$138+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLH
Aug 21 — Aug 281
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
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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 July 22, 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 July 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/268:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Sun 8/308:08 am
TLH
- ORD
2 stops24h 45m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 9/28:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Sun 9/68:08 am
TLH
- ORD
2 stops24h 45m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 9/58:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Tue 9/89:38 am
TLH
- ORD
2 stops14h 30m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 9/94:49 pm
ORD
- TLH
2 stops18h 38m
Multiple Airlines
Sun 9/131:07 pm
TLH
- ORD
1 stop27h 19m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 7/19. 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 8/185:10 pm
MDW
- TLH
1 stop4h 53m
Delta
Tue 8/2510:23 am
TLH
- MDW
1 stop6h 52m
Delta
Deal found 7/19![Delta logo]()
$427
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Wed 9/1611:50 am
ORD
- TLH
1 stop5h 36m
American Airlines
Wed 9/304:24 pm
TLH
- ORD
1 stop7h 07m
American Airlines
Deal found 7/22![American Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/58:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Sun 8/98:08 am
TLH
- ORD
2 stops48h 54m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 7/17. 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 9/54:39 pm
MDW
- TLH
1 stop5h 24m
Delta
Tue 9/85:53 pm
TLH
- MDW
1 stop5h 52m
Delta
Deal found 7/17![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 7/17. 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 9/58:05 am
ORD
- TLH
1 stop4h 15m
Delta
Tue 9/85:53 pm
TLH
- ORD
1 stop7h 06m
Delta
Deal found 7/17![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 7/19. 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 8/2112:46 pm
MDW
- TLH
1 stop4h 30m
Delta
Sun 8/238:07 am
TLH
- MDW
1 stop4h 44m
Delta
Deal found 7/19![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 7/19. 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 8/217:30 am
ORD
- TLH
1 stop7h 03m
American Airlines
Sun 8/236:05 am
TLH
- ORD
1 stop5h 51m
American Airlines
Deal found 7/19![American Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 7/18. 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.
Thu 8/136:05 am
MDW
- TLH
1 stop4h 05m
Delta
Mon 8/1710:23 am
TLH
- MDW
1 stop24h 36m
Delta
Deal found 7/18![Delta logo]()
$448
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 July 22, 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 July 22, 2026.
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Wed 9/1611:50 am
ORD
- TLH
1 stop5h 36m
American Airlines
Wed 9/304:24 pm
TLH
- ORD
1 stop7h 07m
American Airlines
Deal found 7/22![American Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 7/17. 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 9/54:39 pm
MDW
- TLH
1 stop5h 24m
Delta
Tue 9/85:53 pm
TLH
- MDW
1 stop5h 52m
Delta
Deal found 7/17![Delta logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/38:05 am
ORD
- TLH
1 stop23h 53m
Multiple Airlines
Thu 8/68:08 am
TLH
- ORD
2 stops24h 54m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$559
This Delta deal was found by Cheapflights users on 7/18. 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 9/14:39 pm
MDW
- TLH
1 stop5h 24m
Delta
Sat 9/511:25 am
TLH
- MDW
1 stop5h 19m
Delta
Deal found 7/18![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 7/17. 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 9/58:05 am
ORD
- TLH
1 stop4h 15m
Delta
Tue 9/85:53 pm
TLH
- ORD
1 stop7h 06m
Delta
Deal found 7/17![Delta logo]()
$437
This KAYAK deal was found by Cheapflights users on 7/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:30 am
ORD
- TLH
1 stop7h 03m
American Airlines
Fri 8/2810:42 am
TLH
- ORD
1 stop4h 40m
American Airlines
Deal found 7/17![American Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 7/19. 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 8/2112:46 pm
MDW
- TLH
1 stop4h 30m
Delta
Sun 8/238:07 am
TLH
- MDW
1 stop4h 44m
Delta
Deal found 7/19![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 7/21. 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 8/51:15 pm
ORD
- TLH
1 stop7h 20m
American Airlines
Sun 8/911:22 am
TLH
- ORD
1 stop5h 40m
American Airlines
Deal found 7/21![American Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 7/18. 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.
Thu 8/139:54 am
ORD
- TLH
1 stop4h 05m
Delta
Mon 8/1710:23 am
TLH
- ORD
1 stop24h 00m
Delta
Deal found 7/18![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 7/21. 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.
