- Recommended
Orlando Museum of Art
Featuring an extensive collection of American Art, this museum is a cultural cornerstone in Orlando.
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 $47 (€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 $47 (€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
$198
Average price
$666
Fastest journey
2 h 55 m
Average duration
2 h 55 m
Flights per day
58
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 $666 if you buy it on the day, but the cheapest tickets can be found for only $198.
Of the 58 flights that leave Chicago, IL for Orlando, FL onMon, May 18, 7 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, May 18 the direct flights cover the 1585 km distance in an average of 2 h 55 m but if you time it right, some flights will get you there in just 2 h 55 m .
On Mon, May 18 the longest flights will take 2 h 57 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.
F92198 · F94026
F91596 · F93976
F91596 · F92050
F91483 · F93312
F93241 · F91952
UA1811
UA1410
UA1382
UA2008
UA2280Omio 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 $47. 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 $47, and a train costs an average of $145.
Distance: 984 miles (1585 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$181 Average price Cheapest | $334 Average price | $231 Average price | $252 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 $51 (€41) less than a bus for this route with tickets for a bus from Chicago, IL to Orlando, FL costing on average $231 (€187).
A flight is $153 (€124) less than a train for this route with tickets for a train from Chicago, IL to Orlando, FL costing on average $334 (€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, Sunday, May 17. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
B61306 · B61683 | 8:35 AM O'Hare International Airport | 6h16 | 3:51 PM Orlando International Airport | 1 transfer | |
B61306 · B61283 | 8:35 AM O'Hare International Airport | 7h22 | 4:57 PM Orlando International Airport | 1 transfer | |
B61306 · B683 | 8:35 AM O'Hare International Airport | 8h23 | 5:58 PM Orlando International Airport | 1 transfer | |
F93352 · F91785 | 8:39 AM O'Hare International Airport | 6h48 | 4:27 PM Orlando International Airport | 1 transfer | |
F93352 · F91233 | 8:39 AM O'Hare International Airport | 14h28 | 12:07 AM Orlando International Airport | 1 transfer | |
UA2277 · UA2206 | 8:45 AM O'Hare International Airport | 5h27 | 3:12 PM Orlando International Airport | 1 transfer | |
UA2320 · UA496 | 8:46 AM O'Hare International Airport | 8h02 | 5:48 PM Orlando International Airport | 1 transfer | |
UA376 · UA3688 · UA2463 | 8:50 AM O'Hare International Airport | 10h32 | 8:22 PM Orlando International Airport | 2 transfers | |
AS1470 · AS707 | 9:00 AM O'Hare International Airport | 19h08 | 5:08 AM Orlando International Airport | 1 transfer | |
UA1486 · UA1831 · UA2463 | 9:05 AM O'Hare International Airport | 10h17 | 8:22 PM Orlando International Airport | 2 transfers | |
UA1643 | 9:10 AM O'Hare International Airport | 2h59 | 1:09 PM Orlando International Airport | 0 transfersDirect | |
F93241 · F94018 | 9:30 AM O'Hare International Airport | 12h27 | 10:57 PM Orlando International Airport | 1 transfer | |
B6312 · B6451 | 9:49 AM O'Hare International Airport | 8h48 | 7:37 PM Orlando International Airport | 1 transfer | |
B6312 · B61151 | 9:49 AM O'Hare International Airport | 11h37 | 10:26 PM Orlando International Airport | 1 transfer | |
