$129+ Cheap flights from Kingsport, TN 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
TYS — CHI
Jun 24 — Jul 11
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Kingsport to ChicagoExplore the most affordable flight options available from Kingsport to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
Explore the most affordable flight options available from Kingsport to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 pm
TRI
- ORD
1 stop4h 50m
Delta
Sun 9/68:02 am
ORD
- TRI
1 stop6h 05m
Delta
Deal found 5/24![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:00 pm
TRI
- MDW
1 stop6h 17m
Delta
Sun 7/56:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/20![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 pm
TRI
- ORD
1 stop4h 50m
Delta
Tue 9/87:10 am
ORD
- TRI
1 stop6h 59m
Delta
Deal found 5/24![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:00 am
TRI
- ORD
Nonstop2h 00m
United Airlines
Sun 11/81:55 pm
ORD
- TRI
Nonstop1h 45m
United Airlines
Deal found 5/22![United Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/224:14 pm
TRI
- MDW
1 stop7h 01m
Delta
Sat 7/2510:55 am
MDW
- TRI
1 stop3h 55m
Delta
Deal found 5/21![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:49 pm
TRI
- ORD
1 stop4h 56m
Delta
Sun 9/138:15 am
ORD
- TRI
1 stop5h 54m
Delta
Deal found 5/21![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:00 pm
TRI
- MDW
1 stop7h 17m
Delta
Wed 6/176:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/22![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:45 pm
TRI
- ORD
1 stop4h 19m
Delta
Tue 6/166:35 am
ORD
- TRI
1 stop5h 24m
Delta
Deal found 5/22![Delta logo]()
$284
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:54 am
TRI
- ORD
Nonstop2h 11m
American Airlines
Sat 7/259:07 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Deal found 5/21![American Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
TRI
- ORD
1 stop5h 10m
Delta
Sat 7/255:30 am
ORD
- TRI
1 stop6h 26m
Delta
Deal found 5/21![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:15 am
TRI
- ORD
Nonstop2h 15m
American Airlines
Sun 9/69:00 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Deal found 5/24![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/154:14 pm
TRI
- MDW
1 stop7h 01m
Delta
Sat 7/2510:55 am
MDW
- TRI
1 stop3h 55m
Delta
Deal found 5/22![Delta logo]()
$304
Best flights from Kingsport to ChicagoDiscover carefully curated flight deals from Kingsport to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
Discover carefully curated flight deals from Kingsport to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:00 pm
TRI
- MDW
1 stop6h 17m
Delta
Sun 7/56:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/20![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:00 am
TRI
- ORD
Nonstop2h 00m
United Airlines
Mon 11/237:40 am
ORD
- TRI
Nonstop1h 45m
United Airlines
Deal found 5/23![United Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:54 am
TRI
- ORD
Nonstop2h 11m
American Airlines
Sat 7/254:51 pm
ORD
- TRI
1 stop6h 37m
American Airlines
Deal found 5/21![American Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/224:14 pm
TRI
- MDW
1 stop7h 01m
Delta
Sat 7/2510:55 am
MDW
- TRI
1 stop3h 55m
Delta
Deal found 5/21![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:09 pm
TRI
- MDW
1 stop4h 27m
Delta
Wed 9/21:05 pm
MDW
- TRI
1 stop4h 09m
Delta
Deal found 5/20![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/275:15 am
TRI
- ORD
1 stop4h 47m
American Airlines
Wed 7/13:50 pm
ORD
- TRI
1 stop6h 36m
American Airlines
Deal found 5/20![American Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:55 pm
TRI
- ORD
1 stop4h 58m
Delta
Tue 7/218:03 am
ORD
- TRI
1 stop6h 25m
Delta
Deal found 5/23![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:53 pm
TRI
- ORD
1 stop5h 00m
Delta
Sat 7/189:00 am
ORD
- TRI
1 stop5h 50m
Delta
Deal found 5/20![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm
TRI
- ORD
1 stop6h 55m
Delta
Thu 10/227:10 am
ORD
- TRI
1 stop3h 54m
Delta
Deal found 5/22![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:09 pm
TRI
- ORD
1 stop5h 49m
Delta
Wed 9/28:15 am
ORD
- TRI
1 stop5h 54m
Delta
Deal found 5/20![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:49 pm
TRI
- ORD
1 stop4h 56m
Delta
Sun 9/138:15 am
ORD
- TRI
1 stop5h 54m
Delta
Deal found 5/21![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:50 pm
TRI
- ORD
1 stop5h 40m
Delta
Sun 10/49:30 am
ORD
- TRI
1 stop4h 39m
Delta
Deal found 5/21![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
TRI
- ORD
1 stop5h 10m
Delta
Sat 7/255:30 am
ORD
- TRI
1 stop6h 26m
Delta
Deal found 5/21![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/203:50 pm
TRI
- MDW
1 stop6h 55m
Delta
Mon 11/236:00 am
MDW
- TRI
1 stop5h 04m
Delta
Deal found 5/23![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/154:14 pm
TRI
- MDW
1 stop7h 01m
Delta
Thu 7/236:00 am
MDW
- TRI
1 stop5h 56m
Delta
Deal found 5/22![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:00 pm
