$119+ Cheap flights from Chicago (CHI) to Tallahassee (TLH)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLH
Jun 26 — Jul 31
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Tallahassee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Tallahassee
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Cheapest flights from Chicago to TallahasseeExplore the most affordable flight options available from Chicago to Tallahassee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 27, 2026.
Explore the most affordable flight options available from Chicago to Tallahassee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Tue 7/149:38 am
TLH
- ORD
2 stops11h 49m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:11 pm
MDW
- TLH
1 stop4h 42m
Delta
Tue 6/3010:11 am
TLH
- MDW
1 stop6h 29m
Delta
Deal found 5/24![Delta logo]()
$427
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:30 am
ORD
- TLH
1 stop7h 03m
American Airlines
Wed 8/199:51 am
TLH
- ORD
1 stop6h 14m
American Airlines
Deal found 5/24![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
MDW
- TLH
1 stop4h 24m
Delta
Sat 6/275:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/22![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:35 am
ORD
- TLH
1 stop7h 06m
Delta
Sat 6/275:41 pm
TLH
- ORD
1 stop7h 23m
Delta
Deal found 5/26![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:00 am
MDW
- TLH
1 stop4h 24m
Delta
Sat 6/275:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/22![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:30 am
ORD
- TLH
1 stop4h 54m
Delta
Sat 6/275:41 pm
TLH
- ORD
1 stop7h 23m
Delta
Deal found 5/26![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:23 am
MDW
- TLH
1 stop6h 34m
Delta
Sat 6/135:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/23![Delta logo]()
$480
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:00 pm
ORD
- TLH
1 stop6h 38m
Delta
Sat 8/82:25 pm
TLH
- ORD
1 stop5h 34m
Delta
Deal found 5/27![Delta logo]()
$480
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:57 pm
ORD
- TLH
1 stop6h 22m
American Airlines
Sat 5/307:43 pm
TLH
- ORD
1 stop5h 16m
American Airlines
Deal found 5/25![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:20 am
ORD
- TLH
1 stop4h 29m
American Airlines
Sun 9/138:01 pm
TLH
- ORD
1 stop4h 38m
American Airlines
Deal found 5/22![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:07 am
ORD
- TLH
1 stop5h 27m
American Airlines
Sat 7/255:50 pm
TLH
- ORD
1 stop7h 11m
American Airlines
Deal found 5/24![American Airlines logo]()
$499
Best flights from Chicago to TallahasseeDiscover carefully curated flight deals from Chicago to Tallahassee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 27, 2026.
Discover carefully curated flight deals from Chicago to Tallahassee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 27, 2026.
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:10 pm
MDW
- TLH
1 stop4h 44m
Delta
Sun 7/265:41 pm
TLH
- MDW
1 stop5h 34m
Delta
Deal found 5/25![Delta logo]()
$437
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:54 pm
ORD
- TLH
1 stop6h 10m
American Airlines
Sun 7/267:50 pm
TLH
- ORD
1 stop5h 11m
American Airlines
Deal found 5/25![American Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:05 am
MDW
- TLH
1 stop6h 09m
Delta
Sat 6/275:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/24![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:00 am
MDW
- TLH
1 stop6h 20m
Delta
Tue 7/146:30 am
TLH
- MDW
1 stop4h 35m
Delta
Deal found 5/26![Delta logo]()
$437
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:07 am
ORD
- TLH
1 stop5h 27m
American Airlines
Sat 7/255:50 pm
TLH
- ORD
1 stop7h 11m
American Airlines
Deal found 5/24![American Airlines logo]()
$499
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:48 am
ORD
- TLH
1 stop3h 53m
Delta
Sat 6/273:25 pm
TLH
- ORD
1 stop4h 17m
Delta
Deal found 5/22![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:15 pm
ORD
- TLH
1 stop6h 31m
Delta
Tue 10/135:35 am
TLH
- ORD
1 stop3h 59m
Delta
Deal found 5/22![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:10 pm
MDW
- TLH
1 stop4h 38m
Delta
Sun 9/207:16 pm
TLH
- MDW
1 stop4h 09m
Delta
Deal found 5/23![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:50 pm
ORD
- TLH
1 stop5h 18m
Delta
Sun 9/2012:00 pm
TLH
- ORD
1 stop5h 48m
Delta
Deal found 5/23![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:30 am
ORD
- TLH
1 stop4h 54m
Delta
Sat 6/273:25 pm
TLH
- ORD
1 stop6h 21m
Delta
Deal found 5/23![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:59 am
ORD
- TLH
1 stop6h 10m
American Airlines
Fri 6/127:48 pm
TLH
- ORD
1 stop5h 10m
American Airlines
Deal found 5/23![American Airlines logo]()
$775
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:00 am
MDW
- TLH
1 stop4h 24m
Delta
Sat 6/275:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/23![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
