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$45+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
BNA — CHI
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
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 February 8, 2026.

This United Airlines deal was found by Cheapflights users on 2/5. 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.
Tue 4/142:45 pm
MEM
-
ORD
Nonstop2h 03m
United Airlines
Wed 4/2212:40 pm
ORD
-
MEM
Nonstop1h 59m
United Airlines
Deal found 2/5$117
This Southwest deal was found by Cheapflights users on 2/5. 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 4/145:15 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Wed 4/229:05 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/5$117
This American Airlines deal was found by Cheapflights users on 2/7. 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 2/287:01 am
MEM
-
ORD
Nonstop2h 04m
American Airlines
Mon 3/210:10 pm
ORD
-
MEM
Nonstop1h 53m
American Airlines
Deal found 2/7$135
This Southwest deal was found by Cheapflights users on 2/5. 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 4/148:10 am
MEM
-
ORD
1 stop4h 40m
Southwest
Wed 4/222:40 pm
ORD
-
MEM
1 stop7h 05m
Southwest
Deal found 2/5$142
This United Airlines deal was found by Cheapflights users on 2/5. 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.
Sat 4/117:30 am
MEM
-
ORD
Nonstop1h 56m
United Airlines
Wed 4/158:50 am
ORD
-
MEM
Nonstop2h 04m
United Airlines
Deal found 2/5$144
This Southwest deal was found by Cheapflights users on 2/4. 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 4/213:00 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Sat 4/256:15 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/4$144
This Delta deal was found by Cheapflights users on 2/5. 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 4/1410:34 am
MEM
-
ORD
1 stop5h 44m
Delta
Tue 4/212:25 pm
ORD
-
MEM
1 stop5h 04m
Delta
Deal found 2/5$157
This Delta deal was found by Cheapflights users on 2/5. 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 4/146:00 am
MEM
-
MDW
1 stop7h 32m
Delta
Tue 4/216:00 am
MDW
-
MEM
1 stop5h 12m
Delta
Deal found 2/5$157
This Southwest deal was found by Cheapflights users on 2/7. 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.
Thu 3/57:45 am
MEM
-
ORD
1 stop5h 05m
Southwest
Tue 3/102:40 pm
ORD
-
MEM
1 stop7h 40m
Southwest
Deal found 2/7$159
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/58:28 pm
TRI
-
ORD
1 stop4h 48m
American Airlines
Sat 3/75:00 am
ORD
-
TRI
1 stop4h 38m
American Airlines
Deal found 2/6$159
This Southwest deal was found by Cheapflights users on 2/4. 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 4/218:10 am
MEM
-
ORD
1 stop4h 40m
Southwest
Sat 4/252:05 pm
ORD
-
MEM
1 stop5h 00m
Southwest
Deal found 2/4$164
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 3/57:04 pm
MEM
-
MDW
1 stop27h 15m
Frontier
Sun 3/86:05 am
MDW
-
MEM
1 stop12h 15m
Frontier
Deal found 2/6$164

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 February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(United Airlines)

One-way from

$45
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$223

Good round-trip deal

$198 or less

Good one-way deal

$158 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. 20% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 8, 2026.
Use the filters below to find and compare flights from Tennessee to Chicago that are best for you.

Fly from

Tennessee

Fly to

Chicago

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 4/14

8:10 am-12:50 pm

1 stop4h 40m

Chicago O'Hare Intl

Wed 4/22

2:40 pm-9:45 pm

1 stop7h 05m

$142

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 4/21

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Sat 4/25

7:45 am-2:00 pm

1 stop6h 15m

$154

BlountvilleChicago

TRI - ORD

TRIORD

Blountville Tri Cities TN/VA

Tue 4/7

7:29 pm-11:54 pm

1 stop5h 25m

Chicago O'Hare Intl

Tue 4/14

3:26 pm-10:57 pm

1 stop6h 31m

$159

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 3/5

7:45 am-12:50 pm

1 stop5h 05m

Chicago O'Hare Intl

Tue 3/10

2:40 pm-10:20 pm

1 stop7h 40m

$159

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 4/15

9:50 am-11:53 am

Nonstop2h 03m

Chicago O'Hare Intl

Thu 4/16

7:58 pm-9:59 pm

Nonstop2h 01m

$171

MemphisChicago

MEM - ORD

MEMORD

Memphis

Thu 3/5

7:30 am-9:26 am

Nonstop1h 56m

Chicago O'Hare Intl

Tue 3/10

7:59 pm-9:59 pm

Nonstop2h 00m

$171

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 4/15

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Thu 4/16

9:40 pm-11:25 pm

Nonstop1h 45m

$171

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 4/14

8:21 am-1:14 pm

1 stop4h 53m

Chicago O'Hare Intl

Mon 4/20

5:10 am-9:35 am

1 stop4h 25m

$174

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 3/14

4:05 pm-5:45 pm

Nonstop1h 40m

Chicago Midway

Tue 3/17

8:40 pm-10:25 pm

Nonstop1h 45m

$181

KnoxvilleChicago

TYS - ORD

TYSORD

Knoxville McGhee Tyson

Tue 3/3

11:42 am-12:41 pm

Nonstop1h 59m

Chicago O'Hare Intl

Tue 3/10

6:40 pm-9:24 pm

Nonstop1h 44m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $37). Flying from Tennessee to Chicago in December is currently the most expensive (average of $123). 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 February 8, 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 37% on your trip compared to booking a flight in the evening.

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 February 7, 2026.

Travelers seeking maximum savings on their Tennessee to Chicago flight should consider departing on Wednesday at noon 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.

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 February 8, 2026.

The most flights from USTN to CHI are scheduled on a Friday (41 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

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

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 $159, Southwest can have you in Chicago from Tennessee in 5h 25m. Tennessee and Chicago are separated by a distance of 480 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 $33. Spirit Airlines flights start at $37 while deals on Allegiant Air start at $39 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, Nashville Intl - Chicago Midway 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: Spirit Airlines (100%), Southwest (90%), ANA( 87%).

  • What are the cheapest flights from Tennessee to Chicago?

    Looking for the cheapest flight from Tennessee to Chicago? While on average our users pay $961, our data indicates the cheapest price to be $114. The most popular route (Nashville Intl - Chicago O'Hare Intl), is priced around $168.

  • 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, February is the cheapest month in which you can book a flight from Tennessee to Chicago (average of $37). Flying from Tennessee to Chicago in December is currently the most expensive (average of $123). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$119FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$38Average$81FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$58Average$90FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$97Average$299FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$97Average$277FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$110Average$286FlexibilityNo cancel feeOn-time71%
DeltaCheapest$110Average$363FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$158Average$198FlexibilityNo cancel feeOn-timeN/A

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