$63+ Cheap flights from Tennessee 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — CHI
Sep 21 — Sep 281
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Tennessee 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.Cheap flight deals from Tennessee to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Tennessee to ChicagoExplore the most affordable flight options available from Tennessee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
Explore the most affordable flight options available from Tennessee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:15 am -
Nonstop2h 06m
Mon 9/219:29 pm -
Nonstop1h 57m
Deal found 8/17![United Airlines logo]()
$157
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 9/103:20 pm -
Nonstop1h 35m
Mon 9/148:45 pm -
Nonstop1h 45m
Deal found 8/17![Southwest logo]()
$157
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:45 am -
Nonstop2h 15m
Mon 9/149:15 pm -
Nonstop1h 52m
Deal found 8/17![American Airlines logo]()
$158
This CheapOair deal was found by Cheapflights users on 8/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:59 pm -
1 stop28h 25m
Thu 10/226:30 am -
1 stop12h 44m
Deal found 8/21![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
2 stops9h 40m
Thu 10/810:20 pm -
Nonstop1h 35m
Deal found 8/19![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 8/18. 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 9/1610:34 am -
1 stop5h 39m
Sat 9/266:40 am -
1 stop6h 08m
Deal found 8/18![Delta logo]()
$177
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:10 pm -
1 stop4h 03m
Mon 9/141:55 pm -
1 stop7h 03m
Deal found 8/17![Delta logo]()
$178
This Super.com deal was found by Cheapflights users on 8/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:35 pm -
1 stop7h 48m
Sat 9/123:50 pm -
1 stop27h 35m
Deal found 8/20![Frontier logo]()
$182
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:20 pm -
2 stops7h 40m
Thu 10/226:05 am -
1 stop8h 05m
Deal found 8/19![Southwest logo]()
$182
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:36 pm -
Nonstop2h 09m
Thu 10/89:20 pm -
Nonstop1h 55m
Deal found 8/21![United Airlines logo]()
$185
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:48 am -
Nonstop2h 11m
Mon 10/129:20 pm -
Nonstop1h 56m
Deal found 8/19![United Airlines logo]()
$186
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:15 am -
2 stops7h 35m
Tue 9/2210:30 am -
2 stops7h 20m
Deal found 8/18![Southwest logo]()
$187
Best flights from Tennessee to ChicagoDiscover carefully curated flight deals from Tennessee to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Tennessee to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Sat 9/195:34 pm -
Nonstop2h 31m
Mon 9/219:15 pm -
Nonstop1h 52m
Deal found 8/21![American Airlines logo]()
$157
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:48 am -
Nonstop2h 11m
Mon 10/199:20 pm -
Nonstop1h 56m
Deal found 8/20![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:35 pm -
Nonstop1h 35m
Tue 10/610:10 am -
Nonstop1h 35m
Deal found 8/20![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 8/18. 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 9/86:10 pm -
1 stop5h 49m
Thu 9/106:40 am -
1 stop4h 07m
Deal found 8/18![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 8/287:00 am -
1 stop8h 23m
Sun 8/303:59 pm -
Nonstop1h 25m
Deal found 8/18![Allegiant Air logo]()
$243
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:52 am -
Nonstop1h 30m
Sun 10/189:33 pm -
3 stops40h 46m
Deal found 8/17![Multiple Airlines logo]()
$245
This Southwest deal was found by Cheapflights users on 8/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:40 pm -
1 stop5h 40m
Sat 9/266:15 pm -
Nonstop1h 45m
Deal found 8/21![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 8/20. 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.
Sat 10/176:03 pm -
1 stop5h 54m
Mon 10/195:27 am -
1 stop4h 09m
Deal found 8/20![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/18. 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 9/81:37 pm -
1 stop7h 19m
Sat 10/32:00 pm -
1 stop4h 49m
Deal found 8/18![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/19. 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.
Mon 11/233:53 pm -
1 stop7h 03m
Thu 11/266:00 am -
1 stop6h 37m
Deal found 8/19![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/21. 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.
Mon 9/216:09 pm -
1 stop4h 35m
Sat 9/261:19 pm -
1 stop5h 30m
Deal found 8/21![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:36 am -
Nonstop1h 58m
Thu 10/226:55 am -
Nonstop1h 45m
Deal found 8/21![United Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 8/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:55 pm -
1 stop6h 30m
Mon 9/288:45 pm -
Nonstop1h 45m
Deal found 8/21![Southwest logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/101:34 pm -
Nonstop1h 29m
Sun 9/139:29 pm -
2 stops35h 19m
Deal found 8/19![Multiple Airlines logo]()
$254
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:34 pm -
Nonstop1h 29m
Sun 9/2710:41 am -
1 stop23h 49m
Deal found 8/17![Allegiant Air logo]()
$256
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Fri 9/116:28 pm -
1 stop5h 31m
Mon 9/1411:00 pm -
Nonstop1h 34m
Deal found 8/21![American Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 8/18. 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 9/86:10 pm -
1 stop4h 34m
Thu 9/106:05 am -
1 stop4h 42m
Deal found 8/18![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am -
Nonstop2h 00m
Mon 9/147:45 pm -
Nonstop1h 52m
Deal found 8/21![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:20 pm -
Nonstop1h 35m
Mon 9/218:45 pm -
Nonstop1h 45m
Deal found 8/18![Southwest logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 9/31:34 pm -
Nonstop1h 29m
Sun 9/139:29 pm -
2 stops35h 19m
Deal found 8/21![Multiple Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/97:31 am -
Nonstop2h 16m
Sat 9/129:05 pm -
Nonstop1h 51m
Deal found 8/19![American Airlines logo]()
$259
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.
