$117+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
TPA — CHI
Sep 3 — Sep 101
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 October or January, booked 83 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 4, 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 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/192:25 pm -
1 stop6h 43m
Thu 8/271:59 pm -
1 stop9h 36m
Deal found 8/2![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 8/2. 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.
Fri 8/282:25 pm -
1 stop9h 22m
Fri 9/411:50 am -
1 stop5h 59m
Deal found 8/2![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/32:25 pm -
1 stop6h 39m
Wed 9/96:30 am -
1 stop9h 23m
Deal found 8/2![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/172:10 pm -
1 stop8h 53m
Thu 8/2711:50 am -
1 stop5h 59m
Deal found 7/31![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/192:25 pm -
1 stop6h 43m
Tue 8/251:59 pm -
1 stop9h 36m
Deal found 7/31![Frontier logo]()
$212
This Frontier deal was found by Cheapflights users on 7/31. 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.
Fri 8/212:25 pm -
1 stop9h 22m
Tue 8/2511:50 am -
1 stop5h 59m
Deal found 7/31![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/292:25 pm -
1 stop6h 43m
Tue 9/17:44 pm -
2 stops14h 56m
Deal found 8/2![Frontier logo]()
$213
This Trip.com deal was found by Cheapflights users on 8/1. 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.
Thu 10/227:11 am -
1 stop4h 47m
Sat 10/2412:03 pm -
1 stop9h 56m
Deal found 8/1![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 -
1 stop6h 43m
Mon 9/79:10 pm -
2 stops13h 30m
Deal found 8/2![Frontier logo]()
$214
This Trip.com deal was found by Cheapflights users on 8/3. 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.
Sat 8/222:25 pm -
1 stop9h 22m
Mon 8/3111:50 am -
1 stop5h 59m
Deal found 8/3![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/252:25 pm -
1 stop6h 34m
Thu 8/279:10 pm -
2 stops26h 25m
Deal found 8/3![Frontier logo]()
$215
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 pm -
1 stop6h 44m
Sun 9/276:25 am -
1 stop10h 00m
Deal found 7/31![Frontier logo]()
$216
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 4, 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 4, 2026.
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/269:00 am -
1 stop6h 26m
Mon 9/281:55 pm -
Nonstop2h 48m
Deal found 7/30![United Airlines logo]()
$215
This Southwest deal was found by Cheapflights users on 8/2. 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 9/127:25 am -
Nonstop2h 40m
Tue 9/156:05 pm -
Nonstop2h 40m
Deal found 8/2![Southwest logo]()
$235
This Delta deal was found by Cheapflights users on 8/3. 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 8/3![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 8/4. 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 9/1511:35 am -
Nonstop2h 40m
Tue 9/227:30 am -
Nonstop2h 30m
Deal found 8/4![Southwest logo]()
$235
This United Airlines deal was found by Cheapflights users on 8/1. 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 10/229:00 am -
1 stop6h 26m
Sat 10/244:45 pm -
Nonstop2h 56m
Deal found 8/1![United Airlines logo]()
$241
This Southwest deal was found by Cheapflights users on 7/31. 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 12/97:20 am -
Nonstop2h 45m
Thu 12/108:10 am -
1 stop4h 05m
Deal found 7/31![Southwest logo]()
$241
This United Airlines deal was found by Cheapflights users on 8/2. 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 10/177:26 am -
Nonstop3h 06m
Tue 10/208:45 am -
1 stop6h 11m
Deal found 8/2![United Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/158:57 pm -
1 stop14h 50m
Sun 8/161:24 pm -
1 stop15h 23m
Deal found 7/30![Multiple Airlines logo]()
$544
This Southwest deal was found by Cheapflights users on 8/4. 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 8/267:35 am -
Nonstop2h 40m
Mon 8/3112:20 pm -
1 stop3h 50m
Deal found 8/4![Southwest logo]()
$241
This United Airlines deal was found by Cheapflights users on 8/2. 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 9/54:23 pm -
Nonstop3h 08m
Mon 9/77:15 am -
Nonstop2h 56m
Deal found 8/2![United Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 8/1. 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 12/205:20 am -
1 stop6h 46m
Tue 12/295:30 am -
1 stop6h 45m
Deal found 8/1![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/2. 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 9/27:35 am -
Nonstop2h 40m
Tue 9/86:30 am -
1 stop5h 50m
Deal found 8/2![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 7/31. 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 11/86:20 am -
1 stop4h 51m
Mon 11/97:00 am -
1 stop4h 55m
Deal found 7/31![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/30. 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 10/276:00 pm -
Nonstop2h 40m
Fri 10/301:25 pm -
Nonstop2h 35m
Deal found 7/30![Southwest logo]()
$253
This United Airlines deal was found by Cheapflights users on 8/4. 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 9/37:30 am -
Nonstop3h 03m
Sun 9/611:00 am -
Nonstop2h 57m
Deal found 8/4![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/1. 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 12/191:20 pm -
