$107+ Cheap flights from Tampa (TPA) to Chicago (CHI)
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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
TPA — CHI
Sep 16 — Sep 231
Round-trip
1 adult, Economy
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Find cheap flights from Tampa to Chicago 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.Cheapflights Tip: The best prices from Tampa to Chicago are usually found in January or February, booked 48 days in advance, depart on a Thursday or Friday and return on a Wednesday
Cheap flight deals from Tampa to Chicago
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Cheapest flights from Tampa to ChicagoExplore the most affordable flight options available from Tampa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
Explore the most affordable flight options available from Tampa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:25 pm -
1 stop9h 22m
Sat 9/56:05 am -
1 stop11h 44m
Deal found 8/14![Frontier logo]()
$205
This CheapOair deal was found by Cheapflights users on 8/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:13 pm -
1 stop23h 14m
Sun 10/46:00 am -
1 stop6h 08m
Deal found 8/14![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Fri 9/189:55 pm -
2 stops18h 25m
Mon 9/2110:26 am -
1 stop5h 59m
Deal found 8/13![Frontier logo]()
$206
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:15 am -
Nonstop2h 40m
Fri 9/1812:05 pm -
1 stop6h 30m
Deal found 8/12![Southwest logo]()
$207
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:25 pm -
1 stop6h 43m
Mon 9/147:25 am -
1 stop7h 16m
Deal found 8/14![Frontier logo]()
$207
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:57 pm -
1 stop6h 46m
Mon 10/196:15 am -
1 stop9h 59m
Deal found 8/14![Frontier logo]()
$208
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/235:44 am -
1 stop7h 30m
Sat 9/267:00 pm -
Nonstop2h 52m
Deal found 8/13![American Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:15 am -
Nonstop2h 40m
Mon 9/146:20 pm -
Nonstop2h 40m
Deal found 8/14![Southwest logo]()
$209
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:22 pm -
Nonstop3h 08m
Mon 9/147:15 am -
Nonstop2h 52m
Deal found 8/14![United Airlines logo]()
$209
This CheapOair deal was found by Cheapflights users on 8/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:30 am -
1 stop6h 15m
Fri 9/256:20 am -
1 stop27h 31m
Deal found 8/14![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Thu 9/1012:59 pm -
1 stop5h 47m
Sun 9/136:46 pm -
1 stop26h 48m
Deal found 8/13![Frontier logo]()
$211
This Billigflug deal was found by Cheapflights users on 8/16. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:31 am -
Nonstop3h 04m
Mon 9/147:00 pm -
Nonstop2h 52m
Deal found 8/16![Alaska Airlines logo]()
$211
Best flights from Tampa to ChicagoDiscover carefully curated flight deals from Tampa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from Tampa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:30 am -
1 stop4h 00m
Fri 9/42:50 pm -
1 stop6h 20m
Deal found 8/12![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 8/13. 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 12/255:20 pm -
1 stop5h 50m
Thu 12/319:30 am -
1 stop4h 25m
Deal found 8/13![Delta logo]()
$213
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:00 am -
1 stop6h 27m
Mon 9/215:59 pm -
Nonstop2h 56m
Deal found 8/16![United Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/310:49 pm -
1 stop11h 29m
Thu 10/89:40 am -
1 stop20h 25m
Deal found 8/14![Multiple Airlines logo]()
$216
This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:30 am -
1 stop6h 15m
Sun 10/46:00 am -
1 stop6h 08m
Deal found 8/13![JetBlue logo]()
$243
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:33 pm -
Nonstop3h 05m
Sat 10/172:10 pm -
1 stop6h 18m
Deal found 8/14![United Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:15 am -
Nonstop2h 40m
Sun 9/136:50 am -
Nonstop2h 30m
Deal found 8/13![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 8/14. 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 9/75:15 am -
1 stop5h 44m
Mon 9/141:19 pm -
1 stop7h 03m
Deal found 8/14![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:35 pm -
Nonstop2h 35m
Fri 10/29:00 pm -
Nonstop2h 30m
Deal found 8/15![Southwest logo]()
$222
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:33 pm -
Nonstop3h 05m
Sun 10/187:15 am -