Fri 10/27:07 pm -
Nonstop2h 12m
Fri 10/99:20 pm -
Nonstop1h 50m
Deal found 8/16![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 8/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:03 am -
Nonstop2h 08m
Fri 10/239:08 pm -
Nonstop1h 49m
Deal found 8/18![American Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 10/165:37 pm -
1 stop14h 54m
Fri 10/236:00 am -
1 stop13h 01m
Deal found 8/18![Multiple Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 8/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:40 pm -
Nonstop1h 30m
Mon 9/145:55 am -
Nonstop1h 25m
Deal found 8/21![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/21. 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.
Sat 9/191:53 pm -
1 stop5h 03m
Mon 9/215:30 am -
1 stop7h 02m
Deal found 8/21![Delta logo]()
$208
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:42 am -
Nonstop1h 58m
Sun 9/276:03 pm -
Nonstop1h 46m
Deal found 8/21![United Airlines logo]()
$259
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:31 am -
Nonstop2h 16m
Sun 9/209:05 pm -
Nonstop1h 51m
Deal found 8/17![American Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Fri 9/118:00 am -
1 stop3h 40m
Mon 9/147:28 pm -
2 stops21h 17m
Deal found 8/21![Multiple Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:10 am -
Nonstop1h 35m
Sat 9/126:15 pm -
Nonstop1h 45m
Deal found 8/20![Southwest logo]()
$253
Last-minute flights from Tennessee to ChicagoDiscover last-minute flight deals from Tennessee to Chicago. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Tennessee to Chicago. Data last updated August 22, 2026 and is based on user searches.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:26 pm -
Nonstop2h 06m
Fri 9/113:46 pm -
Nonstop1h 56m
Deal found 8/17![United Airlines logo]()
$206
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.
Wed 9/96:00 am -
Nonstop1h 35m
Fri 9/118:45 pm -
Nonstop1h 45m
Deal found 8/17![Southwest logo]()
$206
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 -
Nonstop1h 35m
Thu 9/248:45 pm -
Nonstop1h 45m
Deal found 8/17![Southwest logo]()
$157
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:45 am -
Nonstop2h 15m
Mon 9/149:15 pm -
Nonstop1h 52m
Deal found 8/17![American Airlines logo]()
$158
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 -
Nonstop1h 35m
Mon 9/145:55 am -
1 stop3h 05m
Deal found 8/17![Southwest logo]()
$167
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:10 pm -
1 stop4h 03m
Mon 9/141:55 pm -
1 stop7h 03m
Deal found 8/17![Delta logo]()
$178
This Super.com deal was found by Cheapflights users on 8/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:35 pm -
1 stop7h 48m
Sat 9/123:50 pm -
1 stop27h 35m
Deal found 8/20![Frontier logo]()
$182
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
Nonstop1h 35m
Tue 9/222:00 pm -
2 stops7h 50m
Deal found 8/18![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 8/18. 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 9/1610:34 am -
1 stop5h 39m
Sat 9/266:40 am -
1 stop6h 08m
Deal found 8/18![Delta logo]()
$177
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:15 am -
Nonstop2h 06m
Mon 9/219:29 pm -
Nonstop1h 57m
Deal found 8/17![United Airlines logo]()
$157
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:11 pm -
1 stop14h 09m
Sun 9/2011:15 am -
1 stop8h 10m
Deal found 8/17![Frontier logo]()
$195
This Delta deal was found by Cheapflights users on 8/21. 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.
Sat 9/191:53 pm -
1 stop5h 03m
Mon 9/215:30 am -
1 stop7h 02m
Deal found 8/21![Delta logo]()
$208
One-way flights from Tennessee to ChicagoSearch for one-way flight options from Tennessee to Chicago. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Tennessee to Chicago. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 11/93:04 pm -
Nonstop1h 37m
Deal found 8/20![Allegiant Air logo]()
$63
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:35 pm -
1 stop7h 48m
Deal found 8/17![Frontier logo]()
$73
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:35 pm -
1 stop7h 48m
Deal found 8/17![Frontier logo]()
$74
This American Airlines deal was found by Cheapflights users on 8/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:05 am -
Nonstop2h 10m
Deal found 8/18![American Airlines logo]()
$79
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.
