
Cheap Flights from Knoxville to Chicago
Looking for cheap flights from Knoxville to Chicago? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Knoxville to Chicago vary by season, cabin, and date, but available award flights can start around 7,500–9,200 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Knoxville to Chicago for specific travel dates.
2026-07-16
TYS - ORD
Economy | 1 Stop | 9+ left
From 7,500 Pts + $18.1

2026-07-22
TYS - ORD
Economy | 1 Stop | 8 left
From 7,500 Pts + $18.1

2026-07-23
TYS - ORD
Economy | 1 Stop | 1 left
From 7,500 Pts + $18.1

2026-07-21
TYS - ORD
Economy | Non stop | 9+ left
From 8,500 Pts + $10.2

2026-07-21
TYS - ORD
First | Non stop | 9+ left
From 9,000 Pts + $18.1

2026-07-28
TYS - ORD
Economy | Non stop
From 9,200 Pts + $5.6

Premium cabin flights from Knoxville to Chicago
Premium cabin
2026-07-16
TYS - ORD
First | 1 Stop
From 25,500 Pts + $5.6

Premium cabin
2026-07-16
TYS - ORD
First | Non stop | 9+ left
From 30,000 Pts + $5.6

Premium cabin
2026-06-19
TYS - ORD
First | 1 Stop
From 30,000 Pts + $11.2

Premium cabin
2026-06-19
TYS - ORD
First | Non stop | 6 left
From 33,000 Pts + $5.6

Premium cabin
2026-06-21
TYS - ORD
First | Non stop | 6 left
From 33,000 Pts + $5.6

Premium cabin
2026-06-21
TYS - ORD
First | 1 Stop
From 33,000 Pts + $11.2

Selected hotels for your next stay

Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $316

Chicago (United States)
Thompson Chicago
From 15,000 Pts or $225
Naperville (United States)
Hotel Indigo Naperville Riverwalk
From 27,000 Pts or $218
Frequently Asked Questions
The cheapest route from Knoxville to Chicago depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Knoxville to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Knoxville to Chicago.
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points travel planning experience. Yeah!