Thu 10/225:15 pm
MDW
- TLH
1 stop4h 49m
Delta
Sun 10/256:00 am
TLH
- MDW
1 stop4h 52m
Delta
Deal found 7/21![Delta logo]()
$457
This KAYAK deal was found by Cheapflights users on 7/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:37 am
ORD
- TLH
1 stop7h 24m
American Airlines
Fri 8/1410:42 am
TLH
- ORD
1 stop6h 18m
American Airlines
Deal found 7/17![American Airlines logo]()
$562
This Delta deal was found by Cheapflights users on 7/17. 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 8/84:39 pm
MDW
- TLH
1 stop5h 24m
Delta
Sat 8/156:00 am
TLH
- MDW
1 stop5h 10m
Delta
Deal found 7/17![Delta logo]()
$467
This American Airlines deal was found by Cheapflights users on 7/21. 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 10/228:00 am
ORD
- TLH
1 stop7h 26m
American Airlines
Sun 10/254:55 pm
TLH
- ORD
1 stop7h 05m
American Airlines
Deal found 7/21![American Airlines logo]()
$634
This Delta deal was found by Cheapflights users on 7/19. 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 9/2511:30 am
ORD
- TLH
1 stop5h 41m
Delta
Mon 9/283:32 pm
TLH
- ORD
1 stop6h 24m
Delta
Deal found 7/19![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 7/21. 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.
Thu 9/245:30 am
ORD
- TLH
1 stop4h 45m
Delta
Mon 9/283:32 pm
TLH
- ORD
1 stop4h 13m
Delta
Deal found 7/21![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 7/17. 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.
Thu 8/66:05 am
MDW
- TLH
1 stop4h 05m
Delta
Sun 8/98:07 am
TLH
- MDW
1 stop4h 44m
Delta
Deal found 7/17![Delta logo]()
$497
This Delta deal was found by Cheapflights users on 7/21. 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 8/56:05 am
MDW
- TLH
1 stop4h 05m
Delta
Sun 8/96:00 am
TLH
- MDW
1 stop6h 51m
Delta
Deal found 7/21![Delta logo]()
$530
This Delta deal was found by Cheapflights users on 7/20. 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 9/2510:48 am
MDW
- TLH
1 stop6h 23m
Delta
Sun 9/276:10 am
TLH
- MDW
1 stop6h 44m
Delta
Deal found 7/20![Delta logo]()
$533
This KAYAK deal was found by Cheapflights users on 7/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:10 pm
MDW
- TLH
1 stop4h 53m
Delta
Thu 8/136:00 pm
TLH
- MDW
1 stop5h 36m
Delta
Deal found 7/21![Delta logo]()
$697
This Delta deal was found by Cheapflights users on 7/22. 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 9/236:05 am
MDW
- TLH
1 stop4h 10m
Delta
Wed 9/235:53 pm
TLH
- MDW
1 stop5h 51m
Delta
Deal found 7/22![Delta logo]()
$745
This Delta deal was found by Cheapflights users on 7/18. 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.
Sun 8/26:00 am
MDW
- TLH
1 stop4h 21m
Delta
Thu 8/68:07 am
TLH
- MDW
1 stop4h 44m
Delta
Deal found 7/18![Delta logo]()
$775
This Delta deal was found by Cheapflights users on 7/18. 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 9/165:30 am
ORD
- TLH
1 stop4h 45m
Delta
Wed 9/305:53 pm
TLH
- ORD
1 stop7h 06m
Delta
Deal found 7/18![Delta logo]()
$907
Last-minute flights from Chicago to TallahasseeDiscover last-minute flight deals from Chicago to Tallahassee. Data last updated July 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tallahassee. Data last updated July 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/58:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Sun 8/98:08 am
TLH
- ORD
2 stops48h 54m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 7/17. 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 8/84:39 pm
MDW
- TLH
1 stop5h 24m
Delta
Sat 8/156:00 am
TLH
- MDW
1 stop5h 10m
Delta
Deal found 7/17![Delta logo]()
$467
This American Airlines deal was found by Cheapflights users on 7/17. 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 8/811:53 am
ORD
- TLH
1 stop5h 34m
American Airlines
Sat 8/156:00 am
TLH
- ORD
1 stop5h 51m
American Airlines
Deal found 7/17![American Airlines logo]()
$467
This Delta deal was found by Cheapflights users on 7/18. 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.
Thu 8/136:05 am
MDW
- TLH
1 stop4h 05m
Delta
Mon 8/1710:23 am
TLH
- MDW
1 stop24h 36m
Delta
Deal found 7/18![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 7/18. 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.
