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TLH - CHI

$198 Find cheap flights from Tallahassee to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tallahassee to Chicago departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tallahassee to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tallahassee to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals from Tallahassee to Chicago (TLH-CHI)

 
These are the cheapest deals for flights from Tallahassee to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Tallahassee to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Tallahassee to Chicago.

Recent one-way flight deals from Tallahassee to Chicago

Only flying one-way? Below are some of the best one-way flight deals from Tallahassee to Chicago found on KAYAK recently.

Recent last minute flight deals from Tallahassee to Chicago

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Tallahassee to Chicago.

Recent direct flight deals from Tallahassee to Chicago

The latest deals for direct flights from Tallahassee to Chicago so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Tallahassee to Chicago

Find recent round-trip train or bus tickets from Tallahassee to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:41 am - 9:33 pmTLH-ORD
10h 52m1 stop
1:15 pm - 12:07 amORD-TLH
9h 52m1 stop
$322American Airlines
Find Deal
Fri, Sep 6 - Mon, Sep 9
7:00 pm - 6:20 pmTLH-ORD
24h 20m1 stop
7:10 am - 7:55 pmORD-TLH
11h 45m1 stop
$381United Airlines
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Mon, Aug 19 - Sun, Aug 25
7:55 pm - 11:15 pmTLH-ORD
28h 20m2 stops
7:40 am - 7:10 pmORD-TLH
10h 30m1 stop
$390United Airlines
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Fri, Jul 12 - Tue, Jul 23
7:00 pm - 6:20 pmTLH-ORD
24h 20m1 stop
6:10 pm - 4:10 pmORD-TLH
21h 00m1 stop
$396United Airlines
Find Deal
Fri, Aug 23 - Mon, Aug 26
8:10 pm - 11:59 pmTLH-ORD
4h 49m1 stop
1:18 pm - 12:06 amORD-TLH
9h 48m1 stop
$398American Airlines
Find Deal
Sat, Aug 3 - Wed, Aug 7
7:00 pm - 2:08 pmTLH-ORD
20h 08m2 stops
11:20 am - 4:10 pmORD-TLH
27h 50m1 stop
$401United Airlines
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Fri, Aug 23 - Mon, Aug 26
6:15 am - 4:05 pmTLH-ORD
10h 50m1 stop
4:45 pm - 12:17 amORD-TLH
6h 32m1 stop
$411American Airlines
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Tue, Jul 30 - Fri, Aug 2
5:37 pm - 9:46 pmTLH-MDW
5h 09m1 stop
6:49 pm - 11:59 pmMDW-TLH
4h 10m1 stop
$448Delta
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Tue, Jun 18 - Tue, Jun 25
6:00 am - 11:44 amTLH-MDW
6h 44m1 stop
1:24 pm - 11:58 pmMDW-TLH
9h 34m2 stops
$477Delta
Find Deal
Sat, Aug 3 - Tue, Aug 6
6:00 am - 9:38 amTLH-MDW
