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$49+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — CHI
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
1 adult, Economy
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Cheap flight deals from Tennessee to Chicago

Cheapest flights from Tennessee to Chicago
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 June 27, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 6/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Thu 7/162:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Deal found 6/25$155
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Sun 7/191:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Thu 7/232:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Deal found 6/24$179
This Trip.com deal was found by Cheapflights users on 6/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Sun 8/22:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Deal found 6/22$198
This Kiwi.com deal was found by Cheapflights users on 6/24. 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.
Thu 7/161:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Thu 7/232:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Deal found 6/24$199
This American Airlines deal was found by Cheapflights users on 6/24. 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.
Thu 8/275:44 pm
MEM
-
ORD
Nonstop2h 24m
American Airlines
Sat 8/291:28 pm
ORD
-
MEM
Nonstop1h 49m
American Airlines
Deal found 6/24$201
This Southwest deal was found by Cheapflights users on 6/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:10 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Thu 9/248:45 pm
MDW
-
MEM
Nonstop1h 40m
Southwest
Deal found 6/24$201
This Super.com deal was found by Cheapflights users on 6/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:22 pm
TYS
-
MDW
Nonstop1h 36m
Allegiant Air
Sun 7/192:48 pm
MDW
-
TYS
Nonstop1h 30m
Allegiant Air
Deal found 6/23$209
This American Airlines deal was found by Cheapflights users on 6/23. 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.
Tue 8/410:32 am
MEM
-
ORD
1 stop5h 24m
American Airlines
Tue 8/114:18 pm
ORD
-
MEM
Nonstop1h 57m
American Airlines
Deal found 6/23$211
This Southwest deal was found by Cheapflights users on 6/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:55 am
MEM
-
MDW
1 stop6h 40m
Southwest
Thu 8/610:05 am
MDW
-
MEM
Nonstop1h 35m
Southwest
Deal found 6/22$211
This American Airlines deal was found by Cheapflights users on 6/23. 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.
Sat 8/83:48 pm
MEM
-
ORD
Nonstop2h 11m
American Airlines
Tue 8/115:05 am
ORD
-
MEM
1 stop4h 28m
American Airlines
Deal found 6/23$212
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/82:48 pm
MEM
-
ORD
1 stop5h 41m
American Airlines
Sat 8/155:28 pm
ORD
-
MEM
Nonstop1h 57m
American Airlines
Deal found 6/24$213
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Wed 10/2810:55 am
TYS
-
MDW
1 stop23h 23m
Allegiant Air
Fri 10/302:26 pm
MDW
-
TYS
Nonstop1h 25m
Allegiant Air
Deal found 6/25$214

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 June 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$155
(Cheapflightsfares)

One-way from

$49
(Super.com)

Popular in

January

Cheapest in

September

Average price

$337

Good round-trip deal

$78 or less

Good one-way deal

$39 or less
Provider with most accurate pricing for Nashville Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Nashville Intl-Chicago (CHI) flights.
Search Deals
From Tennessee to Chicago (CHI)
Search Deals
One-way flight from Tennessee to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Tennessee to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Tennessee to Chicago (CHI).
Search Deals

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 2,558,603 searches. Data last updated June 27, 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