TRI
- MDW
1 stop6h 17m
Delta
Mon 7/66:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/23![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:05 am
TRI
- MDW
2 stops13h 26m
Delta
Sun 9/136:00 am
MDW
- TRI
1 stop5h 06m
Delta
Deal found 5/22![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/184:36 pm
TRI
- MDW
1 stop6h 39m
Delta
Wed 7/2211:05 am
MDW
- TRI
1 stop7h 08m
Delta
Deal found 5/22![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:00 am
TRI
- MDW
1 stop5h 09m
Delta
Sat 7/114:22 pm
MDW
- TRI
1 stop5h 06m
Delta
Deal found 5/23![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:11 am
TRI
- MDW
1 stop6h 27m
Delta
Thu 9/106:00 am
MDW
- TRI
1 stop5h 06m
Delta
Deal found 5/23![Delta logo]()
$378
Last-minute flights from Kingsport to ChicagoDiscover last-minute flight deals from Kingsport to Chicago. Data last updated May 25, 2026 and is based on user searches.
Discover last-minute flight deals from Kingsport to Chicago. Data last updated May 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/263:50 pm
TRI
- MDW
1 stop6h 19m
Delta
Sat 5/3010:45 am
MDW
- TRI
1 stop4h 19m
Delta
Deal found 5/22![Delta logo]()
$370
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:49 am
TRI
- ORD
Nonstop2h 09m
American Airlines
Mon 6/89:02 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Deal found 5/20![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:00 pm
TRI
- MDW
1 stop7h 17m
Delta
Wed 6/176:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/22![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:45 pm
TRI
- ORD
1 stop4h 19m
Delta
Tue 6/166:35 am
ORD
- TRI
1 stop5h 24m
Delta
Deal found 5/22![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/134:45 pm
TRI
- MDW
1 stop6h 32m
Delta
Wed 6/176:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/22![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/134:45 pm
TRI
- ORD
1 stop5h 14m
Delta
Wed 6/176:35 am
ORD
- TRI
1 stop5h 24m
Delta
Deal found 5/22![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/134:45 pm
TRI
- MDW
1 stop6h 32m
Delta
Sun 6/216:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/22![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:49 am
TRI
- ORD
Nonstop2h 09m
American Airlines
Wed 6/249:02 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Deal found 5/20![American Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:27 pm
TRI
- ORD
1 stop4h 31m
American Airlines
Sat 7/119:07 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Deal found 5/23![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/274:12 pm
TRI
- ORD
1 stop6h 21m
American Airlines
Wed 7/19:02 pm
ORD
- TRI
Nonstop1h 50m
American Airlines
Deal found 5/20![American Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:49 am
TRI
- ORD
Nonstop2h 09m
American Airlines
Tue 6/308:56 pm
ORD
- TRI
Nonstop1h 51m
American Airlines
Deal found 5/24![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3010:14 am
TRI
- MDW
1 stop6h 26m
Delta
Thu 7/26:00 am
MDW
- TRI
1 stop5h 59m
Delta
Deal found 5/24![Delta logo]()
$378
One-way flights from Kingsport to ChicagoSearch for one-way flight options from Kingsport to Chicago. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
Search for one-way flight options from Kingsport to Chicago. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 6/1512:47 pm
TRI
- ORD
2 stops44h 16m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 8/175:02 pm
TRI
- ORD
1 stop7h 08m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 7/132:10 pm
TRI
- ORD
2 stops30h 43m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/209:55 am
TRI
- ORD
2 stops27h 20m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:55 am
TRI
- ORD
2 stops27h 30m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Thu 7/93:22 pm
TRI
- MDW
2 stops24h 16m
Allegiant Air
Deal found 5/20![Allegiant Air logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:41 pm
TRI
- ORD
1 stop28h 09m
Multiple Airlines
Deal found 5/23![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 6/1512:47 pm
TRI
- MDW
2 stops34h 24m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Fri 7/179:55 am
TRI
- ORD
2 stops22h 58m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:02 pm
TRI
- ORD
2 stops19h 31m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
Fri 7/109:05 am
TRI
- MDW
2 stops13h 58m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 6/2612:47 pm
TRI
- MDW
2 stops34h 24m
Multiple Airlines
Deal found 5/21![Multiple Airlines logo]()
$227
Find flight deals from Kingsport to Chicago
Keep the following information in mind while searching for Kingsport to Chicago flight deals. Data was last updated May 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (Delta) |
One-way from | $129 (Kiwi.com) |
Popular in | March |
Cheapest in | July |
Average price | $322 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kingsport 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 May 25, 2026.
