$71 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 2/18. 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
Nashville1 stop$162
Knoxville
Knoxville1 stop$167
Memphis
Memphis1 stop$163
Chattanooga
Chattanooga1 stop$209
Blountville
Blountville1 stop$239
Nashville
Nashville1 stop$162
Knoxville
Knoxville1 stop$167
Memphis
Memphis1 stop$163
Chattanooga
Chattanooga1 stop$209
Blountville
Blountville1 stop$239

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

Mon, Feb 2 - Fri, Feb 6
Multiple Airlines Logo
1:00 pm - 4:55 pm
MDW
-
BNA
27h 55m1 stop
Multiple Airlines Logo
9:25 am - 7:52 pm
BNA
-
MDW
10h 27m1 stop
$162Multiple Airlines
Thu, Jan 29 - Mon, Feb 2
Delta Logo
10:48 am - 4:16 pm
MDW
-
MEM
5h 28m1 stop
Delta Logo
1:39 pm - 5:29 pm
MEM
-
MDW
3h 50m1 stop
$163Delta
Wed, Feb 18 - Wed, Feb 18
Delta Logo
6:00 am - 12:44 pm
MDW
-
BNA
6h 44m1 stop
Delta Logo
5:29 pm - 10:31 pm
BNA
-
MDW
5h 02m1 stop
$163Delta
Sat, Mar 14 - Tue, Mar 24
Southwest Logo
11:05 am - 12:45 pm
MDW
-
MEM
1h 40mnonstop
Southwest Logo
5:05 am - 6:40 am
MEM
-
MDW
1h 35mnonstop
$167Southwest
Sat, Apr 4 - Tue, Apr 7
Southwest Logo
7:40 am - 9:10 am
MDW
-
BNA
1h 30mnonstop
Southwest Logo
6:50 am - 8:25 am
BNA
-
MDW
1h 35mnonstop
$167Southwest
Wed, Mar 25 - Tue, Mar 31
Southwest Logo
6:00 am - 1:40 pm
MDW
-
TYS
6h 40m1 stop
Southwest Logo
6:35 am - 2:35 pm
TYS
-
MDW
9h 00m1 stop
$167Southwest
Wed, Mar 11 - Mon, Mar 16
Southwest Logo
7:45 am - 12:20 pm
MDW
-
BNA
4h 35m1 stop
Southwest Logo
5:10 am - 6:45 am
BNA
-
MDW
1h 35mnonstop
$169Southwest
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
2:35 pm - 4:05 pm
MDW
-
BNA
1h 30mnonstop
Southwest Logo
8:30 pm - 10:05 pm
BNA
-
MDW
1h 35mnonstop
$171Southwest
Wed, Mar 25 - Tue, Mar 31
Southwest Logo
7:45 am - 5:40 pm
MDW
-
TYS
8h 55m2 stops
Southwest Logo
7:50 am - 4:25 pm
TYS
-
MDW
9h 35m2 stops
$172Southwest
Thu, Jan 29 - Sun, Feb 1
Frontier Logo
6:20 am - 5:40 pm
MDW
-
MEM
11h 20m1 stop
Frontier Logo
6:10 pm - 11:45 am
MEM
-
MDW
17h 35m1 stop
$184Frontier
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.

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 $124 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 $219.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $287 on average.

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 November and May, when the average cost of round-trip tickets is $393 and $317 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 seasonJanuary
Cheapest flight$71
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago Midway Airport to Memphis

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.

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

    The cheapest time of day to fly to Tennessee is generally at night, when round-trip flights cost $266 on average. Morning departures are around 3% 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 $327.

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 $169 one-way - $294 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 4249 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

2.0 MediocreMatthew, Jan 2026
DAL - SAN
Read more Southwest reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

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.

I love how they show love to their customers and care about them too.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

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

Information on your arrival and departure airports