Sat 9/1912:40 pm -
Nonstop1h 35m
Deal found 8/17![Southwest logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Mon 10/1212:04 pm -
Nonstop1h 32m
Deal found 8/21![Allegiant Air logo]()
$82
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:43 pm -
1 stop7h 14m
Deal found 8/17![Delta logo]()
$89
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:43 pm -
1 stop5h 50m
Deal found 8/17![Delta logo]()
$89
This CheapOair deal was found by Cheapflights users on 8/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:00 pm -
1 stop16h 31m
Deal found 8/20![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 10/228:59 am -
1 stop7h 37m
Deal found 8/21![Multiple Airlines logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 10/89:04 am -
1 stop7h 32m
Deal found 8/18![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 11/159:59 am -
1 stop30h 25m
Deal found 8/18![Multiple Airlines logo]()
$100
Find flight deals from Tennessee to Chicago
Keep the following information in mind while searching for Tennessee to Chicago flight deals. Data was last updated August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (American Airlines) |
One-way from | $63 (Kiwi.com) |
Popular in | January |
Cheapest in | October |
Average price | $285 |
Good round-trip deal | $70 or less |
Good one-way deal | $39 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Tennessee 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 7,457,451 searches. Data last updated August 22, 2026.
Use the filters below to find and compare flights from Tennessee to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Sat 9/19
5:34 pm-8:05 pm
Nonstop2h 31m
Chicago O'Hare Intl
Mon 9/21
9:15 pm-11:07 pm
Nonstop1h 52m
$157
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Sat 10/17
9:48 am-11:59 am
Nonstop2h 11m
Chicago O'Hare Intl
Mon 10/19
9:20 pm-11:16 pm
Nonstop1h 56m
$157
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Sat 10/3
1:35 pm-3:10 pm
Nonstop1h 35m
Chicago Midway
Tue 10/6
10:10 am-11:45 am
Nonstop1h 35m
$157
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Sat 9/19
1:40 pm-7:20 pm
1 stop5h 40m
Chicago Midway
Sat 9/26
6:15 pm-8:00 pm
Nonstop1h 45m
$167
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Tue 9/8
6:10 pm-11:59 pm
1 stop5h 49m
Chicago O'Hare Intl
Thu 9/10
6:40 am-10:47 am
1 stop4h 07m
$177
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Sat 10/17
6:03 pm-11:57 pm
1 stop5h 54m
Chicago O'Hare Intl
Mon 10/19
5:27 am-9:36 am
1 stop4h 09m
$177
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Tue 9/8
1:37 pm-8:56 pm
1 stop7h 19m
Chicago O'Hare Intl
Sat 10/3
2:00 pm-6:49 pm
1 stop4h 49m
$177
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Mon 11/23
3:53 pm-10:56 pm
1 stop7h 03m
Chicago Midway
Thu 11/26
6:00 am-12:37 pm
1 stop6h 37m
$177
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Mon 9/21
6:09 pm-10:44 pm
1 stop4h 35m
Chicago Midway
Sat 9/26
1:19 pm-6:49 pm
1 stop5h 30m
$177
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Tue 9/8
6:10 pm-10:44 pm
1 stop4h 34m
Chicago Midway
Thu 9/10
6:05 am-10:47 am
1 stop4h 42m
$177
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Tennessee to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Tennessee with our price prediction graph.
TYS-MDW
MEM-ORD
MEM-MDW
CHA-ORD
BNA-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 Tennessee to Chicago
USTN-CHI
TYS-MDW
MEM-ORD
MEM-MDW
CHA-ORD
What is the cheapest month to book a flight from Tennessee to Chicago?
Currently, October is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $262). Flying from Tennessee to Chicago in July is currently the most expensive (average of $369). 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 TN to CHI?
Find hourly flight availability from Tennessee 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 22, 2026.
A simple way to save on the total cost of your ticket is to fly from Tennessee to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight at noon.
Weekly flight availability from Tennessee to Chicago
Explore weekly flight availability from Tennessee 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 22, 2026.
The most flights from USTN to CHI are scheduled on a Friday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).
How much does it cost to fly round-trip from Tennessee to Chicago?
Airfare is typical for this route at the moment.
Tennessee to Chicago flights typically cost between $153 and $340 in September.The cheapest round-trip price found within the last 5 days was $209 on Multiple Airlines (Sep 16-Sep 20).
How far ahead should I book a flight from Tennessee to Chicago?
Booking 72 days in advance of your planned departure date is, on average, the best time to get cheap flights from Tennessee 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 Tennessee to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Tennessee to Chicago. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Tennessee to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Tennessee 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Tennessee to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 22, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Tennessee to Chicago by cabin class
Find flights from Tennessee to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Tennessee and Chicago flights
Browse other Tennessee and Chicago flight options. Last updated on August 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Tennessee to Chicago flights
Consider these flights traveling from Tennessee to Chicago.
Top 8 airlines flying from Tennessee to Chicago
Discover the top 8 airlines that operate flights from Tennessee 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 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$55 | Average$117 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$65 | Average$114 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$97 | Average$338 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$127 | Average$323 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$147 | Average$322 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$250 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$166 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$227 | FlexibilityNo cancel fee | On-timeN/A |