Are direct flights from Knoxville to Chicago always the best option?

Direct flights offer convenience by reducing travel time and avoiding layovers, but they are not always the most budget-friendly choice. Flights with one or more connections can often be cheaper, especially if you are flexible with your schedule. Consider your priorities for cost versus convenience.

Can flexible travel dates help on Knoxville to Chicago flights?

Yes, being flexible with your travel dates can significantly impact the price of your flight. Mid-week travel or flying during off-peak seasons often results in lower fares compared to weekends or holidays. Adjusting your departure or return by a day or two may reveal better deals.

What extra costs should I check before booking Knoxville to Chicago flights?

Before booking, always check for potential extra costs such as baggage fees, seat selection charges, and in-flight services. Some airlines may also charge for printing boarding passes at the airport. Factoring these into your total budget can help avoid surprises.

Flights From Knoxville

To Chicago

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 4 days ago

476 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Oct 12, 2026.)

Today’s best flight deals from Knoxville to Chicago

Explore current cheapest deals departing from Knoxville to Chicago

2026-11-06 – 2026-11-09
TYS - Chicago
74% AI deal score
$163
$73
Round trip
2026-11-13 – 2026-11-16
TYS - Chicago
78% AI deal score
$161
$77
Round trip
2026-11-06 – 2026-11-16
TYS - Chicago
75% AI deal score
$141
$84
Round trip
2026-11-06 – 2026-11-13
TYS - Chicago
74% AI deal score
$155
$96
Round trip
2026-11-20 – 2026-11-23
TYS - Chicago
73% AI deal score
$161
$102
Round trip
2026-11-06 – 2026-11-23
TYS - Chicago
50% AI deal score
$132
$103
Round trip
2026-10-30 – 2026-11-09
TYS - Chicago
48% AI deal score
$139
$114
Round trip
2026-11-13 – 2026-11-23
TYS - Chicago
46% AI deal score
$139
$123
Round trip
2026-10-30 – 2026-11-13
TYS - Chicago
45% AI deal score
$134
$124
Round trip
2026-10-30 – 2026-11-02
TYS - Chicago
49% AI deal score
$163
$127
Round trip

Knoxville to Chicago: Overview

Insights for flights from Knoxville to Chicago

For travelers looking for cheap flights from Knoxville to Chicago, a meaningful share of itineraries are non-stop, with the remaining flights typically involving 2 connections. This means you have options for both direct travel and itineraries with layovers. Overall, 45.4% of recent fares from Knoxville to Chicago were for direct flights, based on a 90-day analysis.

When is the cheapest time to fly from Knoxville to Chicago? You'll find the most budget-friendly fares in November, with a median price of $129. October also offers competitive pricing, with a median fare of $258. Following these, January presents a median fare of $324, providing additional options for more affordable travel.

A typical journey from Knoxville to Chicago takes about 2h 4m, including connections. This duration accounts for the various itineraries available, reflecting the overall travel time you can expect. The flight distance between Knoxville and Chicago is 740 km, classifying it as a short-haul route.

Fares for flights from Knoxville to Chicago typically range from $100–$568, with a median of $271. Right now, current fares are above the typical level for this route. Despite this, 18% of recent fares were still classified as a good price, indicating that deals can be found. New deals for this route show up several times a week, so keeping an eye on prices can be beneficial.

How much is a round trip from Knoxville to Chicago

Regular price: $124 - $447

Prices are currently below the regular range.

The regular price range for flights from Knoxville to Chicago is $124 to $447. The current lowest deal is $71 with Allegiant Air for travel from Nov 13-Nov 16.

now $71

Low $124

High $447

The cheapest time to fly from Knoxville to Chicago

The cheapest month to fly from TYS to CHI is November, with a median price of $136. The most expensive month is August, with a median price of $676. Prices are generally lower from January to November.