4h 38m1 stop
6:00 am - 12:05 pmMDW-TLH
5h 05m1 stop
$493Delta
Find Deal
Fri, Sep 6 - Mon, Sep 9
7:55 pm - 9:45 amTLH-ORD
14h 50m1 stop
$198United Airlines
Find Deal
Fri, Aug 2
7:55 pm - 11:20 pmTLH-ORD
28h 25m2 stops
$213United Airlines
Find Deal
Mon, Jun 24
5:30 pm - 9:46 pmTLH-MDW
5h 16m1 stop
$214Delta
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Thu, Jul 4
11:55 am - 4:49 pmTLH-ORD
5h 54m1 stop
$214Delta
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Thu, Jul 4
7:55 pm - 6:25 pmTLH-ORD
23h 30m1 stop
$218United Airlines
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Sun, Jul 21
6:00 am - 9:36 amTLH-MDW
4h 36m1 stop
$224Delta
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Fri, Aug 2
10:33 am - 9:28 pmTLH-ORD
11h 55m1 stop
$226American Airlines
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Tue, Jun 11
6:45 am - 1:24 pmTLH-ORD
7h 39m2 stops
$263American Airlines
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Fri, Aug 2
7:49 am - 5:13 pmTLH-ORD
10h 24m2 stops
$363American Airlines
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Sat, Aug 3
10:33 am - 9:28 pmTLH-ORD
11h 55m1 stop
$381American Airlines
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Tue, Jun 11
8:35 pm - 11:15 pmTLH-ORD
27h 40m2 stops
6:40 pm - 7:55 pmORD-TLH
24h 15m1 stop
$580United Airlines
Find Deal
Mon, Jun 3 - Wed, Jun 5
8:35 pm - 9:19 pmTLH-ORD
25h 44m2 stops
7:00 am - 8:15 amORD-TLH
24h 15m2 stops
$631United Airlines
Find Deal
Mon, Jun 3 - Wed, Jun 5
8:35 pm - 1:15 pmTLH-ORD
17h 40m2 stops
6:40 pm - 8:15 pmORD-TLH
24h 35m1 stop
$654United Airlines
Find Deal
Mon, Jun 3 - Mon, Jun 10
6:15 am - 4:10 pmTLH-ORD
10h 55m1 stop
8:20 am - 8:29 pmORD-TLH
11h 09m1 stop
$683American Airlines
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Mon, Jun 3 - Mon, Jun 10
6:15 am - 4:10 pmTLH-ORD
10h 55m1 stop
8:20 am - 8:29 pmORD-TLH
11h 09m1 stop
$762American Airlines
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Mon, Jun 3 - Wed, Jun 5
7:10 pm - 10:01 pmTLH-MDW
3h 51m1 stop
3:45 pm - 8:50 pmMDW-TLH
4h 05m1 stop
$828Delta
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Mon, Jun 3 - Mon, Jun 10
1:30 pm - 7:40 pmTLH-ORD
7h 10m1 stop
12:15 pm - 7:38 pmORD-TLH
6h 23m1 stop
$865American Airlines
Find Deal
Fri, May 31 - Sun, Jun 2
8:30 am - 11:52 amTLH-MDW
4h 22m1 stop
8:45 am - 3:54 pmMDW-TLH
6h 09m1 stop
$868Delta
Find Deal
Fri, May 31 - Sun, Jun 2
11:06 am - 7:08 pmTLH-ORD
9h 02m2 stops
8:19 am - 7:38 pmORD-TLH
10h 19m2 stops
$875American Airlines
Find Deal
Fri, May 31 - Sun, Jun 2
7:10 pm - 10:01 pmTLH-MDW
3h 51m1 stop
1:24 pm - 8:50 pmMDW-TLH
6h 26m2 stops
$981Delta
Find Deal
Mon, Jun 3 - Mon, Jun 10

