Find cheap flights from Tennessee to Chicago Midway Airport

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Find cheap flights from Tennessee to Chicago Midway Airport

Round-trip
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Boston (BOS)
Chicago Midway
Wed 11/25
Wed 12/2
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Good to know

Low season

August Best time to beat the crowds with an average 5% drop in price.

High season

April Most popular time to fly with an average 18% increase in price.

Average price round-trip

$297 (avg. price over the last 2 weeks)

Good deal round-trip

$159 or less

Good deal one-way

$72 or less

FAQs for booking Tennessee to Chicago Midway Airport flights

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Top airlines flying Tennessee to Chicago Midway

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,789 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "No issues with this flight."

Cons: "Flight delayed 2 hours. Wifi/entertainment wouldn't connect."

Cons: "We were seated near the back of the airplane. The heater came on midway of the flight, by the time we landed, it was difficult to breathe because it was so hot. The flight attendant all relocated from the back of aircraft to the front aircraft where it was cooler, I assume. I was worried for my son."

Cons: "Had to check my bag yet others brought on two bin sized pieces. Had to get seat assignment at the gate and rep was rather abrupt with instructions. Smell of fuel in the cabin. In last row which was uncomfortable"

Pros: "No problems. Service was great and we got there slightly faster than anticipated"
Cons: "Flight duration but that’s impossible to change so other than that nothing :)"

Cons: "The entire time there was a clogged bathroom smell coming in waves. The crew was forgetful of requests. Not a pleasant flight."

Pros: "Nothing exceptional stands out"
Cons: "Flight was not on time"

Pros: "Very helpful flight crew."
Cons: "A little unexpectedly bumpy."

Cons: "It could have left on time or they could have told us they weren’t leaving and let us get some sleep."

Cons: "Todo excelente!!!gracias!!!"

Cons: "Plane very late. Boarding was chaos"

Cons: "Basic economy is just another way for the airlines to provide low service and nickel and dime everyone while charging the same prices."

Pros: "see above"

Pros: "The closeness of the airport in proximity to my house as well as the ease of finding your gate and boarding."
Cons: "There were so many passengers and such a small plane. There was NO leg room and the lady in front of me wanted to recline her seat, when I’m already claustrophobic to begin with. It was hot and the air above our head was barely working. There was one flight attendant who was blatantly rude to an elderly lady about her bags under the seat before the flight took off. To make this all worse, I had to suffer through all of this discomfort for over an hour for a 25 minute flight."

Cons: "Sat on the tarmac for 20 Minutes, after taking off late. Arrived to my connecting gate 10 Minutes prior to scheduled departure with no delta attendants in sight and watched my plane sit at the gate and pull away with no way to get on board. Now I’m waiting unnecessarily for 4 hours on another flight."

Cons: "Late with no information"

Cons: "Nothing"

Pros: "Entertainment on first flight"
Cons: "Food, no smoking at Minneapolis airport"

Pros: "On time. Clean."

Cons: "Flight delayed 2 hrs"

Pros: "After almost every airline cancelled. Delta still took me to where I needed to go with not one single problem. That pilot was amazing. I forget his name. But the plane didn't slide or anything during take off. Amazing."
Cons: "What was there not to like. We were a little bit late but I wasn't in a rush. I planned well ahead. Delta moved my flight from 10 a.m. to 6 a.m. and that was perfectly fine with me."

Pros: "Newer plane"
Cons: "Not comfortable at all, doesn’t feel like any upgrade from regular economy seat."

Cons: "It was it little confusing that I booked with AeroMexico but it was really a Delta flight."

Pros: "Delta agents rerouted me in face of weather problems in Southeast so as to allow me to make my LAX to Sydney flight. Well done."
Cons: "Not enough leg room in Economy. I lucked out on transpacific leg with an exit row seat, everything else tight. Movie choices kinda limited and very US."

Pros: "Everything went well...on time, quick boarding and free gate check of bag."

Pros: "Flight attendant was nice. She changed my seat to the front cause the guy behind me was kicking my chair."
Cons: "They cancelled my flight from the day before and when they rebooked my flight, they could of gave me a better seat."

Pros: "Everything went smoothly."
Cons: "The row I chose for a seat was next to the bathrooms. Those seats don’t recline. Found it it’s very hard to sleep sitting upright. That made the flight and the first day of my international trip difficult. It would be nice for the sites seat selection feature to include such nfo on seats. I paid nearly $2000 for a shitty seat."

