare International Airport | 20h07 | 3:49 PM Orlando International Airport | 2 transfers | |
AS329 · AS295 | 8:20 PM O'Hare International Airport | 19h06 | 4:26 PM Orlando International Airport | 1 transfer | |
UA457 · UA2636 | 9:20 PM O'Hare International Airport | 12h07 | 10:27 AM Orlando International Airport | 1 transfer | |
F91483 · F92520 | 9:48 PM O'Hare International Airport | 30h50 | 5:38 AM Orlando International Airport | 1 transfer | |
F91483 · F94646 | 9:48 PM O'Hare International Airport | 12h59 | 11:47 AM Orlando International Airport | 1 transfer | |
F91483 · F93312 | 9:48 PM O'Hare International Airport | 17h45 | 4:33 PM Orlando International Airport | 1 transfer | |
UA2666 · UA2292 | 5:00 AM O'Hare International Airport | 7h57 | 1:57 PM Orlando International Airport | 1 transfer | |
UA2310 | 5:30 AM O'Hare International Airport | 6h30 | 1:00 PM Orlando International Airport | 0 transfersDirect | |
UA284 | 6:00 AM O'Hare International Airport | 2h40 | 9:40 AM Orlando International Airport | 0 transfersDirect | |
B61206 · B683 | 6:00 AM O'Hare International Airport | 8h16 | 3:16 PM Orlando International Airport | 1 transfer | |
AS715 · AS420 | 6:00 AM O'Hare International Airport | 11h30 | 6:30 PM Orlando International Airport | 1 transfer | |
UA2295 · UA2215 | 6:00 AM O'Hare International Airport | 8h54 | 3:54 PM Orlando International Airport | 1 transfer | |
UA1186 · UA2394 · UA1213 | 6:05 AM O'Hare International Airport | 10h52 | 5:57 PM Orlando International Airport | 2 transfers | |
AS1470 · AS396 | 6:20 AM O'Hare International Airport | 10h57 | 6:17 PM Orlando International Airport | 1 transfer | |
F91596 · F93976 | 6:55 AM O'Hare International Airport | 6h20 | 2:15 PM Orlando International Airport | 1 transfer | |
F91596 · F94556 | 6:55 AM O'Hare International Airport | 11h45 | 7:40 PM Orlando International Airport | 1 transfer | |
UA2361 · UA1621 | 7:00 AM O'Hare International Airport | 10h30 | 6:30 PM Orlando International Airport | 1 transfer | |
UA563 · UA2215 | 7:10 AM O'Hare International Airport | 7h44 | 3:54 PM Orlando International Airport | 1 transfer | |
UA2280 | 7:20 AM O'Hare International Airport | 2h55 | 11:15 AM Orlando International Airport | 0 transfersDirect | |
F92145 · F91876 | 7:20 AM O'Hare International Airport | 21h06 | 5:26 AM Orlando International Airport | 1 transfer | |
F92145 · F91728 | 7:20 AM O'Hare International Airport | 32h39 | 4:59 PM Orlando International Airport | 1 transfer | |
UA1488 | 7:25 AM O'Hare International Airport | 6h18 | 2:43 PM Orlando International Airport | 0 transfersDirect | |
AS587 · AS394 | 8:02 AM O'Hare International Airport | 21h14 | 6:16 AM Orlando International Airport | 1 transfer | |
UA2277 · UA1101 | 8:40 AM O'Hare International Airport | 8h19 | 5:59 PM Orlando International Airport | 1 transfer | |
UA526 · UA501 | 8:40 AM O'Hare International Airport | 9h59 | 7:39 PM Orlando International Airport | 1 transfer | |
UA2301 · UA2215 | 8:40 AM O'Hare International Airport | 6h14 | 3:54 PM Orlando International Airport | 1 transfer | |
UA3422 · UA1488 | 9:05 AM O'Hare International Airport | 4h38 | 2:43 PM Orlando International Airport | 1 transfer | |
UA530 · UA1831 · UA2463 | 9:07 AM O'Hare International Airport | 9h38 | 7:45 PM Orlando International Airport | 2 transfers | |
F93241 · F92886 | 9:10 AM O'Hare International Airport | 13h34 | 11:44 PM Orlando International Airport | 1 transfer | |
UA1643 | 9:12 AM O'Hare International Airport | 3h01 | 1:13 PM Orlando International Airport | 0 transfersDirect | |
B6906 · B6618 · B6551 | 9:35 AM O'Hare International Airport | 11h10 | 9:45 PM Orlando International Airport | 2 transfers | |
B6906 · B6618 · B6251 | 9:35 AM O'Hare International Airport | 13h07 | 11:42 PM Orlando International Airport | 2 transfers | |