Use the filters below to find and compare flights from Kingsport to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BlountvilleChicago
TRI - MDW
TRIMDW
Blountville Tri Cities TN/VA
Fri 7/3
5:00 pm-10:17 pm
1 stop6h 17m
Chicago Midway
Sun 7/5
6:00 am-12:59 pm
1 stop5h 59m
$259
Quickest round-trip
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Fri 11/20
11:00 am-12:00 pm
Nonstop2h 00m
Chicago O'Hare Intl
Mon 11/23
7:40 am-10:25 am
Nonstop1h 45m
$264
BlountvilleChicago
TRI - MDW
TRIMDW
Blountville Tri Cities TN/VA
Wed 7/22
4:14 pm-10:15 pm
1 stop7h 01m
Chicago Midway
Sat 7/25
10:55 am-3:50 pm
1 stop3h 55m
$269
BlountvilleChicago
TRI - MDW
TRIMDW
Blountville Tri Cities TN/VA
Fri 8/28
7:09 pm-10:36 pm
1 stop4h 27m
Chicago Midway
Wed 9/2
1:05 pm-6:14 pm
1 stop4h 09m
$269
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Thu 7/16
7:55 pm-11:53 pm
1 stop4h 58m
Chicago O'Hare Intl
Tue 7/21
8:03 am-3:28 pm
1 stop6h 25m
$269
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Fri 7/10
7:53 pm-11:53 pm
1 stop5h 00m
Chicago O'Hare Intl
Sat 7/18
9:00 am-3:50 pm
1 stop5h 50m
$269
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Wed 9/16
3:50 pm-9:45 pm
1 stop6h 55m
Chicago O'Hare Intl
Thu 10/22
7:10 am-12:04 pm
1 stop3h 54m
$269
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Fri 8/28
7:09 pm-11:58 pm
1 stop5h 49m
Chicago O'Hare Intl
Wed 9/2
8:15 am-3:09 pm
1 stop5h 54m
$269
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Thu 9/10
12:49 pm-4:45 pm
1 stop4h 56m
Chicago O'Hare Intl
Sun 9/13
8:15 am-3:09 pm
1 stop5h 54m
$269
BlountvilleChicago
TRI - ORD
TRIORD
Blountville Tri Cities TN/VA
Thu 10/1
3:50 pm-8:30 pm
1 stop5h 40m
Chicago O'Hare Intl
Sun 10/4
9:30 am-3:09 pm
1 stop4h 39m
$269
Showing 1-10 of 39 resultsSorted by cheapest first
Best time to book a flight from Kingsport to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Kingsport with our price prediction graph.
TRI-MDW
TRI-ORD
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 Kingsport to Chicago
K1N-CHI
TRI-MDW
TRI-ORD
What is the cheapest time of day to fly from K1N to CHI?
Find hourly flight availability from Kingsport 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 May 25, 2026.
It’s optimal to fly from Kingsport to Chicago in the afternoon. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Kingsport to Chicago
Explore weekly flight availability from Kingsport 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 May 25, 2026.
The most flights from K1N to CHI are scheduled on a Sunday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 on average).
How much does it cost to fly round-trip from Kingsport to Chicago?
What is the cheapest day to fly from Kingsport to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Kingsport to Chicago. Price data was last updated on May 23, 2026.
Travelers seeking maximum savings on their Kingsport to Chicago flight should consider departing on Wednesday afternoons 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.
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 May 25, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Kingsport to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Kingsport 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
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Kingsport 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 May 25, 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 Kingsport to Chicago by cabin class
Find flights from Kingsport to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kingsport and Chicago flights
Browse other Kingsport and Chicago flight options. Last updated on May 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Kingsport to Chicago
Discover the top 3 airlines that operate flights from Kingsport 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 May 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$102 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$189 | Average$317 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$311 | FlexibilityNo cancel fee | On-time71% |