Pros: "The attention, kindness and never tiring helpful attitude of the personnel."
Cons: "None of the 7 screens I ried had the audio working. I had to result to sleeping when I could have easily enjoyed 3 movies and what not. It would also be helpful to have charging outlets on long-haul/international flights."

Pros: "Entertainment options"
Cons: "Late pickup, then no gate at stopover causing is to miss our flight as we sat on the tarmac. Got on next flight, 5 hours later, the literal last row of the plane right in front of the bathroom, you know, those seats that don't recline? Travelling with a cranky two year old, made pains to select seats for maximum child comfort and it all flew out the window. Arrived at destination and sat, again, waiting for a gate. Signed up for sky miles previously based on good experiences, but this was one lane thing after another. Advice? Don't act like you're doing me a favor when asking people to check bags cause then it's "free"."

Pros: "Was initially hoping to fly a US airline but will now look for Aeromexico first. Exceeded my expectations!"
Cons: "The layover in Mexico City was a bit long and the airport was not so great"

Pros: "Everything was Excellent"
Cons: "Excellent job and keep it up"

Cons: "Missed our connection due to not enough time between connecting flights, Change of plans due to missed connection not anywhere near each other, one hour spent on the The tarmac... No earbuds available, No drink or food service... Worst flight experience ever"

Pros: "Boarding, checking in etc. The usual stuff, nothign spectacular."
Cons: "Seats are getting too crowded!"

Cons: "Delayed"

Pros: "The crew was beyond friendly and courteous. Lots of leg room."
Cons: "I was an older plane, it was louder than our flight down to Atlanta. Nothing they could do about it, but a slight annoyance."

Cons: "I think I caught a stomach bug on one of the 3 legs of this route. More likely on last 2, i.e. Mumbai to RDU, as I fell sick almost 10-12 hrs after my last flight meal."

Pros: "Friendly and informative flight attendants kept the passengers in reasonable spirit."
Cons: "Left nearly an hour late after confusion related to oversold seats and upgrades. The gate agent entered the plane multiple times. The landing was rough, the brakes were loud."

Pros: "Love Delta and their attention to customer service. They make you feel overall that they value you as a customer."
Cons: "My seat was broken and when the seat in front of me reclined, it was very uncomfortable. I was just thankful it was an 1.5 hour flight and we didn't get stuck on the runway in NYC like my last two flghts."

Pros: "gate and plane staff friendly, smiling and helpful."
Cons: "Uncomfortable seats, no cabin service on short flight, no power in seats."

Pros: "Chicken kale salad was inedible. I did not know chicken had gristle!"

Pros: "On a one hour trip no much to say, understandably no food or bererage service. Got me from here to there quickly. thanks You!"
Cons: "What I didn't like was two idiots behind me that talked loudly for the whole flight and it being a late flight it would have been good to catch a nap. Nothing to do with the flight but really they talked for the whole time they were sitting across the aisle from each other."

Pros: "The crew was friendly and efficient.. Our seats were comfortable for the long flight.. great amount of entertainment to enjoy for such a long flight.. and good variety of food.."
Cons: "We had a 3 hour delay due to mechanical issues.. but the safety measures the crew and staff took was very much appreciated."

Pros: "The crew was friendly and accommodating, and service was good"
Cons: "I purchased a basic economy ticket and upon checking in, my Delta app said my seat was unassigned and I had to get my boarding pass at the airport. I checked back later and the app had me as number 7 on the standby list. I called Delta (wait time 3+ hours... my flight was in 3), and then the Delta app support where I was able to get through to someone. She told me that the ticket I purchased over a month in advance did not guarantee me a seat on the plane (???). She said that if I was bumped from the flight they would reschedule me for the next morning. She was pretty rude and made it seem like I had a 50/50 shot of getting on this plane. I rushed to the airport in hopes that I would be the first from Standby there, and the gate agent told me that I was fine and would board right after first class and be assigned a seat then. Great. Once I got my seat assignment, I board to find out there is someone else sitting in my seat...... They eventually called the desk and had her moved, but it was the weirdest boarding experience I've had.. and I've flown Spirit. These planes that Delta fly's are SO OLD. Both times I have flown Delta the "turbulence" has been so bad and cold air was blowing right on my the whole flight with no option to turn it off (it wasn't from one of the vents, but from the side). Someone close to me works for Delta and I know for a fact that some of their engines blow mid-flight.. and they tell the passengers that it's turbulence.. so that doesn't make me feel very safe. I won't fly Delta again if there is another comparable option."