B6906 · B61501 · B62948 | 9:35 AM O'Hare International Airport | 12h00 | 10:35 PM Orlando International Airport | 2 transfers | |
UA2684 · UA1831 · UA2463 | 10:29 AM O'Hare International Airport | 8h16 | 7:45 PM Orlando International Airport | 2 transfers | |
UA5756 · UA6190 · UA2463 | 10:50 AM O'Hare International Airport | 7h55 | 7:45 PM Orlando International Airport | 2 transfers | |
B6312 · B6451 | 10:56 AM O'Hare International Airport | 8h48 | 8:44 PM Orlando International Airport | 1 transfer | |
UA2008 | 11:00 AM O'Hare International Airport | 3h03 | 3:03 PM Orlando International Airport | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare bus, train, 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.
Discover the best of Orlando — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando trip today.
Important museum in Winter Park housing the world’s most comprehensive collection of works by Louis Comfort Tiffany.
Established fine art museum in Loch Haven Park with American art, African art, and rotating contemporary exhibitions.
History museum in a restored 1927 courthouse covering Central Florida history, tourism, and local culture.
Downtown’s signature lakefront park with a walking loop, skyline views, swan boats, and frequent public events.
Elegant shopping and strolling district lined with trees, boutiques, galleries, and some of the area’s prettiest blocks.
Popular area around the boat tour docks and chain of lakes, known for scenic views and upscale residential charm.
A pressed sandwich with roast pork, ham, Swiss cheese, pickles, and mustard on Cuban bread. It reflects Central Florida’s strong Cuban influence and is a local staple.
Fried alligator tail pieces, usually served with a dipping sauce. This is a classic Florida specialty that visitors often try for a taste of regional cuisine.
A famous Florida dessert made with tart key lime filling in a pie crust, often topped with whipped cream. It is one of the state’s most iconic sweets.
An established Orlando favorite for creative sushi and Japanese small plates, with a stylish upscale setting.
A well-known gastropub in nearby Winter Park, celebrated for refined American cooking, craft beer, and a lively but polished atmosphere.
A historic Florida Spanish-Cuban restaurant in Celebration, famous for Cuban sandwiches, paella, and traditional decor.
Moderate overall. Theme parks and hotels can be pricey, but casual dining and chain options are fairly affordable by major U.S. city standards.
Tip 18-20% in restaurants. Bartenders: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotel staff: USD 2-5. Small tips appreciated for valet, delivery, and housekeeping.
Find answers to the most common questions about traveling from Chicago, IL to Orlando, FL 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 Orlando, FL, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Orlando, FL flights use the O'Hare International Airport to Orlando International Airport airport pair. Use this guide to compare Chicago, IL and Orlando, FL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Orlando International Airport is 13 km from Orlando city centre. Public transport options include:
Orlando International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants in all terminals, including fast food and sit-down options like McDold's and Outback Steakhouse
Free Wi-Fi available throughout the airport. ATMs are located throughout the airport.
Lost and found is available at the station.
Available at Orlando International Airport: Parking, Taxis, WC.
Available at Orlando International Airport: Car Rental.
Accessibility facilities are available at Orlando International Airport: Ramps, assistance.
Nearby hotels include Hyatt Regency located within the airport..
Here are some other resources that might have the information you need