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Tallahassee to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Tallahassee to Chicago

Departure Arrival Travel dates Round-trip
TLH CHI Mon, Oct 13 - Mon, Oct 20 $505
TLH CHI Mon, Oct 13 - Mon, Oct 20 $506
TLH CHI Mon, Oct 13 - Mon, Oct 20 $508
TLH CHI Tue, Nov 25 - Sun, Nov 30 $590

Tallahassee and Chicago airports and terminals

Airports in Tallahassee FL, US
map of airports in Tallahassee
  • 1

    Tallahassee Regional Airport (TLH)

    Distance from City Center: 5.1 miles

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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Cheap flights from Tallahassee to Chicago

Sun Mon Tue Wed Thu Fri Sat
1 2 3 4
5 6 7 8 9 10 11
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$505
14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $139

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 123 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 42 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 14 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.7 / 5 7 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $109

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 109 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

October

Lowest roundtrip airfare in October from Tallahassee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Oct 13 Tallahassee (TLH) Chicago (ORD) US Airways $505
Earn $5.05
Return Mon, Oct 20 Chicago (ORD) Tallahassee (TLH) US Airways

Best one-week trip in October from Tallahassee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Oct 13 Tallahassee (TLH) Chicago (ORD) US Airways $505
Earn $5.05
Return Mon, Oct 20 Chicago (ORD) Tallahassee (TLH) US Airways
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November

Lowest roundtrip airfare in November from Tallahassee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 25 Tallahassee (TLH) Chicago (ORD) United Airlines $590
Earn $5.90
Return Sun, Nov 30 Chicago (ORD) Tallahassee (TLH) United Airlines
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Book Your Flight from Tallahassee to Chicago

Flying out of Tallahassee

Find discount flights from Tallahassee Regional Airport with the help of Orbitz.com. Located at 3300 Capital City, just seven miles from downtown, the airport is serviced by American, Delta, United and US Airways airlines. As the state capital of Florida, Tallahassee has an airport with connections to most of the world's major cities.

Easy Parking at TRA

Valet parking is available from $10 for up to eight hours of parking and $20 from eight to 24 hours. Up to 10 minutes of free parking at either the hourly or daily lots can be used for dropping off or picking up passengers. Parking spaces at the hourly lot cost roughly $3 per half an hour, with a $13 per day maximum, while parking at the daily lot cost $2 per half an hour, with an $11 per day maximum. Often, alternative parking options for air travelers can be found through Orbitz.com.

Ground Transportation to Tallahassee Regional Airport

With Orbitz.com, it's easy to arrange ground transportation for your trip. It has the best deals on car rentals working with the Tallahassee airport, including Alamo, Budget, Avis, Hertz, Enterprise, Dollar, Thrifty and National. The airport is also serviced by a number of taxi, limo and shuttle providers. A taxi ride downtown costs approximately $20, but all prices vary depending on time of travel and the size of your party. You may also have free shuttle service available through your airline or hotel.

Dining near Tallahassee's Airport

A number of eateries and vending locations exist at Tallahassee Regional Airport to help travelers eager to get on their way. Popular options include the Tuscan Sun Coffee House, Capital City Grill, Outtakes and Samuel Adams Celebrates Tallahassee. With help from Orbitz.com, you can find deals on dining, as well as the lowest prices on flights from Tallahassee.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.