MDW
- TLH
1 stop4h 24m
Delta
Sat 6/135:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/25![Delta logo]()
$513
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:05 pm
MDW
- TLH
1 stop6h 41m
Delta
Thu 10/153:40 pm
TLH
- MDW
1 stop7h 05m
Delta
Deal found 5/22![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:23 am
MDW
- TLH
1 stop6h 34m
Delta
Thu 6/117:01 pm
TLH
- MDW
1 stop4h 16m
Delta
Deal found 5/26![Delta logo]()
$576
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:48 am
ORD
- TLH
1 stop3h 53m
Delta
Thu 6/2512:11 pm
TLH
- ORD
1 stop5h 53m
Delta
Deal found 5/25![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:33 am
ORD
- TLH
1 stop5h 38m
Delta
Wed 8/196:00 am
TLH
- ORD
2 stops11h 24m
Delta
Deal found 5/24![Delta logo]()
$1,070
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:01 am
ORD
- TLH
2 stops6h 37m
Delta
Mon 7/610:13 am
TLH
- ORD
1 stop5h 03m
Delta
Deal found 5/27![Delta logo]()
$1,080
Last-minute flights from Chicago to TallahasseeDiscover last-minute flight deals from Chicago to Tallahassee. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tallahassee. Data last updated May 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:24 pm
ORD
- TLH
1 stop8h 35m
American Airlines
Tue 6/29:30 am
TLH
- ORD
1 stop6h 32m
American Airlines
Deal found 5/25![American Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:57 pm
ORD
- TLH
1 stop6h 22m
American Airlines
Sat 5/307:43 pm
TLH
- ORD
1 stop5h 16m
American Airlines
Deal found 5/25![American Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:00 pm
ORD
- TLH
1 stop6h 38m
Delta
Sat 8/82:25 pm
TLH
- ORD
1 stop5h 34m
Delta
Deal found 5/27![Delta logo]()
$480
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:23 am
MDW
- TLH
1 stop6h 34m
Delta
Sat 6/135:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/23![Delta logo]()
$480
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:23 am
MDW
- TLH
1 stop6h 34m
Delta
Wed 6/107:01 pm
TLH
- MDW
1 stop4h 16m
Delta
Deal found 5/23![Delta logo]()
$513
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:00 am
ORD
- TLH
1 stop5h 20m
American Airlines
Thu 6/117:00 am
TLH
- ORD
1 stop5h 34m
American Airlines
Deal found 5/26![American Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:00 am
MDW
- TLH
1 stop4h 24m
Delta
Sat 6/275:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/22![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:30 am
ORD
- TLH
1 stop4h 54m
Delta
Sat 6/275:41 pm
TLH
- ORD
1 stop7h 23m
Delta
Deal found 5/26![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:11 pm
MDW
- TLH
1 stop4h 42m
Delta
Tue 6/3010:11 am
TLH
- MDW
1 stop6h 29m
Delta
Deal found 5/24![Delta logo]()
$427
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/232:24 pm
ORD
- TLH
1 stop8h 35m
American Airlines
Tue 6/306:00 am
TLH
- ORD
1 stop7h 20m
American Airlines
Deal found 5/24![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:05 am
MDW
- TLH
1 stop4h 42m
Delta
Mon 6/295:41 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 5/25![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:35 am
ORD
- TLH
1 stop7h 06m
Delta
Sat 6/275:41 pm
TLH
- ORD
1 stop7h 23m
Delta
Deal found 5/26![Delta logo]()
$437
One-way flights from Chicago to TallahasseeSearch for one-way flight options from Chicago to Tallahassee. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
Search for one-way flight options from Chicago to Tallahassee. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:05 am
ORD
- TLH
1 stop23h 53m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:05 am
ORD
- TLH
1 stop23h 53m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:05 am
ORD
- TLH
1 stop23h 53m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:52 am
ORD
- TLH
1 stop22h 36m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:46 pm
ORD
- TLH
2 stops36h 42m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:50 pm
ORD
- TLH
2 stops16h 38m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:13 pm
ORD
- TLH
2 stops41h 54m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/278:58 pm
ORD
- TLH
2 stops15h 39m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:05 am
MDW
- TLH
2 stops30h 32m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1712:11 pm
MDW
- TLH
3 stops24h 26m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
MDW
- TLH
1 stop7h 37m
Delta
Deal found 5/25![Delta logo]()
$287
Find flight deals from Chicago to Tallahassee
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Tallahassee (TLH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $331 (Kiwi.com) |
One-way from | $119 (Kiwi.com) |
Popular in | July |
Cheapest in | August |
Average price | $356 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Tallahassee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 27, 2026.