Pros: "The staff communicated what was going on"
Cons: "Our plane had mechanical problems and never left. I thought they would bring another plane in for us, but they never did. After 8 hours of waiting, we decided to cancel our trip and go home."

Cons: "Travel delays and cancellations on the return to ATL was the big issue."

Pros: "Comfortable, courtesy, good service."
Cons: "Please, there is never a vegetarian option. Many people do not want to eat meat. Very easy to offer a sandwich with vegetables or a little bowl of rice and beans..."

Pros: "same"
Cons: "same"

Cons: "The fact that seats could not be reserved ahead of time. Having them assigned at the gate is illogical and does not reward the passengers who reserve / check ahead of time. Additionally, it creates unnecessary rush at the gate."

Cons: "Flight attendants were a little snobby and didn't treat all passengers equally, in my humble opinion (note: I was sitting in 1st class)."

Pros: "Crew was very helpful Everything was on time"
Cons: "Very bumpy ride (not anyone's fault) Very uncomfortable seats"

Cons: "Was surprised to see 0 social distancing in the plane. It was packed and not everyone had masks. Should be mandatory."

Cons: "Everything"

Cons: "Bag fees are a little high"

Pros: "Crew nice. Seat okay"
Cons: "Entertainment"

Pros: "Price of ticket. Crew was efficient."
Cons: "Baggage limitations are not clear: especially when the ticket says no carryon luggage. What they mean is anything that fits under your seat and is under 20 lbs is OK. Seat did not recline. Leg room was poor."

Pros: "Crew was nice for the most part."
Cons: "Didn’t leave on time. Would be nice to get something complimentary for all the wasted time. Would like to be able to watch something"

Cons: "You really need to install jet ports at Punta Gorda. We sat on tarmac for almost two hours due to rain and lightning in the 5 mile radius. Would have avoided this delay with a jet port."

Cons: "After 2 hour delay we had to beg for a water and the stewardess brought a tiny cup. Made for a very long night."

Pros: "Fast boarding. Crew were pleasant."
Cons: "Free beverages"

Pros: "Nothing. It is a cheap airline and it shows. It is the worst airline I have ever flown."
Cons: "The crew was okay but it must be depressing to work for a company where you cannot get a glass of water without paying for it. I had never flown allegiant and was not prepared for paying $50 for my carry on bag."

Pros: "Great fares even for last minute booking."
Cons: "Services and comfort as expected for the price."

Cons: "No hot coffee on 7:40am flight. Not right."

Cons: "There was no way for us to add another bag after our seat placement. No one answered the phone for Alligent and the website didn’t work. It costs $20 extra to do this at the airport. Even though it was not our fault that there was no one answering phone calls (and no way to leave a message)"

Pros: "Pilot was friendly"
Cons: "A little confusion about departure gate"

Cons: "Good flight."

Pros: "Efficient, direct flight, outstanding price, quick boarding, left late but arrived on time"
Cons: "Nothing. I did not try food or entertainment on this flight."

Pros: "LEFT EARLY ARRIVED EARLY PERFECT"

Pros: "The plane didnt crash :) Friendly attendants."
Cons: "NO WIFI. Flights are delayed often, what looked like a brand spanking new plane had the most uncomfortable seats ever, felt like sitting on wood in the exit row. You get what you pay for though."

Cons: "Extra charges for everything! Asked flight attendants for a cup of water as I was not feeling well and was told I could buy some water. I was also told my carry on was too big when it clearly fit in the container at the check in process."

Cons: "Fight was changed then late"

Pros: "Our trip to Knoxville was great- no complaints. A/c cool— flight on time."
Cons: "Trip back to FLL air was not working well. Plane dirty as well."

Pros: "It was great"

Cons: "Bags charge for 105$"

Pros: "nothing"
Cons: "flight delayed 3 times didn’t leave until 11pm 3 hours late last delay because pilot was late. didn’t get home until 3am."

Pros: "People in my row."

Pros: "Would highly recommend the connection and the Allegiant jet was a fairly new Airbus, very comfortable."

Pros: "Ease of getting on and off, direct flight home, free parking in Belleville."
Cons: "seats are ok for 2 hour flight"

Pros: "I’m 5’10- tall for a woman but average height I’d say overall. I was so cramped in that seat that next time I will choose another airline to get more rom."
Cons: "No free water?! That’s just cruel considering the flight was over 2 hours."

Pros: "The service is not extravagant but completely adequate. Also, it is very consistent every time I fly them."
Cons: "Nothing at all."

Pros: "The staff is always helpful and flights are comfortable."

Pros: "Boarding at the new Austin South terminal was a breeze!"
Cons: "It's ridiculous to make passengers keep their personal items on the floor when most of the overhead lockers are empty. Ridiculous and dangerous."

Pros: "Love the ticket price, but charging $44 for a carry-on? C'mon man! Added charges that were worth it? Priority boarding: $15, Exit row seating: $25 Also be advised that all food & drink is for purchase and must be purchased with debit or credit card - absolutely no cash."

Cons: "Moving from one gate to another. The three hour delay. It appeared that no one person really knew what they were doing. The disabled in wheel chairs we left on there own. One elderly woman literally fell out of her wheel chair to the floor. I was discusseded by the events of the airline."

Pros: "I am handicapped and was given the best possible service"

Pros: "That fact that they did not suply even one free bottle or cup of water is awful. I was very thirsty but did not get a drink because they chaged $2.00 for one bottle of water, and the is just plain wrong."

Pros: "Easy airport. Easy for rental return, going through security, and walking to the terminal. Quick loading time. Nice, clean plane with plenty of on-board crew to accomodate."
Cons: "Damage to checked baggage from Mesa to SGF. A quality, thick, hard-sided suitcase developed a crack in the side. Abnormal pressure would have had to be applied to cause this type of damage. Cheaper or soft-sided luggage would have experienced damage to the contents. Unfortunately, I did not check the luggage before leaving the airport to file a complaint."

Pros: "No complaints about the trip to Newqrk. Everyone was very helpful and patient since I am an unexperienced flyer."
Cons: "I didn't like thinking I was paying one price then paying another or buying insurance that would have been useless since it doesn't cover anythIntg."

Pros: "Flight attendants were very respectful and courteous."
Cons: "Last 10 minutes of landing the plane was very very rough. A few people had to pull out the barf bags Lots of speeding up and slowing down. Ups and downs. It wasn't turbulence but it felt like it."

Pros: "No lay overs"

Pros: "Nothing"
Cons: "Everything"

Pros: "The flight was on time and the staff were courteous."

Pros: "The flight attendants were very nice and helpful."

Pros: "Nothing"
Cons: "5 hour delay. They offered meal vouchers. For 8 dollar like wtf? But of course they offered them after every place closed in the airport."

Pros: "The price, found a round trip from Albuquerque to Austin 3 weeks ahead for 74$. I couldn't believe it"

Pros: "It's a budget airline so don't​expect thrills, but it got me to my destination."
Cons: "The boarding agent didn't understand priority comes before group 3."

Pros: "landed safe ."
Cons: "long delay . actual usual delays with airline . with out exception get very sick every time i fly with allegiant . makes me question proper hygentic maintaince / ventallation system vac and clean. i fly jet blue,southwest and virgin, usually with out illness. if there are health checks by the airline , post them !"

Cons: "Delayed. Unprofessional. Attendant laughing while reciting safety announcement."

Pros: "Ticket price was great and staff was very kind."
Cons: "Paying for a carry on or a cup of water is a little crazy but I guess if it's overall a short flight you make it work."

Cons: "The entire crew was rude"

Read more about Delta

Book cheap flights from Tennessee to Chicago Midway Airport

Recent round-trip flight deals

12/31
Thu
nonstop
Allegiant Air
1h 29m
TYS - MDW
1/3
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nonstop
Allegiant Air
1h 23m
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Delta
8h 53m
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Delta
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1h 29m
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Delta
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5h 37m
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7h 08m
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4h 24m
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11h 33m
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5h 39m
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26h 35m
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1h 23m
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43h 27m
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8h 43m
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12/31
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Multiple Airlines
1h 29m
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Multiple Airlines
9h 29m
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Multiple Airlines
4h 24m
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Multiple Airlines
1h 23m
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1h 29m
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Allegiant Air
16h 16m
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Recent one-way flight deals

12/13
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nonstop
Allegiant Air
1h 29m
TYS - MDW
12/6
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Allegiant Air
1h 29m
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12/20
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1h 29m
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1h 29m
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4h 18m
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4h 23m
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5h 14m
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5h 35m
TRI - MDW
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Allegiant Air
29h 31m
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8h 24m
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4h 23m
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46h 17m
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25h 47m
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