$56 Find Cheap Flights from Chicago to Tennessee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Tennessee departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Tennessee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tennessee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tennessee, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Chicago to Tennessee

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Nashville
Nashvillenonstop$237
Knoxville
Knoxvillenonstop$143
Memphis
Memphisnonstop$157
Chattanooga
Chattanooga1 stop$269
Blountville
Blountville1 stop$269
Nashville
Nashvillenonstop$237
Knoxville
Knoxvillenonstop$143
Memphis
Memphisnonstop$157
Chattanooga
Chattanooga1 stop$269
Blountville
Blountville1 stop$269

Book Cheap Chicago to Tennessee Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Tennessee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Tennessee

Thu, Jul 16 - Thu, Jul 23
Allegiant Air Logo
2:48 pm - 5:18 pm
MDW
-
TYS
1h 30mnonstop
Allegiant Air Logo
1:22 pm - 1:58 pm
TYS
-
MDW
1h 36mnonstop
$143Allegiant Air
Thu, Jul 23 - Thu, Jul 30
Allegiant Air Logo
2:48 pm - 5:18 pm
MDW
-
TYS
1h 30mnonstop
Allegiant Air Logo
1:22 pm - 1:58 pm
TYS
-
MDW
1h 36mnonstop
$147Allegiant Air
Thu, Jul 23 - Sun, Jul 26
Allegiant Air Logo
2:48 pm - 5:18 pm
MDW
-
TYS
1h 30mnonstop
Allegiant Air Logo
1:22 pm - 1:58 pm
TYS
-
MDW
1h 36mnonstop
$148Allegiant Air
Sat, Aug 8 - Sat, Aug 22
Southwest Logo
6:15 pm - 7:55 pm
MDW
-
MEM
1h 40mnonstop
Southwest Logo
5:10 am - 6:45 am
MEM
-
MDW
1h 35mnonstop
$157Southwest
Sat, Aug 8 - Sat, Aug 22
Southwest Logo
2:25 pm - 7:05 pm
MDW
-
MEM
4h 40m
1 stop
Southwest Logo
12:40 pm - 2:15 pm
MEM
-
MDW
1h 35mnonstop
$167Southwest
Sat, Aug 8 - Sat, Aug 22
Southwest Logo
6:45 am - 7:05 pm
MDW
-
MEM
12h 20m
2 stops
Southwest Logo
5:10 am - 6:45 am
MEM
-
MDW
1h 35mnonstop
$172Southwest
Sat, Sep 12 - Sat, Sep 19
Delta Logo
6:05 am - 10:47 am
MDW
-
MEM
4h 42m
1 stop
Delta Logo
10:30 am - 3:25 pm
MEM
-
MDW
4h 55m
1 stop
$177Delta
Sat, Aug 8 - Sat, Aug 22
Southwest Logo
6:45 am - 1:05 pm
MDW
-
MEM
6h 20m
1 stop
Southwest Logo
9:30 am - 5:05 pm
MEM
-
MDW
7h 35m
2 stops
$182Southwest
Wed, Sep 2 - Wed, Sep 9
Delta Logo
6:05 am - 12:26 pm
MDW
-
CHA
5h 21m
1 stop
Delta Logo
7:15 am - 10:37 am
CHA
-
MDW
4h 22m
1 stop
$269Delta
Fri, Oct 2 - Sat, Oct 10
Delta Logo
1:00 pm - 6:37 pm
MDW
-
TRI
4h 37m
1 stop
Delta Logo
12:49 pm - 4:25 pm
TRI
-
MDW
4h 36m
1 stop
$269Delta
Booking Insights

KAYAK's insights & trends for Chicago to Tennessee flights

Get data-powered insights and trends into flights from Chicago to Tennessee to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago Midway Airport to Tennessee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Tennessee departing in July.

What is the cheapest Chicago Midway Airport to Tennessee flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Tennessee from Chicago Midway Airport found in the last 5 days was to Knoxville, at $102 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Knoxville (TYS), and the cheapest round-trip airline ticket found on this route in the last 5 days was $102.

What is the cheapest time of day to fly to Tennessee?

The average price for all round-trip flights from Chicago Midway Airport to Tennessee depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Tennessee is generally in the afternoon, when round-trip flights cost $318 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Tennessee is generally in the evening, which is peak travel time and where the average cost of a ticket is $366.

Can I save money by flying with a layover from Chicago Midway Airport to Tennessee?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $304, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Tennessee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Tennessee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Tennessee is October, when tickets cost $59 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $181 and $157 respectively.

What’s the cheapest day of the week to fly from Chicago to Tennessee?

The average price of all round-trip flights from Chicago Midway Airport to Tennessee clicked on KAYAK for each day over the last 12 months.

For Chicago to Tennessee, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Tennessee back to Chicago, the best deals are generally found on Wednesday, with Sunday being the most expensive.

Good to know

Low seasonDecember
Cheapest flight$56
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chicago Midway Airport to Knoxville

FAQs - booking Tennessee flights

  • How does KAYAK find such low prices on flights from Chicago to Tennessee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Tennessee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Tennessee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Tennessee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Tennessee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Tennessee with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Tennessee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Tennessee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Tennessee

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Tennessee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Tennessee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4244 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Excellent experience. WiFi worked on this leg of My trip

wifi wasn't working correctly so couldn't watch live tv

This is a no frills, get it done, efficient airline. The seat is a lawn chair. You better bring your own entertainment. If you want something other than water you need to pay for it. But they will get you to your destination quickly, on time, and then they will turn the flight around and go right back where they came from. Reliably. Couple times a week tops. If it fits into your schedule, you can’t get there cheaper or faster.

A three hour delay to board and then another hour on the tarmac because they couldn't get a tractor? Ugh.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

desk agent in sioux falls is rough .needs customer courtesy training

I went to lower my tray table and it was very nasty. Looks like some one had left some food on it and then just closed it up.

Everything you need to know for your flight from Chicago to Tennessee

Information on your arrival and departure airports