Nonstop2h 52m
Deal found 8/12![United Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 8/12. 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 10/246:00 am -
1 stop7h 59m
Sun 10/251:55 pm -
1 stop6h 49m
Deal found 8/12![Delta logo]()
$244
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:15 am -
2 stops7h 05m
Fri 9/252:50 pm -
1 stop6h 20m
Deal found 8/12![Southwest logo]()
$223
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:05 pm -
1 stop5h 35m
Fri 9/44:30 pm -
Nonstop2h 56m
Deal found 8/12![United Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 8/16. 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 9/54:32 pm -
1 stop5h 23m
Tue 9/85:30 am -
1 stop6h 02m
Deal found 8/16![Delta logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 10/2110:49 pm -
1 stop11h 01m
Wed 11/43:34 pm -
2 stops19h 12m
Deal found 8/15![Multiple Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:23 pm -
1 stop8h 36m
Wed 9/1611:00 am -
Nonstop2h 56m
Deal found 8/14![United Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:35 pm -
2 stops6h 15m
Thu 10/297:05 am -
1 stop3h 55m
Deal found 8/14![Southwest logo]()
$243
This KAYAK deal was found by Cheapflights users on 8/13. 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.
Tue 9/153:16 pm -
1 stop6h 40m
Wed 9/166:40 am -
1 stop6h 22m
Deal found 8/13![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:04 pm -
1 stop5h 57m
Mon 11/98:03 pm -
Nonstop2h 56m
Deal found 8/14![United Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:05 pm -
2 stops5h 35m
Sun 11/812:50 pm -
1 stop3h 55m
Deal found 8/13![Southwest logo]()
$243
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/201:22 pm -
Nonstop3h 08m
Thu 9/2412:59 pm -
Nonstop2h 48m
Deal found 8/14![United Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 8/16. 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 11/236:00 am -
1 stop7h 35m
Tue 1/56:00 am -
1 stop6h 11m
Deal found 8/16![Delta logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 11/15:07 pm -
2 stops17h 47m
Sun 11/810:30 am -
1 stop19h 35m
Deal found 8/15![Multiple Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:55 pm -
1 stop5h 15m
Sun 10/186:55 am -
Nonstop2h 30m
Deal found 8/12![Southwest logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:23 pm -
Nonstop3h 08m
Sun 9/207:15 am -
Nonstop2h 52m
Deal found 8/14![United Airlines logo]()
$253
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:55 am -
1 stop5h 05m
Wed 10/142:45 pm -
2 stops6h 15m
Deal found 8/13![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:20 am -
2 stops7h 45m
Fri 9/112:50 pm -
1 stop6h 20m
Deal found 8/16![Southwest logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 1/68:35 pm -
1 stop16h 17m
Sun 1/1012:42 pm -
1 stop15h 28m
Deal found 8/12![Multiple Airlines logo]()
$597
Last-minute flights from Tampa to ChicagoDiscover last-minute flight deals from Tampa to Chicago. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Tampa to Chicago. Data last updated August 17, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:25 pm -
1 stop9h 22m
Sat 9/56:05 am -
1 stop11h 44m
Deal found 8/14![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 9/49:02 pm -
2 stops26h 45m
Tue 9/811:50 am -
1 stop5h 59m
Deal found 8/14![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/82:25 pm -
1 stop6h 43m
Thu 9/1010:26 am -
1 stop5h 59m
Deal found 8/14![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:25 pm -
1 stop6h 43m
Mon 9/147:25 am -
1 stop7h 16m
Deal found 8/14![Frontier logo]()
$207
This Southwest deal was found by Cheapflights users on 8/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:15 am -
Nonstop2h 40m
Mon 9/147:55 pm -
Nonstop2h 35m
Deal found 8/17![Southwest logo]()
$209
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:22 pm -
Nonstop3h 08m
Mon 9/147:15 am -
Nonstop2h 52m
Deal found 8/14![United Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Thu 9/1012:59 pm -
1 stop5h 47m
Sun 9/136:46 pm -
1 stop26h 48m
Deal found 8/13![Frontier logo]()
$211
This Billigflug deal was found by Cheapflights users on 8/16. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:31 am -
Nonstop3h 04m
Mon 9/147:00 pm -
Nonstop2h 52m
Deal found 8/16![Alaska Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:15 am -
Nonstop2h 40m
Sat 9/197:05 am -
Nonstop2h 30m
