$50 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 5/31. 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
Nashville2 stops$209
Knoxville
Knoxville1 stop$200
Memphis
Memphisnonstop$199
Chattanooga
Chattanooga1 stop$269
Blountville
Blountville1 stop$249
Nashville
Nashville2 stops$209
Knoxville
Knoxville1 stop$200
Memphis
Memphisnonstop$199
Chattanooga
Chattanooga1 stop$269
Blountville
Blountville1 stop$249

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

Wed, Apr 22 - Wed, Apr 29
Southwest Logo
9:05 pm - 10:50 pm
MDW
-
MEM
1h 45mnonstop
Southwest Logo
3:25 pm - 8:00 pm
MEM
-
MDW
4h 35m
1 stop
$199Southwest
Mon, May 25 - Thu, May 28
Allegiant Air Logo
9:30 pm - 7:31 pm
MDW
-
TYS
21h 01m
1 stop
Allegiant Air Logo
1:22 pm - 1:57 pm
TYS
-
MDW
1h 35mnonstop
$200Allegiant Air
Thu, Apr 9 - Sun, Apr 12
Frontier Logo
6:00 am - 5:09 pm
MDW
-
MEM
11h 09m
1 stop
Frontier Logo
5:54 pm - 10:21 pm
MEM
-
MDW
4h 27m
1 stop
$201Frontier
Mon, Jun 8 - Thu, Jun 11
Multiple Airlines Logo
6:00 am - 11:39 pm
MDW
-
TYS
16h 39m
2 stops
Multiple Airlines Logo
1:22 pm - 1:56 pm
TYS
-
MDW
1h 34mnonstop
$202Multiple Airlines
Sat, Apr 25 - Wed, Apr 29
Southwest Logo
6:10 am - 1:20 pm
MDW
-
TYS
6h 10m
1 stop
Southwest Logo
7:05 am - 3:25 pm
TYS
-
MDW
9h 20m
2 stops
$203Southwest
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
4:40 pm - 9:45 pm
MDW
-
MEM
5h 05m
2 stops
Southwest Logo
5:15 am - 6:50 am
MEM
-
MDW
1h 35mnonstop
$204Southwest
Tue, May 26 - Wed, Jun 3
Delta Logo
6:23 am - 10:35 am
MDW
-
MEM
4h 12m
1 stop
Delta Logo
6:35 am - 12:42 pm
MEM
-
MDW
6h 07m
1 stop
$209Delta
Sun, Jun 28 - Sat, Jul 4
Allegiant Air Logo
2:46 pm - 5:14 pm
MDW
-
TYS
1h 28mnonstop
Allegiant Air Logo
9:00 am - 8:18 am
TYS
-
MDW
24h 18m
1 stop
$212Allegiant Air
Wed, Apr 22 - Wed, Apr 29
Delta Logo
6:00 am - 11:17 am
MDW
-
TYS
4h 17m
1 stop
Delta Logo
5:54 pm - 10:28 pm
TYS
-
MDW
5h 34m
1 stop
$214Delta
Sat, Apr 25 - Sat, May 2
Frontier Logo
9:14 am - 4:58 pm
MDW
-
BNA
7h 44m
1 stop
Frontier Logo
5:53 pm - 7:41 am
BNA
-
MDW
13h 48m
1 stop
$216Frontier
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 April.

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 72 hours was to Knoxville, at $58 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Nashville (BNA), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $228.

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 at night, when round-trip flights cost $262 on average. Morning departures are around 3% more expensive than evening flights, on average. The most expensive time of day to fly to Tennessee is generally in the morning, which is peak travel time and where the average cost of a ticket is $336.

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 $250, 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 December, when tickets cost $157 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $462 and $445 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, Wednesday 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$50
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 20% lower on average.
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.

Top tips for finding cheap flights to Tennessee

  • Looking for a cheap flight? 25% of our users found tickets from Chicago to the following destinations at these prices or less: Nashville $143 one-way - $297 round-trip

Reviews of the top 3 airlines serving 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.
8.0
SouthwestOverall score based on 4334 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

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.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

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.

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

Information on your arrival and departure airports