Thu 8/139:54 am
ORD
- TLH
1 stop4h 05m
Delta
Mon 8/1710:23 am
TLH
- ORD
1 stop24h 00m
Delta
Deal found 7/18![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 7/18. 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 8/1412:46 pm
MDW
- TLH
1 stop4h 30m
Delta
Sun 8/167:01 pm
TLH
- MDW
1 stop4h 35m
Delta
Deal found 7/18![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 7/18. 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 8/141:50 pm
ORD
- TLH
1 stop6h 01m
Delta
Sun 8/168:07 am
TLH
- ORD
1 stop5h 33m
Delta
Deal found 7/18![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 7/19. 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 8/185:10 pm
MDW
- TLH
1 stop4h 53m
Delta
Tue 8/2510:23 am
TLH
- MDW
1 stop6h 52m
Delta
Deal found 7/19![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 7/19. 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 8/2112:46 pm
MDW
- TLH
1 stop4h 30m
Delta
Sun 8/238:07 am
TLH
- MDW
1 stop4h 44m
Delta
Deal found 7/19![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 7/19. 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 8/217:30 am
ORD
- TLH
1 stop7h 03m
American Airlines
Sun 8/236:05 am
TLH
- ORD
1 stop5h 51m
American Airlines
Deal found 7/19![American Airlines logo]()
$447
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/268:05 am
ORD
- TLH
1 stop22h 23m
Multiple Airlines
Sun 8/308:08 am
TLH
- ORD
2 stops24h 45m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 7/20. 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 8/265:10 pm
MDW
- TLH
1 stop4h 53m
Delta
Sun 8/3010:22 am
TLH
- MDW
1 stop6h 53m
Delta
Deal found 7/20![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 July 22, 2026.
Search for one-way flight options from Chicago to Tallahassee. Find affordable one-way fares based on user searches. Data last updated July 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Sun 10/47:45 am
ORD
- TLH
1 stop24h 45m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Sun 10/412:03 pm
MDW
- TLH
2 stops20h 27m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 9/2312:03 pm
MDW
- TLH
2 stops23h 24m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/412:11 pm
MDW
- TLH
2 stops42h 17m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 7/278:05 am
ORD
- TLH
1 stop23h 53m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/45:13 pm
ORD
- TLH
2 stops41h 54m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 7/20. 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 9/236:05 am
MDW
- TLH
1 stop4h 10m
Delta
Deal found 7/20![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 7/20. 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.
Thu 11/1911:10 am
ORD
- TLH
1 stop4h 24m
Delta
Deal found 7/20![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 7/21. 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.
Thu 11/191:05 pm
MDW
- TLH
1 stop6h 41m
Delta
Deal found 7/21![Delta logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 7/285:13 pm
ORD
- TLH
2 stops41h 54m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 stops25h 53m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 11/217:40 pm
ORD
- TLH
2 stops15h 47m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$369
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 July 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $258 (Kiwi.com) |
One-way from | $138 (Kiwi.com) |
Popular in | October |
Cheapest in | September |
Average price | $626 |
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 July 22, 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
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Wed 9/16
11:50 am-6:26 pm
1 stop5h 36m
Tallahassee
Wed 9/30
4:24 pm-10:31 pm
1 stop7h 07m
$427
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Sat 9/5
4:39 pm-11:03 pm
1 stop5h 24m
Tallahassee
Tue 9/8
5:53 pm-10:45 pm
1 stop5h 52m
$437
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Tue 9/1
4:39 pm-11:03 pm
1 stop5h 24m
Tallahassee
Sat 9/5
11:25 am-3:44 pm
1 stop5h 19m
$437
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Sat 9/5
8:05 am-1:20 pm
1 stop4h 15m
Tallahassee
Tue 9/8
5:53 pm-11:59 pm
1 stop7h 06m
$437
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Fri 8/21
12:46 pm-6:16 pm
1 stop4h 30m
Tallahassee
Sun 8/23
8:07 am-11:51 am
1 stop4h 44m
$447
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Thu 8/13
9:54 am-2:59 pm
1 stop4h 05m
Tallahassee
Mon 8/17
10:23 am-9:23 am
1 stop24h 00m
$448
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Thu 10/22
5:15 pm-11:04 pm
1 stop4h 49m
Tallahassee
Sun 10/25
6:00 am-9:52 am
1 stop4h 52m
$457
ChicagoTallahassee
MDW - TLH
MDWTLH
Chicago Midway
Sat 8/8
4:39 pm-11:03 pm
1 stop5h 24m
Tallahassee
Sat 8/15
6:00 am-10:10 am
1 stop5h 10m
$467
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Fri 9/25
11:30 am-6:11 pm
1 stop5h 41m
Tallahassee
Mon 9/28
3:32 pm-8:56 pm
1 stop6h 24m
$483
ChicagoTallahassee
ORD - TLH
ORDTLH
Chicago O'Hare Intl
Thu 9/24
5:30 am-11:15 am
1 stop4h 45m
Tallahassee
Mon 9/28
3:32 pm-6:45 pm
1 stop4h 13m
$493
Showing 1-10 of 38 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 July.
| 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
ORD-TLH
MDW-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
ORD-TLH
MDW-TLH
What is the cheapest month to book a flight from Chicago to Tallahassee?
Currently, September is the cheapest month in which you can book a flight from Chicago to Tallahassee (average of $386). Flying from Chicago to Tallahassee in July is currently the most expensive (average of $652). 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 July 22, 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.
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Comfort
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 July 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$296 | Average$565 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$406 | Average$531 | FlexibilityNo cancel fee | On-time71% |