$73 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 2/28. 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$185
Knoxville
Knoxville1 stop$209
Memphis
Memphis1 stop$182
Chattanooga
Chattanooga1 stop$239
Blountville
Blountville1 stop$268
Nashville
Nashvillenonstop$185
Knoxville
Knoxville1 stop$209
Memphis
Memphis1 stop$182
Chattanooga
Chattanooga1 stop$239
Blountville
Blountville1 stop$268

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, Jan 26 - Fri, Jan 30
Multiple Airlines Logo
1:00 pm - 10:49 am
MDW
-
MEM
21h 49m1 stop
Multiple Airlines Logo
11:44 am - 7:52 pm
MEM
-
MDW
8h 08m1 stop
$182Multiple Airlines
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
2:40 pm - 4:10 pm
MDW
-
BNA
1h 30mnonstop
Southwest Logo
12:05 pm - 1:40 pm
BNA
-
MDW
1h 35mnonstop
$185Southwest
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
1:00 pm - 8:29 am
MDW
-
BNA
19h 29m1 stop
Multiple Airlines Logo
9:25 am - 7:58 pm
BNA
-
MDW
10h 33m1 stop
$188Multiple Airlines
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
8:20 am - 10:10 am
MDW
-
MEM
1h 50mnonstop
Southwest Logo
3:05 pm - 4:45 pm
MEM
-
MDW
1h 40mnonstop
$190Southwest
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
12:50 pm - 6:05 pm
MDW
-
BNA
5h 15m1 stop
Southwest Logo
5:45 am - 7:30 am
BNA
-
MDW
1h 45mnonstop
$195Southwest
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
9:13 am - 4:52 pm
MDW
-
MEM
7h 39m1 stop
Frontier Logo
5:47 pm - 10:19 pm
MEM
-
MDW
4h 32m1 stop
$197Frontier
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
2:40 pm - 4:10 pm
MDW
-
BNA
1h 30mnonstop
Southwest Logo
8:30 pm - 10:05 pm
BNA
-
MDW
1h 35mnonstop
$197Southwest
Sat, Jan 17 - Sun, Jan 18
Delta Logo
5:31 pm - 11:18 pm
MDW
-
MEM
5h 47m1 stop
Delta Logo
6:00 am - 10:27 am
MEM
-
MDW
4h 27m1 stop
$209Delta
Thu, Jan 22 - Sun, Jan 25
Delta Logo
1:26 pm - 8:47 pm
MDW
-
TYS
6h 21m1 stop
Delta Logo
5:40 am - 9:53 am
TYS
-
MDW
5h 13m1 stop
$209Delta
Mon, Jan 19 - Fri, Feb 20
Frontier Logo
10:07 am - 4:07 pm
MDW
-
BNA
6h 00m1 stop
Frontier Logo
1:49 pm - 2:55 pm
BNA
-
MDW
25h 06m1 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.

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 $125 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 $134.

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 October, when tickets cost $160 (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$73
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 Nashville

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 $263 on average. Morning departures are around 2% 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 $326.

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 $134 one-way - $303 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 4253 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
Airline reviews

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.

4.0 OkayChad, Dec 2025
BNA - PNS
Read more Southwest reviews

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.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

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