November

Cheapest

Flights from $136

August

Most Expensive

Flights from $676

Jan

Jul

Aug

Sep

Oct

Nov

Direct flights from Knoxville to Chicago

Allegiant Air

United Airlines

Last-minute flights going from Knoxville to Chicago

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$180

$130

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$180

$145

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$181

$150

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$188

$169

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$180

$192

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$191

$206

One-way

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

6 nights

Nov 6 - Nov 12

$305 → $170

44%

6 nights

Oct 23 - Oct 29

$314 → $199

37%

16 nights

Nov 20 - Dec 6

$261 → $151

42%

3 nights

Oct 26 - Oct 29

$324 → $214

34%

Popular Airports to fly from Knoxville to Chicago

Knoxville - Chicago route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares from Knoxville to Chicago are above the typical level for this route.

📅 Best time to fly

November is historically the cheapest month to fly.

Historically, November is the cheapest month to fly from Knoxville to Chicago, with a median price of $129.

⏱️ Flight duration

Direct flights average 2h 4m.

The typical direct flight from Knoxville to Chicago takes 2 hours and 4 minutes.

✈️ Airlines & availability

45.4% of recent flights are direct.

Historically, 45.4% of recent flights from Knoxville to Chicago have been direct.

🏆 Airline highlight

Allegiant Air offers direct flights.

Allegiant Air is one of the airlines that historically offers direct flights on this route.

🎯 Booking tip

Deals appear regularly.

Deals for flights from Knoxville to Chicago appear regularly, typically within a 30-day window.

Knoxville main airports to depart from

McGhee Tyson (TYS)

Cheapest

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

📍 ~18 km from Knoxville (reachable by car)

💸 Flights from ~$82

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival option for flights from Knoxville to Chicago, often offering competitive prices.

📍 ~14 km from Chicago city center (reachable by car, train, bus)

💸 Flights from ~$70

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers a major international airport experience with significant carrier presence and direct flight options.

📍 ~135 km from Chicago (reachable by train or car)

💸 Flights from ~$320

Business & First Class Flight Deals to Chicago

45% AI deal score

$500

United Airlines

Business Class

From TYS

Elite

Dec 09

Chicago, United States

45% AI deal score

$500

United Airlines

Business Class

From TYS

Elite

Dec 04

Chicago, United States

45% AI deal score

$500

United Airlines

Business Class

From TYS

Elite

Nov 05

Chicago, United States

45% AI deal score

$508

United Airlines

Business Class

From TYS

Elite

Dec 24

Chicago, United States

45% AI deal score

$508

United Airlines

Business Class

From TYS

Elite

Oct 24

Chicago, United States

45% AI deal score

$541

United Airlines

Business Class

From TYS

Elite

Oct 30

Chicago, United States

45% AI deal score

$548

United Airlines

Business Class

From TYS

Elite

Jan 18

Chicago, United States

44% AI deal score

$485

United Airlines

Business Class

From TYS

Elite

Feb 20

Chicago, United States

44% AI deal score

$500

United Airlines

Business Class

From TYS

Elite

Feb 24

Chicago, United States

44% AI deal score

$500

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

To find more affordable flights, consider being flexible with your travel dates and times. Comparing prices across different airlines and booking platforms can often reveal better deals. Looking into flights with layovers instead of direct routes may also present cheaper options.

Booking flights in advance, often several weeks or months before your intended travel date, can sometimes result in lower prices. Prices may fluctuate, so monitoring fares over a period can help you identify a good time to book. Avoiding peak travel seasons can also be beneficial.

Comparing nearby airports for both your origin and destination can sometimes lead to more economical flight options. While it may require additional travel time to and from these airports, the savings on airfare can sometimes be significant. Always factor in the total cost and convenience.

Related routes

More routes from Knoxville

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Flights to Chicago from other cities

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Knoxville to Chicago: Overview

Insights for flights from Knoxville to Chicago

How much is a round trip from Knoxville to Chicago

Regular price: $124 - $447

Prices are currently below the regular range.