Deal found 8/12![Southwest logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Fri 9/189:55 pm -
2 stops18h 25m
Mon 9/2110:26 am -
1 stop5h 59m
Deal found 8/13![Frontier logo]()
$206
This CheapOair deal was found by Cheapflights users on 8/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:30 am -
1 stop6h 15m
Fri 9/256:20 am -
1 stop27h 31m
Deal found 8/14![Multiple Airlines logo]()
$210
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/235:44 am -
1 stop7h 30m
Sat 9/267:00 pm -
Nonstop2h 52m
Deal found 8/13![American Airlines logo]()
$208
One-way flights from Tampa to ChicagoSearch for one-way flight options from Tampa to Chicago. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from Tampa to Chicago. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Trip.com deal was found by Cheapflights users on 8/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/308:07 pm -
1 stop27h 40m
Deal found 8/14![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/83:09 pm -
2 stops21h 42m
Deal found 8/13![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/17:05 am -
1 stop28h 50m
Deal found 8/15![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/27:05 am -
1 stop14h 03m
Deal found 8/15![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/98:25 am -
2 stops10h 26m
Deal found 8/14![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/146:00 pm -
2 stops12h 38m
Deal found 8/13![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/152:03 pm -
2 stops16h 35m
Deal found 8/14![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/89:50 pm -
2 stops21h 01m
Deal found 8/14![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/98:25 am -
2 stops10h 58m
Deal found 8/13![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 10/99:22 pm -
2 stops27h 21m
Deal found 8/14![Multiple Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/52:25 pm -
2 stops16h 34m
Deal found 8/14![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/92:10 pm -
3 stops25h 53m
Deal found 8/12![Multiple Airlines logo]()
$113
Find flight deals from Tampa to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Tampa (TPA) to Chicago (CHI). 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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Frontier) |
One-way from | $107 (Trip.com) |
Popular in | July |
Cheapest in | January |
Average price | $284 |
Good round-trip deal | $280 or less |
Good one-way deal | $181 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Tampa to Chicago 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 August 17, 2026.
Use the filters below to find and compare flights from Tampa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Mon 8/31
11:30 am-2:30 pm
1 stop4h 00m
Chicago Midway
Fri 9/4
2:50 pm-10:10 pm
1 stop6h 20m
$212
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Fri 12/25
5:20 pm-10:10 pm
1 stop5h 50m
Chicago Midway
Thu 12/31
9:30 am-2:55 pm
1 stop4h 25m
$213
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Sat 9/19
9:00 am-2:27 pm
1 stop6h 27m
Chicago O'Hare Intl
Mon 9/21
5:59 pm-9:55 pm
Nonstop2h 56m
$215
TampaChicago
TPA Tampa - RFD Chicago Greater Rockford
TPARFD
Tampa
Sat 10/3
10:49 pm-9:18 am
1 stop11h 29m
Chicago Greater Rockford
Thu 10/8
9:40 am-7:05 am
1 stop20h 25m
$216
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Thu 10/8
7:33 pm-9:38 pm
Nonstop3h 05m
Chicago O'Hare Intl
Sat 10/17
2:10 pm-9:28 pm
1 stop6h 18m
$219
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Fri 9/11
5:15 am-6:55 am
Nonstop2h 40m
Chicago Midway
Sun 9/13
6:50 am-10:20 am
Nonstop2h 30m
$222
Quickest round-trip
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Wed 9/30
5:35 pm-7:10 pm
Nonstop2h 35m
Chicago Midway
Fri 10/2
9:00 pm-12:30 am
Nonstop2h 30m
$222
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Thu 10/15
7:33 pm-9:38 pm
Nonstop3h 05m
Chicago O'Hare Intl
Sun 10/18
7:15 am-11:07 am
Nonstop2h 52m
$222
TampaChicago
TPA Tampa - MDW Chicago Midway
TPAMDW
Tampa
Sat 9/19
8:15 am-2:20 pm
2 stops7h 05m
Chicago Midway
Fri 9/25
2:50 pm-10:10 pm
1 stop6h 20m
$223
TampaChicago
TPA Tampa - ORD Chicago O'Hare Intl
TPAORD
Tampa
Mon 8/31
7:05 pm-11:40 pm
1 stop5h 35m
Chicago O'Hare Intl
Fri 9/4
4:30 pm-8:26 pm
Nonstop2h 56m
$231
Showing 1-10 of 58 resultsSorted by cheapest first
Compare providers for flights from Tampa to Chicago
