$64 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 2/19. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$171
Knoxville
Knoxville1 stop$209
Memphis
Memphis1 stop$162
Chattanooga
Chattanooga1 stop$209
Blountville
Blountville1 stop$339
Nashville
Nashvillenonstop$171
Knoxville
Knoxville1 stop$209
Memphis
Memphis1 stop$162
Chattanooga
Chattanooga1 stop$209
Blountville
Blountville1 stop$339

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, Jan 8 - Thu, Jan 15
Frontier Logo
6:10 am - 5:00 pm
MDW
-
MEM
10h 50m1 stop
Frontier Logo
5:47 pm - 10:19 pm
MEM
-
MDW
4h 32m1 stop
$162Frontier
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
2:35 pm - 4:05 pm
MDW
-
BNA
1h 30mnonstop
Southwest Logo
7:25 am - 9:10 am
BNA
-
MDW
1h 45mnonstop
$171Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
1:50 pm - 7:00 pm
MDW
-
BNA
5h 10m1 stop
Southwest Logo
8:30 pm - 10:05 pm
BNA
-
MDW
1h 35mnonstop
$181Southwest
Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
4:31 pm - 8:29 am
MDW
-
BNA
15h 58m1 stop
Multiple Airlines Logo
6:28 am - 10:59 pm
BNA
-
MDW
16h 31m1 stop
$184Multiple Airlines
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
2:35 pm - 4:05 pm
MDW
-
BNA
1h 30mnonstop
Southwest Logo
7:35 am - 1:55 pm
BNA
-
MDW
6h 20m2 stops
$186Southwest
Thu, Dec 18 - Sun, Dec 21
Frontier Logo
6:12 am - 3:08 pm
MDW
-
MEM
8h 56m1 stop
Frontier Logo
4:18 pm - 10:12 pm
MEM
-
MDW
5h 54m1 stop
$188Frontier
Thu, Jan 8 - Mon, Jan 12
Delta Logo
6:45 am - 12:59 pm
MDW
-
BNA
6h 14m1 stop
Delta Logo
6:15 am - 12:48 pm
BNA
-
MDW
6h 33m1 stop
$191Delta
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
5:25 am - 7:00 am
MDW
-
BNA
1h 35mnonstop
Southwest Logo
7:25 am - 9:10 am
BNA
-
MDW
1h 45mnonstop
$193Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
1:50 pm - 7:00 pm
MDW
-
BNA
5h 10m1 stop
Southwest Logo
12:40 pm - 7:00 pm
BNA
-
MDW
6h 20m2 stops
$196Southwest
Sat, Jan 17 - Tue, Jan 20
Delta Logo
11:21 am - 4:35 pm
MDW
-
MEM
5h 14m1 stop
Delta Logo
6:10 am - 12:51 pm
MEM
-
MDW
6h 41m1 stop
$209Delta
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 $127.

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$64
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 21% 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 $263 on average. Morning departures are around 1% 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 $319.

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 - $248 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 4252 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
Airline reviews

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

10.0 ExcellentAnonymous, Dec 2025
LAX - SFO
Read more Southwest reviews

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

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

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

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

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

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.

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.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

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

Information on your arrival and departure airports