- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Flights from Tallahassee, FL to Chicago, IL depart on average 22 times per day, taking around 4h 25m. Cheap flight tickets for this journey start at $326 (€267) but you can travel from only $123 (€101) by bus.
The earliest flight runs at 00:10, the last at 22:15. The fastest flight covers the 810 miles (1304 km) distance in 6h 1m. October is the cheapest month to fly.
Distance 810 miles (1304 km) |
Average flight duration 4h 25m |
Cheapest ticket price $326 (€267) |
Flights per day 22 |
Fastest flight 6h 1m |
First flight 12:10 AM |
Last flight 10:15 PM |
Cheapest Month Oct |
Cheapest Day Mon |
High Season Jan - Mar |
Low Season Jul - Sep |
Omio recommends booking the bus as it is the most popular option from Tallahassee, FL to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $123. For those with little time consider booking a flight which can get you there in 4h 25m. The ticket price range depends on the travel mode: a bus costs an average of $123, and a flight costs an average of $326.
Distance: 810 miles (1304 km)
| Flight | Most popular Bus | Driving |
|---|---|---|
$527 Average price | $175 Average price Cheapest | $185 Average price (fuel + tolls) |
7h 25m Average total duration Fastest 4h 25m Onboard + 3h 0m Additional time* | 22h 55m Average total duration 22h 25m Onboard + 30m Additional time* | 14h 37m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Tallahassee, FL to Chicago, IL:
A bus is $353 (€289) less than a flight for this route with tickets for a flight from Tallahassee, FL to Chicago, IL costing on average $527 (€431).
Other travel options to Chicago, IL take longer:
Bus takes on average 22h 25m.
The table below shows live departures for Tallahassee, FL to Chicago, IL flights for today, Sunday, June 21. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:27 AM Tallahassee, FL | 7h10 | 5:37 PM Chicago, IL | 0 transfersDirect | |
![]() | 11:15 PM Tallahassee, FL | 7h40 | 6:55 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare 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.
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
Find answers to the most common questions about traveling from Tallahassee, 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.

Most Tallahassee, FL to Chicago, IL flights use the Tallahassee International Airport to O'Hare International Airport airport pair. Use this guide to compare Tallahassee, FL and Chicago, IL 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..
Here are some other resources that might have the information you need