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 Tampa to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Tampa-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tampa-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tampa-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Tampa-Chicago 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 Tampa-Chicago 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 Tampa to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Tampa with our price prediction graph.
TPA-CHI
TPA-MDW
TPA-ORD
TPA-RFD
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 Tampa to Chicago
TPA-CHI
TPA-MDW
TPA-ORD
TPA-RFD
What is the cheapest month to book a flight from Tampa to Chicago?
Currently, October is the cheapest month in which you can book a flight from Tampa to Chicago (average of $198). Flying from Tampa to Chicago in July is currently the most expensive (average of $377). 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.
What is the cheapest time of day to fly from TPA to CHI?
Find hourly flight availability from Tampa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2026.
One of the essential ways to save on airfare from Tampa to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 16% on airfare.
Weekly flight availability from Tampa to Chicago
Explore weekly flight availability from Tampa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 17, 2026.
The most flights from TPA to CHI are scheduled on a Friday (43 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (31 on average).
How much does it cost to fly round-trip from Tampa to Chicago?
Airfare is typical for this route at the moment.
Tampa to Chicago flights typically cost between $202 and $369 in September.The cheapest round-trip price found within the last 5 days was $205 on Frontier (Sep 2-Sep 5).
What’s the top layover airport for flights from Tampa to Chicago?
Share of 1-stop round-trip flights from Tampa to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Atlanta (ATL) – chosen by Cheapflights users on 71% of 1-stop itineraries from Tampa to Chicago on Cheapflights.
What’s the cheapest layover airport for flights from Tampa to Chicago?
Average round-trip fare for 1-stop flights from Tampa to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $263.
What’s the fastest layover option from Tampa to Chicago?
Shortest average travel time for 1-stop one-way flights from Tampa to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 5h 01m.
Which airport typically offers the quickest layover for flights from Tampa to Chicago?
Average layover duration for 1-stop one-way flights from Tampa to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 2h 47m.
How far ahead should I book a flight from Tampa to Chicago?
Booking 46 days in advance of your planned departure date is, on average, the best time to get cheap flights from Tampa to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Tampa to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Tampa to Chicago. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Tampa to Chicago flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Tampa to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Tampa to Chicago trip
Our travel experts
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated August 17, 2026.
Read through reviews of airlines operating flights from Tampa to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Tampa to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
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Tampa and Chicago flights
Browse other Tampa and Chicago flight options. Last updated on August 17, 2026.
Other flights from Tampa
Browse through other flights departing from Tampa. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
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Top 6 airlines flying from Tampa to Chicago
Discover the top 6 airlines that operate flights from Tampa to Chicago. 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 August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$46 | Average$188 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$316 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$146 | Average$330 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$348 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$314 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$168 | Average$359 | FlexibilityNo cancel fee | On-time69% |