Flights from Tallahassee to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Tallahassee to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Tallahassee to Chicago?

The average price of all flights from Tallahassee to Chicago clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Monday and more expensive on a Sunday. On your return trip to Tallahassee, you should consider flying back on a Saturday, and avoid Sundays for better deals.

What is the cheapest month to fly from Tallahassee to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Tallahassee to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Tallahassee to Chicago is February, where tickets cost $435 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $757 and $677 respectively.

Which airlines provide the cheapest flights from Tallahassee to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Tallahassee to Chicago found on KAYAK was with United Airlines for $198. American Airlines proposed a round-trip connection from $322 and United Airlines from $381.

Good to know

Low season

January

High season

July

Cheapest flight

$198
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Tallahassee to Chicago O'Hare Airport

When to book flights from Tallahassee to Chicago

Are your dates flexible? Find out the best times to travel from Tallahassee to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Tallahassee to Chicago

  • What is the cheapest flight from Tallahassee to Chicago?

    In the last 3 days, the lowest price for a flight from Tallahassee to Chicago was $198 for a one-way ticket and $322 for a round-trip.

  • Do I need a passport to fly between Tallahassee and Chicago?

    A passport is not required to fly from Tallahassee to Chicago.

  • Which airports will I be using when flying from Tallahassee to Chicago?

    Tallahassee is served by only 1 airport and there are 2 airports in Chicago. You will leave Tallahassee from Tallahassee and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Tallahassee to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Tallahassee to Chicago?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Tallahassee and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Tallahassee to Chicago, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Tallahassee to Chicago are Delta and American Airlines. With an average price for the route of $598 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $557 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Tallahassee to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Tallahassee to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Tallahassee to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Tallahassee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Tallahassee to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Tallahassee with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Tallahassee to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Tallahassee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Tallahassee to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Tallahassee to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Tallahassee to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
7.9Comfort
8.6Crew
7.4Food
8.0Entertainment
8.2Boarding
Airline reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

8.0 Excellentrghinftl, May 2024FLL - BOS
Read more about Delta reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Book cheap flights from Tallahassee to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Tallahassee to Chicago found on KAYAK in the last 72 hours.
8/2Fri
1 stopUnited Airlines
14h 50mTLH-ORD
$198
6/24Mon
2 stopsUnited Airlines
28h 25mTLH-ORD
$213
7/4Thu
1 stopDelta
5h 16mTLH-MDW
$214
7/4Thu
1 stopDelta
5h 54mTLH-ORD
$214
7/21Sun
1 stopUnited Airlines
23h 30mTLH-ORD
$218
8/2Fri
1 stopDelta
4h 36mTLH-MDW
$224
6/11Tue
1 stopAmerican Airlines
11h 55mTLH-ORD
$226
8/2Fri
2 stopsAmerican Airlines
7h 39mTLH-ORD
$263
8/3Sat
2 stopsAmerican Airlines
10h 24mTLH-ORD
$363
6/11Tue
1 stopAmerican Airlines
11h 55mTLH-ORD
$381

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Last minute flights from Tallahassee to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Tallahassee to Chicago that are departing in the next 10 days.
6/3Mon
multi-stopUnited Airlines
27h 40mTLH-ORD
6/5Wed
multi-stopUnited Airlines
24h 15mORD-TLH
$580
6/3Mon
multi-stopUnited Airlines
25h 44mTLH-ORD
6/5Wed
multi-stopUnited Airlines
24h 15mORD-TLH
$631
6/3Mon
multi-stopUnited Airlines
17h 40mTLH-ORD
6/10Mon
multi-stopUnited Airlines
24h 35mORD-TLH
$654
6/3Mon
multi-stopAmerican Airlines
10h 55mTLH-ORD
6/10Mon
multi-stopAmerican Airlines
11h 09mORD-TLH
$683
6/3Mon
multi-stopAmerican Airlines
10h 55mTLH-ORD
6/5Wed
multi-stopAmerican Airlines
11h 09mORD-TLH
$762
6/3Mon
multi-stopDelta
3h 51mTLH-MDW
6/10Mon
multi-stopDelta
4h 05mMDW-TLH
$828
5/31Fri
multi-stopAmerican Airlines
7h 10mTLH-ORD
6/2Sun
multi-stopAmerican Airlines
6h 23mORD-TLH
$865
5/31Fri
multi-stopDelta
4h 22mTLH-MDW
6/2Sun
multi-stopDelta
6h 09mMDW-TLH
$868
5/31Fri
multi-stopAmerican Airlines
9h 02mTLH-ORD
6/2Sun
multi-stopAmerican Airlines
10h 19mORD-TLH
$875
6/3Mon
multi-stopDelta
3h 51mTLH-MDW
6/10Mon
multi-stopDelta
6h 26mMDW-TLH
$981

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Tallahassee - Chicago Flights

Departure:

Tallahassee (TLH)United States

Return flight deals:

Chicago - Tallahassee

Cabin classes: