Find cheap flights from Jackson to Chicago Midway Airport

JAN - MDW

Find cheap flights from Jackson to Chicago Midway Airport

Round-trip
Economy
Jackson (JAN)
Chicago Midway
Thu 1/21
Thu 1/28
Any month
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Good to know

Low season

May Best time to beat the crowds with an average 35% drop in price.

High season

January Most popular time to fly with an average 47% increase in price.

Average price round-trip

$382 (avg. price over the last 2 weeks)

Good deal round-trip

$397 or less

Good deal one-way

$202 or less

When to book flights from Jackson to Chicago Midway

Estimated round-trip price
Average price per month

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $202 or less one-way and $397 or less round-trip.
  • High season is considered to be December, January and February. The cheapest month to fly is May.
  • Morning departure is around 6% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Jackson to Chicago Midway Airport flights

Are there Chicago Midway Airport travel restrictions currently due to Coronavirus?

How long does a flight from Jackson to Chicago Midway Airport take?

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What’s the cheapest day of the week to fly Jackson to Chicago Midway Airport?

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What is the Hacker Fare option on flights from Jackson to Chicago Midway Airport?

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Top airline flying Jackson Jackson-Evers Intl to Chicago Midway

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,919 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Everyone was perfect..!!"
Cons: "Is a international flight and you guys don't have a real meal. We appreciate the snacks but a real meal is necessary"

Pros: "Nothing"
Cons: "Terrible flight experience from delta"

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

Pros: "Crew was very sweet"

Cons: "No delays. And have the terminal bridge in working order"

Pros: "No major delays and able to make my connection. It was a standard flight without too much to report on"
Cons: "wish there could be less trash generated on airplanes. I notices that Flight Attendants on this flight separated the plastic cups from the trash, and I hope this got recycled."

Pros: "Quick easy flight"

Pros: "see above"

Pros: "First time flying into Daytona and it was super easy."
Cons: "Nothing"

Cons: "There was no rhyme nor reason for who boarded first"

Pros: "Crew was friendly, flight ran on time."
Cons: "Can you make the seats any smaller? Cabin space is tight and for people who suffer from claustrophobia it makes it difficult traveling. More cabin space with raising the fares would be great!"

Pros: "Arrives earlier than scheduled, no wait time on runway taking off or getting to gate after landing. Rare to not have these delays occur in some form every flight...excellent"
Cons: "Nothing, the flight was a rare perfect 10/10"

Pros: "Crew was pleasant. Boarding was fast and efficient, nobody bumrushed."
Cons: "The non-reclining seat right next to the bathroom door opening should not exist. I was miserable there; I swear everyone on the plane made sure to take a dump on this <2 hour flight. Also none of the windows on any of these small planes line up with the actual positions of seats and it sucks."

Pros: "Generally, Delta is cleaner, their terminals are much nicer, and the experience is better than one with American and United. I wish they had more direct flights to my normal destinations--I'd fly with them more!"
Cons: "Someone unloaded a lot of crumbs on my tray table and they all got smooshed on the back of the seat between the tray table and chair. It was pretty nasty. (The tray table was clean, the back of the seat wasn't. Please be nasty.)"

Pros: "It’s was super smooth! Fast service and great customer service."
Cons: "The intercom was a little messed up."

Pros: "Nothing"
Cons: "The fact my flight was delayed three times...First delta said it was technical(mechanical) issues then sis it was the weather then said it was mechanical issues due to the weather. There were no compensation of the inconvenience it cause the customers."

Pros: "It's a rather short flight. We grabbed 12A and 12B (should've gone for 10A and 10B when the choice was there) as knees started to hurt. Fine SLC lounge one is fine (mac-and-cheese, chicken, Baileys behind the bar, etc.) to make you happy prior to departure."
Cons: "No food, snacks are okay though so this is a wash considering it was a short flight. Sky priority bagging ... doesn't matter. We saw several other bags get unloaded along with ours. No Delta lounge at the destination (RNO)"

Pros: "The Captain greeted each guest both on and off the plane !!"

Cons: "Flight delayed 2 hrs"

Pros: "Comfort Plus allowed us to board early, useful USB ports."

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: "Delta in general but , they let me stranded, i had to find a eay to fly home, they did Not help finding a next flight.. i missed my flight because of WX"
Cons: "Lack of interest towards the passenger and client, i had to do it my self"

Pros: "No puedo opinar mucho del proceso de abordaje, ya que para el procedimiento de ingreso a la terminal fue bastante tardado. Pero la atencion por parte del personal fue bastante amable, las bebidas fueron abundantes y justas."
Cons: "I have no complaints"

Pros: "Left early and arrived early."
Cons: "Smallest bathroom on a plane I've ever seen. Could barely sit down without my knees banging into door or wall."