The regular price range for flights from Knoxville to Chicago is $124 to $447. The current lowest deal is $71 with Allegiant Air for travel from Nov 13-Nov 16.

now $71

Low $124

High $447

The cheapest time to fly from Knoxville to Chicago

November

Cheapest

Flights from $136

August

Most Expensive

Flights from $676

Jan

Jul

Aug

Sep

Oct

Nov

Direct flights from Knoxville to Chicago

Allegiant Air

United Airlines

Last-minute flights going from Knoxville to Chicago

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$180

$130

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$180

$145

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$181

$150

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$188

$169

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$180

$192

One-way

Mon, Oct 12

⌛ Last-Minute

TYS - Chicago

Knoxville (TYS) - Chicago (MDW)

Allegiant Air

$191

$206

One-way

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

6 nights

Nov 6 - Nov 12

$305 → $170

44%

6 nights

Oct 23 - Oct 29

$314 → $199

37%

16 nights

Nov 20 - Dec 6

$261 → $151

42%

3 nights

Oct 26 - Oct 29

$324 → $214

34%

Popular Airports to fly from Knoxville to Chicago

Knoxville - Chicago route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares from Knoxville to Chicago are above the typical level for this route.

📅 Best time to fly

November is historically the cheapest month to fly.

Historically, November is the cheapest month to fly from Knoxville to Chicago, with a median price of $129.

⏱️ Flight duration

Direct flights average 2h 4m.

The typical direct flight from Knoxville to Chicago takes 2 hours and 4 minutes.

✈️ Airlines & availability

45.4% of recent flights are direct.

Historically, 45.4% of recent flights from Knoxville to Chicago have been direct.

🏆 Airline highlight

Allegiant Air offers direct flights.

Allegiant Air is one of the airlines that historically offers direct flights on this route.

🎯 Booking tip

Deals appear regularly.

Deals for flights from Knoxville to Chicago appear regularly, typically within a 30-day window.

Knoxville main airports to depart from

McGhee Tyson (TYS)

Cheapest

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

📍 ~18 km from Knoxville (reachable by car)

💸 Flights from ~$82

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival option for flights from Knoxville to Chicago, often offering competitive prices.

📍 ~14 km from Chicago city center (reachable by car, train, bus)

💸 Flights from ~$70

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers a major international airport experience with significant carrier presence and direct flight options.

📍 ~135 km from Chicago (reachable by train or car)

💸 Flights from ~$320

Chicago, United States

44% AI deal score

$500

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

Cheap Flights from Knoxville to Chicago

Today’s best flight deals from Knoxville to Chicago

Knoxville to Chicago: Overview

Insights for flights from Knoxville to Chicago

How much is a round trip from Knoxville to Chicago

The cheapest time to fly from Knoxville to Chicago

Direct flights from Knoxville to Chicago

Last-minute flights going from Knoxville to Chicago

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

Popular Airports to fly from Knoxville to Chicago

Knoxville - Chicago route insights

Recent fares are above the typical level.

November is historically the cheapest month to fly.

Direct flights average 2h 4m.

45.4% of recent flights are direct.

Allegiant Air offers direct flights.

Deals appear regularly.

Knoxville main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Nov 14

Dec 01

Dec 10

Dec 09

Dec 04

Nov 05

Dec 24

Oct 24

Oct 30

Jan 18

Feb 20

Feb 24

Frequently Asked Questions About Flights to Chicago

How can I find cheap flights from Knoxville to Chicago?

When should I book flights from Knoxville to Chicago?

Should I compare nearby airports for flights from Knoxville to Chicago?

Are direct flights from Knoxville to Chicago always the best option?

Can flexible travel dates help on Knoxville to Chicago flights?

What extra costs should I check before booking Knoxville to Chicago flights?

Related routes

More routes from Knoxville

Flights to Chicago from other cities

Knoxville to Chicago: Overview

Insights for flights from Knoxville to Chicago

How much is a round trip from Knoxville to Chicago

The cheapest time to fly from Knoxville to Chicago

Direct flights from Knoxville to Chicago

Last-minute flights going from Knoxville to Chicago

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

Popular Airports to fly from Knoxville to Chicago

Knoxville - Chicago route insights

Recent fares are above the typical level.

November is historically the cheapest month to fly.

Direct flights average 2h 4m.

45.4% of recent flights are direct.

Allegiant Air offers direct flights.

Deals appear regularly.

Knoxville main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Nov 14

Dec 01

Dec 10

Dec 09

Dec 04

Nov 05

Dec 24

Oct 24

Oct 30

Jan 18

Feb 20

Feb 24

Frequently Asked Questions About Flights to Chicago

How can I find cheap flights from Knoxville to Chicago?

When should I book flights from Knoxville to Chicago?

Should I compare nearby airports for flights from Knoxville to Chicago?