CHI - JAC

$160 Find Cheap Flights from Chicago to Jackson

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 Jackson departing on 8/11. 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 Jackson

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jackson, 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 Jackson, 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
$319
Typical prices: $481-$358
American Airlines
tir. 5/26tir. 6/2
ORD - JAC • Non-stop
Cheapest one-way
$160
Typical prices: $295-$378
United Airlines
tir. 8/11
ORD - JAC • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom benefits.
American's Main Cabin Extra includes early boarding.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $319 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 3h 20m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $367 (round-trip)
Shortest trip • 5h 33m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to Jackson (CHI-JAC)

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

tir., maj 26 - tir., juni 2
American Airlines Logo
9:56 am - 12:10 pm
ORD
-
JAC
3h 14mnonstop
American Airlines Logo
11:47 am - 4:10 pm
JAC
-
ORD
3h 23mnonstop
$319American Airlines
man., juli 27 - tir., aug. 4
Delta Logo
2:02 pm - 7:37 pm
ORD
-
JAC
6h 35m
1 stop
Delta Logo
8:35 am - 4:44 pm
JAC
-
ORD
7h 09m
1 stop
$328Delta
tir., maj 26 - tir., juni 2
American Airlines Logo
9:56 am - 12:10 pm
ORD
-
JAC
3h 14mnonstop
American Airlines Logo
11:07 am - 7:33 pm
JAC
-
ORD
7h 26m
1 stop
$329American Airlines
man., juni 8 - ons., juni 17
American Airlines Logo
1:25 pm - 7:24 pm
ORD
-
JAC
6h 59m
1 stop
American Airlines Logo
3:48 pm - 8:08 pm
JAC
-
ORD
3h 20mnonstop
$330American Airlines
man., juli 27 - tir., aug. 4
Delta Logo
2:02 pm - 7:37 pm
ORD
-
JAC
6h 35m
1 stop
Delta Logo
8:35 am - 4:44 pm
JAC
-
ORD
7h 09m
1 stop
$334Delta
man., juli 27 - tir., aug. 4
Delta Logo
2:02 pm - 7:37 pm
ORD
-
JAC
6h 35m
1 stop
Delta Logo
8:35 am - 4:44 pm
JAC
-
ORD
7h 09m
1 stop
$335Delta
tir., juni 2 - ons., juni 10
Delta Logo
1:59 pm - 8:15 pm
MDW
-
JAC
7h 16m
1 stop
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
$339Delta
man., aug. 31 - fre., sep. 4
Delta Logo
3:50 pm - 7:38 pm
ORD
-
JAC
4h 48m
1 stop
Delta Logo
1:10 pm - 9:58 pm
JAC
-
ORD
7h 48m
1 stop
$339Delta
man., juni 8 - ons., juni 17
American Airlines Logo
5:10 am - 11:05 am
ORD
-
JAC
6h 55m
1 stop
American Airlines Logo
4:14 pm - 12:39 am
JAC
-
ORD
7h 25m
1 stop
$340American Airlines
søn., sep. 20 - ons., sep. 23
United Airlines Logo
4:30 pm - 6:52 pm
ORD
-
JAC
3h 22mnonstop
United Airlines Logo
1:45 pm - 9:42 pm
JAC
-
ORD
6h 57m
1 stop
$346United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Jackson flights

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

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

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 to Jackson departing in May.

What is the cheapest Chicago to Jackson flight route?

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

The cheapest return flight from Chicago to Jackson costs $349 on the route between Chicago O'Hare Intl Airport (ORD) and Jackson (JAC). It is also the most popular route.

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

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

If you are looking for a flight deal from Chicago to Jackson, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Jackson, Wednesday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Chicago to Jackson?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Jackson, 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 to Jackson is September, where tickets cost $191 (return) on average. On the other hand, the most expensive months are November and March, where the average cost of round-trip tickets is $346 and $300 respectively.

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

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 $479, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Jackson?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Jackson, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Jackson, you should book around 5 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Jackson

 
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
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.

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.

Good to know

Low seasonNovember
Cheapest flight$160
Best time to beat the crowds but there is an average 36% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago O'Hare Airport to Jackson

When to book flights from Chicago to Jackson

Are your dates flexible? Find out the best times to travel from Chicago to Jackson 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 Chicago to Jackson

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

    Each day, there are between 4 and 5 nonstop flights that take off from Chicago and land in Jackson, with an average flight time of 3h 20m. The most common departure time is 4:00 pm and most flights take off in the afternoon. Each week, there are 29 flights. The most frequent day of departure is Wednesday, when 17% of all weekly flights depart. The fewest flights depart on a Tuesday.

  • What is the cheapest flight from Chicago to Jackson?

    In the last 3 days, the lowest price for a flight from Chicago to Jackson was $160 for a one-way ticket and $319 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Jackson?

    Chicago is served by 2 major airports and there is only 1 main airport in Jackson. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Jackson Hole.

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

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

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

    The Boeing 737-700 is the aircraft model that flies most regularly on the Chicago to Jackson flight route.

  • Which airline alliances offer flights from Chicago to Jackson?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Jackson are United Airlines and American Airlines. With an average price for the route of $452 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 $446 and an overall rating of 7.1.

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

    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 Jackson.

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

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

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

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

    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 Jackson from Chicago 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 Chicago to Jackson

  • Looking for a cheap flight? 25% of our users found flights on this route for $240 or less one-way and $419 or less round-trip.

Prefer to fly direct from Chicago to Jackson?

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

Direct departures

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

Direct returns

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

Reviews of the top airlines flying from Chicago to Jackson

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Jackson. 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 Jackson? 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 9677 reviews
8.1Crew
7.3Comfort
7.7Boarding
7.1Entertainment
6.6Food
Airline reviews

A long delay. Don't travel late in the day.

8.0 ExcellentTimothy, Apr 2026
ORD - CID
Read more United Airlines reviews

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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

Information on your arrival and departure airports