Cheap flights from Tallahassee to Chicago from $145
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tallahassee to Chicago departing on 11/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Thu 11/12
1:02 pm-3:37 pm
1 stop27h 35m
Chicago O'Hare Intl
Mon 11/16
7:55 am-10:35 am
1 stop25h 40m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Thu 11/12
8:20 am-9:14 am
2 stops25h 54m
Chicago O'Hare Intl
Mon 11/16
7:55 am-10:35 am
1 stop25h 40m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Thu 10/29
8:30 am-6:45 pm
2 stops11h 15m
Chicago O'Hare Intl
Mon 11/2
7:55 am-10:35 am
1 stop25h 40m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Thu 10/29
1:12 pm-3:37 pm
1 stop27h 25m
Chicago O'Hare Intl
Mon 11/2
7:55 am-10:35 am
1 stop25h 40m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Thu 11/5
7:00 pm-11:57 pm
1 stop5h 57m
Chicago O'Hare Intl
Tue 11/10
5:30 am-11:20 am
1 stop4h 50m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Thu 11/5
7:00 pm-11:57 pm
1 stop5h 57m
Chicago O'Hare Intl
Wed 11/11
3:59 pm-11:02 pm
1 stop6h 03m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Sun 12/20
9:47 am-4:19 pm
1 stop7h 32m
Chicago O'Hare Intl
Tue 12/22
6:50 am-3:03 pm
1 stop7h 13m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Fri 11/6
4:15 pm-11:56 pm
1 stop8h 41m
Chicago O'Hare Intl
Tue 11/10
9:00 am-2:25 pm
1 stop4h 25m
TallahasseeChicago
TLH Tallahassee - MDW Chicago Midway
TLHMDW
Tallahassee
Wed 11/11
8:06 am-11:59 am
1 stop4h 53m
Chicago Midway
Sat 11/14
11:27 am-4:24 pm
1 stop3h 57m
TallahasseeChicago
TLH Tallahassee - ORD Chicago O'Hare Intl
TLHORD
Tallahassee
Fri 12/25
9:47 am-2:30 pm
1 stop5h 43m
Chicago O'Hare Intl
Wed 12/30
4:40 pm-12:41 am
1 stop7h 01m
See travel insights to Chicago from
How to get the cheapest flight ticket from Tallahassee to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Tallahassee and Chicago?
Prices are currently low for flights on this route.
Typical prices usually range from $654 to $718.The lowest price recently found on this route was $256.
What is the cheapest airline that flies from Tallahassee to Chicago?
Delta is the most popular carrier operating from Tallahassee to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Tallahassee according to our data. United Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
When to book flights from Tallahassee to Chicago
Cheap Tallahassee to Chicago (TLH to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Tallahassee to Chicago
Frequently asked questions about flying from Tallahassee to Chicago
How far is Tallahassee to Chicago by plane?
The straight-line distance from Tallahassee to Chicago is 811.3 mi. By plane, this route typically takes 5h 03m.
When did momondo last update prices for flights from Tallahassee Airport to Chicago?
Prices for flights from Tallahassee Airport to Chicago were last updated today.
How many operators does momondo search for flights from Tallahassee Airport to Chicago?
As of October 2026, there are 2 operators available to choose from for flights from Tallahassee Airport to Chicago.
How old do you have to be to fly from Tallahassee Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tallahassee Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Tallahassee to Chicago?
Based on momondo bookings for flights between Tallahassee and Chicago, the leading airline is Delta, making up 59% of the total bookings. Other popular airlines include American Airlines with 41%.
Best airlines flying from Tallahassee to Chicago
Compare and see reviews for airlines that fly from Tallahassee to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $158 | Free Cancellation | Rating 7.8 8,646 reviews | |||
| PriceFrom $406 | Free Cancellation | Rating 7.0 12,146 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Tallahassee to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Tallahassee.
Can I find flights from Tallahassee to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Tallahassee on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Tallahassee to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Tallahassee.
I’m not ready to book a flight from Tallahassee to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Tallahassee are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.