1 stop6h 12m
Tue 12/295:30 am -
1 stop6h 45m
Deal found 8/1![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 8/1. 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 11/191:20 pm -
Nonstop2h 40m
Mon 11/236:50 pm -
Nonstop2h 35m
Deal found 8/1![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 7/31. 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 11/183:55 pm -
2 stops6h 30m
Thu 11/198:10 am -
1 stop4h 05m
Deal found 7/31![Southwest logo]()
$256
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/194:23 pm -
Nonstop3h 08m
Mon 9/214:40 pm -
Nonstop2h 56m
Deal found 7/31![United Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 8/3. 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 1/58:45 am -
1 stop6h 25m
Sat 1/97:35 am -
2 stops6h 25m
Deal found 8/3![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 12/2212:20 pm -
Nonstop3h 09m
Tue 12/296:00 am -
Nonstop2h 53m
Deal found 8/2![United Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 8/2. 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 9/197:25 am -
Nonstop2h 40m
Sun 9/206:50 am -
Nonstop2h 30m
Deal found 8/2![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 8/3. 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 10/168:25 am -
1 stop6h 00m
Sun 10/187:30 pm -
Nonstop2h 35m
Deal found 8/3![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 8/3. 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 9/249:30 am -
2 stops7h 15m
Sun 9/276:05 am -
1 stop4h 20m
Deal found 8/3![Southwest logo]()
$296
Last-minute flights from Tampa to ChicagoDiscover last-minute flight deals from Tampa to Chicago. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Tampa to Chicago. Data last updated August 4, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 7/30. 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.
Wed 8/127:38 am -
1 stop7h 01m
Sat 8/227:11 am -
1 stop10h 38m
Deal found 7/30![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/128:57 pm -
1 stop14h 50m
Sun 8/1611:37 am -
1 stop18h 46m
Deal found 7/31![Multiple Airlines logo]()
$242
This Priceline deal was found by Cheapflights users on 7/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:15 pm -
1 stop5h 48m
Sat 8/2211:45 am -
1 stop6h 04m
Deal found 7/30![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 7/30. 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 8/1210:27 am -
1 stop6h 33m
Sat 8/227:11 am -
1 stop10h 38m
Deal found 7/30![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 7/31. 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 8/125:15 pm -
1 stop5h 48m
Sat 8/1511:06 am -
1 stop7h 44m
Deal found 7/31![Frontier logo]()
$254
This JetBlue deal was found by Cheapflights users on 7/30. 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.
Wed 8/127:38 am -
1 stop7h 01m
Thu 8/137:00 am -
1 stop6h 07m
Deal found 7/30![JetBlue logo]()
$257
This Expedia deal was found by Cheapflights users on 7/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:10 pm -
1 stop6h 43m
Wed 8/1912:44 am -
1 stop18h 39m
Deal found 7/30![Frontier logo]()
$231
This Trip.com deal was found by Cheapflights users on 8/2. 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.
Thu 8/135:40 pm -
1 stop5h 23m
Thu 8/2711:50 am -
1 stop5h 59m
Deal found 8/2![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 7/31. 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.
Fri 8/145:40 pm -
1 stop5h 23m
Mon 8/2411:50 am -
1 stop5h 59m
Deal found 7/31![Frontier logo]()
$224
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:10 pm -
1 stop6h 43m
Mon 8/248:37 am -
1 stop11h 55m
Deal found 7/31![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/1412:50 pm -
1 stop8h 03m
Tue 8/188:05 am -
1 stop22h 03m
Deal found 7/30![Multiple Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/1410:31 pm -
2 stops24h 32m
Mon 8/2411:50 am -
1 stop5h 59m
Deal found 7/30![Multiple Airlines logo]()
$259
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 4, 2026.
Search for one-way flight options from Tampa to Chicago. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/48:07 pm -
1 stop15h 43m
Deal found 8/2![Frontier logo]()
$117
This Southwest deal was found by Cheapflights users on 8/3. 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
Deal found 8/3![Southwest logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 10/276:23 pm -
2 stops39h 27m
Deal found 8/2![Multiple Airlines logo]()
$118
This United Airlines deal was found by Cheapflights users on 7/31. 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 10/197:33 pm -
Nonstop3h 05m
Deal found 7/31![United Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/217:05 am -
1 stop28h 45m
Deal found 7/30![Frontier logo]()
$119
This Super.com deal was found by Cheapflights users on 8/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:02 pm -
1 stop17h 34m
Deal found 8/1![Frontier logo]()
$119
This Southwest deal was found by Cheapflights users on 8/3. 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 9/510:25 am -
2 stops7h 45m
Deal found 8/3![Southwest logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 11/36:23 pm -
2 stops39h 17m
Deal found 8/4![Multiple Airlines logo]()
$120
This Trip.com deal was found by Cheapflights users on 8/1. 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.