AS329 · AS394 | 10:00 AM O'Hare International Airport | 18h59 | 5:59 AM Orlando International Airport | 1 transfer | |
UA2605 · UA1831 · UA2463 | 10:30 AM O'Hare International Airport | 8h52 | 8:22 PM Orlando International Airport | 2 transfers | |
UA1856 · UA1213 | 10:40 AM O'Hare International Airport | 6h17 | 5:57 PM Orlando International Airport | 1 transfer | |
UA2008 | 10:46 AM O'Hare International Airport | 2h55 | 2:41 PM Orlando International Airport | 0 transfersDirect | |
UA1803 · UA501 | 10:49 AM O'Hare International Airport | 7h44 | 7:33 PM Orlando International Airport | 1 transfer | |
UA2616 · UA2463 | 11:00 AM O'Hare International Airport | 8h22 | 8:22 PM Orlando International Airport | 1 transfer | |
UA2488 · UA1268 | 12:00 PM O'Hare International Airport | 6h02 | 7:02 PM Orlando International Airport | 1 transfer | |
UA1448 · UA1571 | 12:40 PM O'Hare International Airport | 6h32 | 8:12 PM Orlando International Airport | 1 transfer | |
UA1811 | 12:53 PM O'Hare International Airport | 2h55 | 4:48 PM Orlando International Airport | 0 transfersDirect | |
UA2128 · UA2463 | 12:55 PM O'Hare International Airport | 6h27 | 8:22 PM Orlando International Airport | 1 transfer | |
UA1695 · UA1900 | 1:06 PM O'Hare International Airport | 6h22 | 8:28 PM Orlando International Airport | 1 transfer | |
F92198 · F94026 | 1:59 PM O'Hare International Airport | 6h48 | 9:47 PM Orlando International Airport | 1 transfer | |
UA2062 · UA2451 | 2:05 PM O'Hare International Airport | 6h54 | 9:59 PM Orlando International Airport | 1 transfer | |
AS1447 · AS396 | 2:10 PM O'Hare International Airport | 25h03 | 4:13 PM Orlando International Airport | 1 transfer | |
AS1447 · AS707 | 2:10 PM O'Hare International Airport | 13h58 | 5:08 AM Orlando International Airport | 1 transfer | |
AS325 · AS1391 · AS394 | 2:18 PM O'Hare International Airport | 14h41 | 5:59 AM Orlando International Airport | 2 transfers | |
AS325 · AS3121 · AS394 | 2:18 PM O'Hare International Airport | 14h41 | 5:59 AM Orlando International Airport | 2 transfers | |
AS325 · AS300 | 2:18 PM O'Hare International Airport | 24h34 | 3:52 PM Orlando International Airport | 1 transfer | |
UA2347 · UA259 | 2:20 PM O'Hare International Airport | 8h24 | 11:44 PM Orlando International Airport | 1 transfer | |
UA356 · UA2634 · UA689 | 2:27 PM O'Hare International Airport | 9h32 | 12:59 AM Orlando International Airport | 2 transfers | |
UA1410 | 2:35 PM O'Hare International Airport | 2h55 | 6:30 PM Orlando International Airport | 0 transfersDirect | |
UA2240 · UA259 | 3:00 PM O'Hare International Airport | 7h44 | 11:44 PM Orlando International Airport | 1 transfer | |
AS407 · AS394 | 3:28 PM O'Hare International Airport | 13h31 | 5:59 AM Orlando International Airport | 1 transfer | |
AS407 · AS295 | 3:28 PM O'Hare International Airport | 24h46 | 5:14 PM Orlando International Airport | 1 transfer | |
F93135 · F91418 | 4:05 PM O'Hare International Airport | 23h56 | 5:01 PM Orlando International Airport | 1 transfer | |
UA2437 · UA689 | 4:25 PM O'Hare International Airport | 7h34 | 12:59 AM Orlando International Airport | 1 transfer | |
UA3465 · UA3404 · UA689 | 4:29 PM O'Hare International Airport | 7h30 | 12:59 AM Orlando International Airport | 2 transfers | |
F92792 | 5:30 PM O'Hare International Airport | 3h02 | 9:32 PM Orlando International Airport | 0 transfersDirect | |
AS584 · AS295 | 5:44 PM O'Hare International Airport | 22h30 | 5:14 PM Orlando International Airport | 1 transfer | |
AS584 · AS420 | 5:44 PM O'Hare International Airport | 23h27 | 6:11 PM Orlando International Airport | 1 transfer | |