Price

Cheapest round-trip

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 8/20

10:22 am-4:17 pm

1 stop5h 55m

Chicago O'Hare Intl

Tue 8/25

8:05 am-2:07 pm

1 stop6h 02m

$221

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 7/14

2:22 pm-4:29 pm

Nonstop2h 07m

Chicago O'Hare Intl

Sat 7/18

9:00 am-11:05 am

Nonstop2h 05m

$227
Quickest round-trip

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Sat 7/25

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Sat 8/1

3:30 pm-5:00 pm

Nonstop1h 30m

$237

NashvilleChicago

BNA - MDW

BNAMDW

Nashville Intl

Tue 9/8

8:50 pm-10:20 pm

Nonstop1h 30m

Chicago Midway

Wed 9/9

1:00 pm-4:00 pm

1 stop3h 00m

$243

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Thu 9/3

12:40 pm-6:00 pm

1 stop6h 20m

Chicago Midway

Tue 9/8

7:40 am-12:05 pm

1 stop3h 25m

$247

KnoxvilleChicago

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Wed 9/16

8:05 am-1:05 pm

2 stops6h 00m

Chicago Midway

Sat 9/19

11:45 am-7:20 pm

2 stops6h 35m

$247

NashvilleChicago

BNA - ORD

BNAORD

Nashville Intl

Mon 7/27

5:05 pm-11:10 pm

1 stop6h 05m

Chicago O'Hare Intl

Thu 7/30

12:20 pm-4:10 pm

1 stop3h 50m

$249

ChattanoogaChicago

CHA - ORD

CHAORD

Chattanooga Lovell Field

Sun 8/9

7:07 pm-8:12 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sun 8/16

9:20 pm-12:10 am

Nonstop1h 50m

$249

ChattanoogaChicago

CHA - ORD

CHAORD

Chattanooga Lovell Field

Thu 7/16

6:00 am-6:59 am

Nonstop1h 59m

Chicago O'Hare Intl

Sun 7/19

6:55 am-9:44 am

Nonstop1h 49m

$249

KnoxvilleChicago

TYS - ORD

TYSORD

Knoxville McGhee Tyson

Wed 9/2

7:00 am-7:56 am

Nonstop1h 56m

Chicago O'Hare Intl

Sat 9/5

6:06 pm-8:53 pm

Nonstop1h 47m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 60 resultsSorted by cheapest first
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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.
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

What is the cheapest month to book a flight from Tennessee to Chicago?

Currently, December is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $77). Flying from Tennessee to Chicago in March is currently the most expensive (average of $648). 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 June 27, 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 30% 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 June 27, 2026.

The most flights from USTN to CHI are scheduled on a Thursday (73 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).

How much does it cost to fly round-trip from Tennessee to Chicago?

How far ahead should I book a flight from Tennessee to Chicago?

Booking 80 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 June 20, 2026.

Travelers seeking maximum savings on their Tennessee to Chicago flight should consider departing on Sunday evenings when fares are most often at their lowest. Tuesday afternoons 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.

  • How long is the flight from Tennessee to Chicago?

    For as low as $237, Delta can have you in Chicago from Tennessee in 1h 35m. Tennessee and Chicago are separated by a distance of 395 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Tennessee to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $34. Allegiant Air flights start at $39 while deals on Southwest start at $45 one-way.

  • What are the most popular routes from Tennessee to Chicago?

    When deciding which route to take from Tennessee to Chicago consider Nashville Intl - Chicago O'Hare Intl, Memphis - Chicago O'Hare Intl or Chattanooga Lovell Field - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Tennessee to Chicago?

    Before booking your flight to Chicago from Tennessee, check out the most reliable airlines to get you to your destination on time: Japan Airlines (85%), Envoy Air (84%), Aer Lingus( 80%).

  • What are the cheapest flights from Tennessee to Chicago?

    Looking for the cheapest flight from Tennessee to Chicago? While on average our users pay $1,026, our data indicates the cheapest price to be $147. The most popular route (Nashville Intl - Chicago O'Hare Intl), is priced around $205.

  • Can I find deals for flights from Tennessee to Chicago that include hotel bookings?

    Yes. In addition to deals on Tennessee to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tennessee to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tennessee to Chicago.

  • Can I find deals for business class flights from Tennessee to Chicago?

    Yes. Cheapflights offers flight deals from Tennessee to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tennessee to Chicago?

    Currently, December is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $77). Flying from Tennessee to Chicago in March is currently the most expensive (average of $648). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Tennessee to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,558,603 searches. Data last updated June 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$55Average$125FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$58Average$98FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$97Average$310FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$111Average$317FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$117Average$313FlexibilityNo cancel feeOn-time71%
Denver Air ConnectionCheapest$157Average$232FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$166Average$296FlexibilityNo cancel feeOn-timeN/A
ContourCheapest$189Average$227FlexibilityNo cancel feeOn-timeN/A

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