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Cheap Flights from Knoxville to Chicago

Browse current best options from Knoxville. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Knoxville

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Knoxville to Chicago

Explore current cheapest deals departing from Knoxville to Chicago

Round trip

Sort by: Cheapest

October 30 - November 2

Cheapest

TYS - Chicago

$204

$95

Round trip

November 13 - November 16

Cheapest

TYS - Chicago

$206

$95

Round trip

October 26 - November 2

Best

TYS - Chicago

$193

$96

Round trip

October 16 - November 2

TYS - Chicago

$168

$102

Round trip

October 30 - November 16

TYS - Chicago

$177

$103

Round trip

October 26 - November 16

TYS - Chicago

$170

$103

Round trip

July 23 - August 16

Earliest

TYS - Chicago

$154

$104

Round trip

July 23 - August 13

Earliest

TYS - Chicago

$153

$104

Round trip

October 23 - November 2

TYS - Chicago

$176

$105

Round trip

November 13 - November 23

TYS - Chicago

$187

$108

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Knoxville to Chicago

Most itineraries for cheap flights from Knoxville to Chicago connect at least once, with only 29.8% of recent fares being non-stop. When connections are necessary, the median number of stopovers is 2.

When considering when is the cheapest time to fly from Knoxville to Chicago, you'll find that November stands out with a median fare of $101. October is also a strong contender, offering a median fare of $112. Even August presents a more affordable option compared to other periods, with a median fare of $188.

Fares for flights from Knoxville to Chicago typically range from $145–$295, with a median of $214. Right now, current fares are above the typical level. Approximately 36% of recent fares were classified as a good price, and new deals appear almost daily, suggesting frequent opportunities for savings.

A typical journey from Knoxville to Chicago, including connections, takes about 15h 18m. This route covers a distance of 740 km, classifying it as a short-haul flight.

How much is a round trip from Knoxville to Chicago

Regular price: $157 - $445

Prices are currently below the regular range for flights from Knoxville to Chicago.

The regular price range for flights from Knoxville to Chicago Midway International is $157 to $445. The current lowest deal is $95 with Allegiant Air for travel from Oct 30-Nov 2.

now $95

Low $157

High $445

The cheapest time to fly from Knoxville to Chicago

Flights from TYS to CHI are cheapest in November, with a median price of $101. The most expensive month to fly is December, with a median price of $548. Prices are generally lower from January to November.

November

Cheapest

Flights from $101

December

Most Expensive

Flights from $548

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Knoxville to Chicago

Allegiant Air

Last-minute flights going from Knoxville to Chicago

Fri, Jun 19

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Deutsche Luft Hansa

$552

$468

One-way

Sun, Jun 21

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

$461

$339

One-way

Tue, Jul 7

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (RFD)

Allegiant Air

$289

$200

One-way

Wed, Jul 8

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (RFD)

Allegiant Air

$298

$209

One-way

Thu, Jul 9

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$176

$111

One-way

Thu, Jul 9

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$158

$116

One-way

Biggest price drops on these dates for flights from Knoxville to Chicago

4 nights

Nov 12 - Nov 16

$357 → $173

52%

2 nights

Aug 14 - Aug 16

$309 → $143

54%

2 nights

Nov 13 - Nov 15

$360 → $210

42%

4 nights

Oct 16 - Oct 20

$329 → $207

37%

Popular Airports to fly from Knoxville to Chicago

Knoxville - Chicago route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for flights from Knoxville to Chicago are above the typical level, with a median price of $214.

📅 Best time to fly

Fly in November for the best prices

Historically, November is the cheapest month to fly from Knoxville to Chicago, with a median price of $101.

⏱️ Flight duration

Expect a long flight duration

The median flight duration for this route is 15h 18m, indicating a longer travel time.

✈️ Airlines & availability

Connecting flights are dominant

Only 29.8% of flights from Knoxville to Chicago are direct, with connecting flights being more common.

🏆 Airline highlight

Allegiant Air offers direct flights

Allegiant Air is one airline that provides direct flights on the Knoxville to Chicago route.

🎯 Booking tip

Deals are frequent for this route

Deals for flights from Knoxville to Chicago are frequent, with over 1 deal per day historically.

Knoxville main airports to depart from

McGhee Tyson (TYS)

Cheapest

McGhee Tyson Airport (TYS) is a good option for flights from Knoxville to Chicago.

📍 ~20 km from Knoxville (reachable by car)

💸 Flights from ~$95

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International Airport is a convenient arrival option for flights to Chicago.

📍 ~15 km from Chicago city center (reachable by public transport, car).

💸 Flights from ~$95

Chicago Rockford International (RFD)

Chicago Rockford International Airport offers an alternative arrival point for your trip to Chicago.

📍 ~120 km from Chicago city center (reachable by car).

💸 Flights from ~$190

O Hare International (ORD)

O'Hare International Airport is a major hub for flights arriving in the Chicago area.

📍 ~25 km from Chicago city center (reachable by public transport, car).

💸 Flights from ~$214

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers excellent proximity to Chicago with high-frequency flight options, despite potential traffic on I-94.

📍 ~135 km from Chicago (reachable by rail)

💸 Flights from ~$269

South Bend International (SBN)

South Bend International is the geographically closest alternative to Chicago, with direct rail access, though it has fewer direct flight destinations.

📍 ~130 km from Chicago (reachable by rail)

💸 Flights from ~$193

Gerald R. Ford International (GRR)

Cheapest

Gerald R. Ford International is a major regional hub, offering a wide range of cabin classes, but requires a significant drive.

📍 ~205 km from Chicago (reachable by car)

💸 Flights from ~$160

Dane County Regional (MSN)

Dane County Regional is a reliable regional airport with consistent service, but its distance makes it a secondary choice.

📍 ~210 km from Chicago (reachable by car)

💸 Flights from ~$289

Fort Wayne International (FWA)

Fort Wayne International provides stable regional service, but has significant distance from Chicago and limited flight frequency.

📍 ~240 km from Chicago (reachable by car)

💸 Flights from ~$217

Business & First Class Flight Deals to Chicago

42% AI deal score

$669

From TYS

Elite

Jun 21

Chicago, United States

40% AI deal score

$1,528

Frequently Asked Questions About Flights to Chicago

Historically, booking flights from Knoxville to Chicago at least 60 days in advance typically yields the lowest prices. Across the trailing quarter, flights booked 60+ days out had an average price of $172. In comparison, flights booked within 0-6 days of departure were significantly higher, averaging $429. For those planning 28-59 days ahead, the average price was $193, indicating that earlier booking generally leads to better value.

Historically, a good price for a flight from Knoxville to Chicago is considered to be around $145. This figure represents the threshold for what is considered a 'good deal' across the trailing 90 days. The median price for this route was $214, with 75% of prices observed being $295 or less. Travelers aiming for a budget-friendly option should target fares at or below the $145 mark.

Historically, November and October are typically the cheapest months to fly from Knoxville to Chicago. In November, the median price was $101, while October saw a median price of $112. August also presented a relatively lower median price of $188, compared to the annual median of $214. Travelers looking for the most economical options should consider planning their trips during these months.

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