AS584 · AS394 | 5:44 PM O'Hare International Airport | 11h15 | 5:59 AM Orlando International Airport | 1 transfer | |
UA1382 | 6:00 PM O'Hare International Airport | 2h55 | 9:55 PM Orlando International Airport | 0 transfersDirect | |
UA2202 · UA689 | 6:15 PM O'Hare International Airport | 5h44 | 12:59 AM Orlando International Airport | 1 transfer | |
F92112 · F92415 | 7:56 PM O'Hare International Airport | 10h47 | 7:43 AM Orlando International Airport | 1 transfer | |
AS1466 · AS396 | 7:59 PM O'Hare International Airport | 19h14 | 4:13 PM Orlando International Airport | 1 transfer | |
UA5337 · UA2636 | 9:30 PM O'Hare International Airport | 11h06 | 9:36 AM Orlando International Airport | 1 transfer | |
F91483 · F93312 | 9:37 PM O'Hare International Airport | 16h28 | 3:05 PM Orlando International Airport | 1 transfer | |
| Monday, May 18 | |||||
UA2139 · UA2310 | 5:30 AM O'Hare International Airport | 7h12 | 1:42 PM Orlando International Airport | 1 transfer | |
F91596 · F92050 | 6:55 AM O'Hare International Airport | 11h37 | 7:32 PM Orlando International Airport | 1 transfer | |
F91596 · F93976 | 6:55 AM O'Hare International Airport | 6h20 | 2:15 PM Orlando International Airport | 1 transfer | |
UA1217 · UA2354 | 7:00 AM O'Hare International Airport | 7h58 | 3:58 PM Orlando International Airport | 1 transfer | |
UA2361 · UA1621 | 7:00 AM O'Hare International Airport | 10h17 | 6:17 PM Orlando International Airport | 1 transfer | |
B61012 · B62251 | 7:20 AM O'Hare International Airport | 7h05 | 3:25 PM Orlando International Airport | 1 transfer | |
B61012 · B6451 | 7:20 AM O'Hare International Airport | 11h17 | 7:37 PM Orlando International Airport | 1 transfer | |
UA2280 | 7:23 AM O'Hare International Airport | 2h57 | 11:20 AM Orlando International Airport | 0 transfersDirect | |
UA1488 · UA580 | 7:30 AM O'Hare International Airport | 5h24 | 1:54 PM Orlando International Airport | 1 transfer | |
UA1231 · UA2662 | 7:30 AM O'Hare International Airport | 7h18 | 3:48 PM Orlando International Airport | 1 transfer | |
F94064 · F93663 | 7:30 AM O'Hare International Airport | 9h24 | 5:54 PM Orlando International Airport | 1 transfer | |
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.
Featuring an extensive collection of American Art, this museum is a cultural cornerstone in Orlando.
Interactive science exhibits and planetarium. Perfect for families and educational trips.
Houses the world's most comprehensive collection of works by Louis Comfort Tiffany.
A bustling hub of attractions, restaurants, and entertainment venues, popular among tourists.
A charming avenue in Winter Park, lined with boutiques, cafes, and green spaces.
A cultural park featuring museums, theaters, and lakes, offering a cultural and recreational focus.
A tangy and creamy pie made with key lime juice, egg yolks, and sweetened condensed milk in a pie crust. A Florida classic known for its refreshing citrus flavor.
A seasonal delicacy often served cold with mustard sauce. Known for its sweet and tender meat, typically harvested off the Gulf Coast.
A popular sandwich made with Cuban bread, roasted pork, ham, Swiss cheese, pickles, and mustard. Pressed and grilled to crispy perfection.
Orlando has moderate costs for accommodation and dining compared to other major U.S. cities. Theme parks can be expensive.
15-20% in restaurants, $1-2 per drink at bars, round up taxi fare.
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.

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