Wed 8/197:05 am -
1 stop14h 03m
Deal found 8/1![Frontier logo]()
$120
This Frontier deal was found by Cheapflights users on 7/31. 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.
Fri 8/282:25 pm -
1 stop9h 22m
Deal found 7/31![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/175:40 pm -
1 stop15h 13m
Deal found 8/1![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/277:05 am -
2 stops14h 26m
Deal found 7/31![Frontier logo]()
$122
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 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $210 (Kiwi.com) |
One-way from | $117 (Kiwi.com) |
Popular in | July |
Cheapest in | October |
Average price | $241 |
Good round-trip deal | $296 or less |
Good one-way deal | $165 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 4, 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 - ORD
TPAORD
Tampa
Sat 9/26
9:00 am-2:26 pm
1 stop6h 26m
Chicago O'Hare Intl
Mon 9/28
1:55 pm-5:43 pm
Nonstop2h 48m
$215
TampaChicago
TPA - MDW
TPAMDW
Tampa
Sat 9/12
7:25 am-9:05 am
Nonstop2h 40m
Chicago Midway
Tue 9/15
6:05 pm-9:45 pm
Nonstop2h 40m
$235
Quickest round-trip
TampaChicago
TPA - MDW
TPAMDW
Tampa
Tue 9/15
11:35 am-1:15 pm
Nonstop2h 40m
Chicago Midway
Tue 9/22
7:30 am-11:00 am
Nonstop2h 30m
$235
TampaChicago
TPA - ORD
TPAORD
Tampa
Thu 10/22
9:00 am-2:26 pm
1 stop6h 26m
Chicago O'Hare Intl
Sat 10/24
4:45 pm-8:41 pm
Nonstop2h 56m
$241
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 12/9
7:20 am-9:05 am
Nonstop2h 45m
Chicago Midway
Thu 12/10
8:10 am-1:15 pm
1 stop4h 05m
$241
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 8/26
7:35 am-9:15 am
Nonstop2h 40m
Chicago Midway
Mon 8/31
12:20 pm-5:10 pm
1 stop3h 50m
$241
TampaChicago
TPA - ORD
TPAORD
Tampa
Sat 10/17
7:26 am-9:32 am
Nonstop3h 06m
Chicago O'Hare Intl
Tue 10/20
8:45 am-3:56 pm
1 stop6h 11m
$245
TampaChicago
TPA - MDW
TPAMDW
Tampa
Wed 9/2
7:35 am-9:15 am
Nonstop2h 40m
Chicago Midway
Tue 9/8
6:30 am-1:20 pm
1 stop5h 50m
$245
TampaChicago
TPA - MDW
TPAMDW
Tampa
Tue 10/27
6:00 pm-7:40 pm
Nonstop2h 40m
Chicago Midway
Fri 10/30
1:25 pm-5:00 pm
Nonstop2h 35m
$253
TampaChicago
TPA - MDW
TPAMDW
Tampa
Thu 11/19
1:20 pm-3:00 pm
Nonstop2h 40m
Chicago Midway
Mon 11/23
6:50 pm-10:25 pm
Nonstop2h 35m
$253
Showing 1-10 of 54 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 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 |
- 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-ORD
TPA-MDW
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-ORD
TPA-MDW
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 $195). Flying from Tampa to Chicago in July is currently the most expensive (average of $375). 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 4, 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 19% 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 4, 2026.
The most flights from TPA to CHI are scheduled on a Monday (47 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 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 $176 and $312 in August.The cheapest round-trip price found within the last 5 days was $210 on Frontier (Aug 19-Aug 25).
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 66 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 1, 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 4, 2026.
Read through reviews of airlines operating flights from Tampa to Chicago, such as Southwest,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
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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Alternative routes for Tampa to Chicago
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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 4, 2026.
Complete your trip
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Tampa and Chicago flights
Browse other Tampa and Chicago flight options. Last updated on August 4, 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 4, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Tampa to Chicago flights
Consider these flights traveling from Tampa to Chicago.
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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$46 | Average$187 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$411 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$146 | Average$329 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$346 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$313 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$168 | Average$358 | FlexibilityNo cancel fee | On-time69% |