$79 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 6/4. 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$291
Knoxville
Knoxvillenonstop$138
Memphis
Memphisnonstop$157
Chattanooga
Chattanooga1 stop$269
Blountville
Blountville1 stop$249
Nashville
Nashvillenonstop$291
Knoxville
Knoxvillenonstop$138
Memphis
Memphisnonstop$157
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

Thu, Jun 25 - Thu, Jul 9
Allegiant Air Logo
2:46 pm - 5:14 pm
MDW
-
TYS
1h 28mnonstop
Allegiant Air Logo
1:22 pm - 1:58 pm
TYS
-
MDW
1h 36mnonstop
$138Allegiant Air
Thu, Jun 11 - Sun, Jun 14
Allegiant Air Logo
2:46 pm - 5:14 pm
MDW
-
TYS
1h 28mnonstop
Allegiant Air Logo
1:22 pm - 1:56 pm
TYS
-
MDW
1h 34mnonstop
$139Allegiant Air
Thu, Jul 2 - Sun, Jul 5
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
Wed, Aug 5 - Tue, Aug 11
Southwest Logo
8:45 pm - 10:25 pm
MDW
-
MEM
1h 40mnonstop
Southwest Logo
6:00 am - 7:35 am
MEM
-
MDW
1h 35mnonstop
$157Southwest
Wed, Aug 5 - Tue, Aug 11
Southwest Logo
8:45 pm - 10:25 pm
MDW
-
MEM
1h 40mnonstop
Southwest Logo
8:15 am - 1:30 pm
MEM
-
MDW
5h 15m
1 stop
$167Southwest
Wed, Aug 5 - Tue, Aug 11
Southwest Logo
6:00 am - 1:40 pm
MDW
-
MEM
7h 40m
2 stops
Southwest Logo
6:00 am - 7:35 am
MEM
-
MDW
1h 35mnonstop
$172Southwest
Wed, Jun 24 - Wed, Jul 1
Southwest Logo
9:40 pm - 11:20 pm
MDW
-
MEM
1h 40mnonstop
Southwest Logo
5:20 am - 6:55 am
MEM
-
MDW
1h 35mnonstop
$177Southwest
Wed, Aug 5 - Wed, Aug 12
Delta Logo
6:05 am - 10:39 am
MDW
-
MEM
4h 34m
1 stop
Delta Logo
6:01 pm - 10:36 pm
MEM
-
MDW
4h 35m
1 stop
$197Delta
Thu, Aug 6 - Wed, Aug 12
Delta Logo
5:10 pm - 10:32 pm
MDW
-
TRI
4h 22m
1 stop
Delta Logo
7:09 pm - 10:36 pm
TRI
-
MDW
4h 27m
1 stop
$249Delta
Tue, Jun 16 - Sun, Jun 21
Delta Logo
5:11 pm - 11:43 pm
MDW
-
CHA
5h 32m
1 stop
Delta Logo
6:00 am - 9:14 am
CHA
-
MDW
4h 14m
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 October.

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 3 days was to Knoxville, at $112 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 3 days was $265.

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 $297 on average. Morning departures are around 2% 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 $363.

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 $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$62
Best time to beat the crowds with an average 11% 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 4280 reviews
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

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.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

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.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Seats were very uncomfortable and being charged for snacks and water.........

Allegiant actually impressed me, original inbound flight from PBG was so late they gave us a bird inbound from Des Moines and only left 1h late and gained 40 minutes back in the air. Comfortable flight with no frills but no complaints.

Flight was delayed. Crew was good but hot coffee was not available.

Great. No choice for n/a. No food or entertainment options

No food is available without purchasing it and there is no in-flight entertainment. Both of these are OK because we got an inexpensive flight from Allegiant and, otherwise, our experience was excellent.

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

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.

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

Information on your arrival and departure airports