Use the filters below to find and compare flights from Chicago to Tallahassee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Tue 7/21
5:10 pm-10:54 pm
1 stop4h 44m
Tallahassee
Sun 7/26
5:41 pm-10:15 pm
1 stop5h 34m
$437
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Tue 7/21
2:54 pm-10:04 pm
1 stop6h 10m
Tallahassee
Sun 7/26
7:50 pm-12:01 am
1 stop5h 11m
$437
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Wed 6/24
11:05 am-6:14 pm
1 stop6h 09m
Tallahassee
Sat 6/27
5:41 pm-10:17 pm
1 stop5h 36m
$437
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Sat 7/11
6:00 am-1:20 pm
1 stop6h 20m
Tallahassee
Tue 7/14
6:30 am-10:05 am
1 stop4h 35m
$437
Quickest round-trip
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Wed 6/24
9:48 am-2:41 pm
1 stop3h 53m
Tallahassee
Sat 6/27
3:25 pm-6:42 pm
1 stop4h 17m
$437
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Fri 10/9
1:15 pm-8:46 pm
1 stop6h 31m
Tallahassee
Tue 10/13
5:35 am-8:34 am
1 stop3h 59m
$437
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Fri 9/18
5:10 pm-10:48 pm
1 stop4h 38m
Tallahassee
Sun 9/20
7:16 pm-10:25 pm
1 stop4h 09m
$447
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Fri 9/18
1:50 pm-8:08 pm
1 stop5h 18m
Tallahassee
Sun 9/20
12:00 pm-4:48 pm
1 stop5h 48m
$447
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Mon 6/22
5:30 am-11:24 am
1 stop4h 54m
Tallahassee
Sat 6/27
3:25 pm-8:46 pm
1 stop6h 21m
$447
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Mon 6/22
6:00 am-11:24 am
1 stop4h 24m
Tallahassee
Sat 6/27
5:41 pm-10:17 pm
1 stop5h 36m
$483
Showing 1-10 of 34 resultsSorted by cheapest first
Compare providers for flights from Chicago to Tallahassee
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Tallahassee in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Tallahassee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Tallahassee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Tallahassee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Tallahassee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Tallahassee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Tallahassee
Have a flexible travel schedule? Discover the best time to fly to Tallahassee from Chicago with our price prediction graph.
CHI-TLH
MDW-TLH
ORD-TLH
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Tallahassee
CHI-TLH
MDW-TLH
ORD-TLH
What is the cheapest month to book a flight from Chicago to Tallahassee?
Currently, November is the cheapest month in which you can book a flight from Chicago to Tallahassee (average of $178). Flying from Chicago to Tallahassee in June is currently the most expensive (average of $456). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Tallahassee?
Reviews of airlines servicing Tallahassee
Get insights into the airlines that provide service to Tallahassee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tallahassee. Reviews last updated May 27, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Chicago to Tallahassee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Chicago to Tallahassee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Tallahassee?
Book flights to Tallahassee if you plan to visit one of these locationsMidway
Thomasville
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Chicago and Tallahassee flights
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Top 2 airlines flying from Chicago to Tallahassee
Discover the top 2 airlines that operate flights from Chicago to Tallahassee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$296 | Average$486 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$356 | Average$531 | FlexibilityNo cancel fee | On-time71% |