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: "Service was fast and the inflight entertainment is free. Lots of movies to chose from, which is nice for the long flight."
Cons: "It was the most cramped I have ever felt in a plane and also the longest flight. Horrible combination. Some of the crew were snippy."

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

Cons: "They charged $300 for 3 bags"

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."

Pros: "Service was excellent in spite of the terrible weather conditions. Flight attendants were very friendly."

Pros: "Crew was courtesy"
Cons: "1hour delay from departing LAX runway - not good"

Pros: "The crew was very professional."
Cons: "Seats were to small and uncomfortable for us."

Pros: "Only 15 minutes late"
Cons: "Like everyone, I dislike the tight seating."

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."

Cons: "I fly Delta quite often, and am usually pleased with their service, but the morning of June 23 was terrible. I got to the airport in Denver at 5:30 am for a 7:30 am flight to Atlanta, and the line to check a bag was about 40 people long. I waited 55minutes to check my bag, as they kept moving the ski priority people, and people in danger of missing their flight, to the head of the line. There were obviously not enough Delta workers on staff to process all the flights at that time."

Pros: "Nothing in particular"
Cons: "So I originally had the free seat 11A. The app offered me what looked like a bulkhead from the seat map on the app at seat 10A for additional $19. I feel for it. No bulkhead, no extra room, nothing, waste of $19"

Pros: "Everything was excellent."
Cons: "Cant get used to cookies and drink service on long haul flight. Do not care for salable food choices so packed a sandwich."

Cons: "Very obese lady in middle seat, 30 D who took more than half of my seat. Not sure how you can correct for that, but made my trip terribly agonizing."

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."

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: "Felt like cattle in a tiny plane. Service took what felt like years. The only reason I didn't give it 1 star was that it arrived on time."
Cons: "Service and size of plane."

Pros: "Always have great experience with Delta flight attendants and staff. The entertainment on mobile phone was a really nice add-on, I had never seen before."
Cons: "Flight was delayed in taking off, waiting for connecting passengers. Plane was old, which is most Delta planes, but this one showed it. The tray table looked like it was from the 70s or 80s. Flying into Midway instead of O'hare was anticlimactic."

Pros: "Boarding was not a problem at all! ."
Cons: "The pilot was very rough maneuvering the aircraft. Starting from take off the pilot took off from a halt and accelerated so fast that I believe takeoff took 3sec or less. Also taxi into the airport about to land His maneuvering was Preety rough compared to the other two delta pilots that were perfect. There wasnt any food offered."

Pros: "Crew was nice,"
Cons: "Delta had not confirmed my seat with West Jet and then my checked0in luggage did not arrive with me to JFK. I am told that it has been located and will be delivered tonight but I had to buy all new toiletries and it was overall a stressful and inconvenient situation."

Pros: "Very funny, added comedy to the flight. Great!"

Pros: "The quiet so I could sleep"
Cons: "Changing my seat last minute. Had to ask two women to move to get into my seat. Loading the plane first with passengers that have nothing to store above would expedite the experience for me. My seat belt disconnected from the back of the seat. The tray was broken and could not be lowered into a writing or eating position."

Pros: "Crew was great!"

Pros: "The pilot did a good job flying considering the conditions."
Cons: "Delta and Midway airport did not handle the weather conditions as well as they could have. Communications we terrible and no one adapted quickly to handle things properly. Of course the winter weather alert was mostly to blame, but what could be done to smooth things out didn't happen."

Pros: "Very easy going"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Jackson Jackson-Evers Intl to Chicago Midway

Airlines flying from Jackson Jackson-Evers Intl to Chicago Midway have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Jackson Jackson-Evers Intl to Chicago Midway

Mandatory masks

Masks required on board, masks provided on flights from Jackson Jackson-Evers Intl to Chicago Midway

Social distancing seating

Middle seats unavailable to book on flights from Jackson Jackson-Evers Intl to Chicago Midway

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Jackson Jackson-Evers Intl to Chicago Midway

Book cheap flights from Jackson to Chicago Midway Airport

Recent round-trip flight deals

2/12
Fri
1 stop
Delta
4h 07m
JAN - MDW
2/15
Mon
1 stop
Delta
8h 02m
MDW - JAN
2/5
Fri
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7h 05m
JAN - MDW
2/8
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4h 08m
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7h 15m
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7h 22m
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4h 18m
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4/17
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6h 53m
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3/14
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4h 25m
JAN - MDW
3/23
Tue
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Delta
4h 14m
MDW - JAN

Recent one-way flight deals

1/26
Tue
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Delta
7h 05m
JAN - MDW

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