JAC - CHI

$160 Find Cheap Flights from Jackson to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jackson to Chicago departing on 5/21. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jackson to Chicago, 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 Jackson to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$305
Typical prices: $486-$342
American Airlines
Mon 5/25Mon 5/25
JAC - ORD • Non-stop
Cheapest non-stop
$319
Typical prices: $420-$349
American Airlines
Thu 5/21Mon 5/25
JAC - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Choose Economy Plus on United for extra legroom.
Use the American Airlines app for in-flight entertainment.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $305 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 3h 17m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $384 (round-trip)
Shortest trip • 5h 15m (one-way)
Insights
Insights
Insights
Insights
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We hope you love your trip to Chicago!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Jackson to Chicago (JAC-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jackson to Chicago 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 Jackson to Chicago

Mon, May 25 - Mon, May 25
American Airlines Logo
3:49 pm - 8:14 pm
JAC
-
ORD
3h 25mnonstop
American Airlines Logo
10:27 pm - 12:29 pm
ORD
-
JAC
15h 02m
1 stop
$305American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
3:49 pm - 8:14 pm
JAC
-
ORD
3h 25mnonstop
American Airlines Logo
9:56 am - 12:10 pm
ORD
-
JAC
3h 14mnonstop
$319American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
11:47 am - 4:10 pm
JAC
-
ORD
3h 23mnonstop
American Airlines Logo
5:00 am - 10:27 am
ORD
-
JAC
6h 27m
1 stop
$329American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
11:07 am - 9:37 pm
JAC
-
ORD
9h 30m
1 stop
American Airlines Logo
5:10 am - 11:05 am
ORD
-
JAC
6h 55m
1 stop
$339American Airlines
Sat, May 23 - Tue, May 26
American Airlines Logo
3:49 pm - 8:14 pm
JAC
-
ORD
3h 25mnonstop
American Airlines Logo
1:16 pm - 3:30 pm
ORD
-
JAC
3h 14mnonstop
$355American Airlines
Wed, Jun 3 - Sun, Jun 7
United Airlines Logo
4:23 pm - 10:49 pm
JAC
-
ORD
5h 26m
1 stop
United Airlines Logo
5:00 am - 9:46 am
ORD
-
JAC
5h 46m
1 stop
$360United Airlines
Wed, Jun 3 - Sun, Jun 7
United Airlines Logo
7:30 am - 11:40 am
JAC
-
ORD
3h 10mnonstop
United Airlines Logo
5:00 am - 9:46 am
ORD
-
JAC
5h 46m
1 stop
$370United Airlines
Wed, Sep 2 - Sat, Sep 5
Alaska Airlines Logo
2:10 pm - 11:41 pm
JAC
-
ORD
8h 31m
1 stop
Alaska Airlines Logo
7:00 am - 1:30 pm
ORD
-
JAC
7h 30m
1 stop
$375Alaska Airlines
Fri, Jul 10 - Mon, Jul 20
Delta Logo
7:00 am - 6:25 pm
JAC
-
MDW
10h 25m
2 stops
Delta Logo
1:16 pm - 9:29 pm
MDW
-
JAC
9h 13m
2 stops
$379Delta
Fri, Jul 10 - Mon, Jul 20
Delta Logo
7:00 am - 6:25 pm
JAC
-
MDW
10h 25m
2 stops
Delta Logo
1:16 pm - 9:29 pm
MDW
-
JAC
9h 13m
2 stops
$404Delta
Booking Insights

KAYAK's insights & trends for Jackson to Chicago flights

Get data-powered insights and trends into flights from Jackson to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Jackson to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Jackson to Chicago departing in May.

What is the cheapest Jackson to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Jackson to Chicago costs $334 on the route between Jackson (JAC) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

The average price of all round-trip flights from Jackson to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Jackson to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Thursdays for the best deals.

Can I save money by flying with a layover from Jackson to Chicago?

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.

No, with an average price for the route of $467, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Jackson to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low seasonSeptember
Cheapest flight$160
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly and prices are also 42% lower on average.
Flight from Jackson to Chicago O'Hare Airport

When to book flights from Jackson to Chicago

Are your dates flexible? Find out the best times to travel from Jackson to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Jackson to Chicago

  • How many flights are there between Jackson and Chicago per day?

    Each day, there are between 3 and 6 nonstop flights that take off from Jackson and land in Chicago, with an average flight time of 3h 17m. The most common departure time is 12:00 pm and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 29 flights. The most frequent day of departure is Thursday, when 21% of all weekly flights depart. The fewest flights depart on a Wednesday.

  • What is the cheapest flight from Jackson to Chicago?

    In the last 3 days, the lowest price for a flight from Jackson to Chicago was $160 for a one-way ticket and $305 for a round-trip.

  • Do I need a passport to fly between Jackson and Chicago?

    A passport is not required to fly from Jackson to Chicago.

  • Which airlines offer Wi-Fi service onboard planes from Jackson to Chicago?

    American Airlines, and Delta offer inflight Wi-Fi service on the Jackson to Chicago flight route.

  • Which aircraft models fly most regularly from Jackson to Chicago?

    The Airbus A319 is the aircraft model that flies most regularly on the Jackson to Chicago flight route.

  • Which airline alliances offer flights from Jackson to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Jackson and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Jackson to Chicago?

    There are nonstop flights from Jackson to Chicago on a daily basis.

  • Which is the best airline for flights from Jackson to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Jackson to Chicago are United Airlines and American Airlines. With an average price for the route of $479 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $289 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Jackson to Chicago?

    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 Jackson to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jackson to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Jackson 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 Jackson to Chicago?

    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 to Chicago with an airline and back to Jackson with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jackson to Chicago?

    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 to Chicago from Jackson up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Jackson to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $302 or less one-way and $474 or less round-trip.

Prefer to fly direct from Jackson to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Jackson Hole to Chicago.
Find which airlines fly direct from Jackson Hole Airport to Chicago, which days they fly and book direct flights.

Direct departures

Jackson Hole to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Jackson Hole

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the top airlines flying from Jackson to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Jackson to Chicago. 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 Jackson to Chicago? 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.
7.4
United AirlinesOverall score based on 9637 reviews
7.3Comfort
6.6Food
8.1Crew
7.7Boarding
7.1Entertainment
Airline reviews

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

2.0 MediocreKelly, Apr 2026
MLI - ORD
Read more United Airlines reviews

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

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

Information on your arrival and departure airports