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$160+ Cheap flights from Chicago (CHI) to Jackson (JAC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Jackson Hole are usually found in April or October, booked 19 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to Jackson

Cheapest flights from Chicago to Jackson
Explore the most affordable flight options available from Chicago to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.

This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:05 am
ORD
-
JAC
Nonstop3h 30m
United Airlines
Thu 6/47:30 am
JAC
-
ORD
Nonstop3h 10m
United Airlines
Deal found 5/3$319
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:02 am
ORD
-
JAC
1 stop9h 07m
American Airlines
Thu 6/43:48 pm
JAC
-
ORD
Nonstop3h 20m
American Airlines
Deal found 5/2$329
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:10 am
ORD
-
JAC
2 stops10h 18m
Delta
Fri 9/41:10 pm
JAC
-
ORD
1 stop7h 48m
Delta
Deal found 4/29$344
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:30 pm
ORD
-
JAC
Nonstop3h 22m
United Airlines
Wed 9/231:45 pm
JAC
-
ORD
1 stop6h 57m
United Airlines
Deal found 4/29$346
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:00 am
ORD
-
JAC
1 stop5h 46m
United Airlines
Tue 6/167:30 am
JAC
-
ORD
Nonstop3h 10m
United Airlines
Deal found 5/2$352
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:56 am
ORD
-
JAC
Nonstop3h 14m
American Airlines
Tue 6/211:47 am
JAC
-
ORD
Nonstop3h 23m
American Airlines
Deal found 4/30$355
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:00 am
ORD
-
JAC
1 stop5h 46m
United Airlines
Thu 7/24:23 pm
JAC
-
ORD
1 stop5h 56m
United Airlines
Deal found 4/29$356
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:16 pm
ORD
-
JAC
Nonstop3h 14m
American Airlines
Tue 6/211:47 am
JAC
-
ORD
Nonstop3h 23m
American Airlines
Deal found 4/30$359
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:40 am
ORD
-
JAC
1 stop6h 19m
American Airlines
Thu 8/133:39 pm
JAC
-
ORD
Nonstop3h 26m
American Airlines
Deal found 4/30$365
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:00 am
ORD
-
JAC
1 stop5h 46m
United Airlines
Thu 6/111:42 pm
JAC
-
ORD
1 stop5h 29m
United Airlines
Deal found 5/2$367
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:20 am
MDW
-
JAC
2 stops10h 37m
Delta
Wed 8/197:09 am
JAC
-
MDW
1 stop5h 02m
Delta
Deal found 4/29$380
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:49 am
MDW
-
JAC
2 stops8h 11m
Delta
Thu 8/137:09 am
JAC
-
MDW
2 stops10h 22m
Delta
Deal found 4/29$385

Find flight deals from Chicago to Jackson

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Jackson (JAC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$319
(United Airlines)

One-way from

$160
(American Airlines)

Popular in

November

Cheapest in

April

Average price

$433

Good round-trip deal

$419 or less

Good one-way deal

$240 or less
Provider with most accurate pricing for Chicago (CHI)-Jackson Hole flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson Hole flights.
Search Deals
From Chicago (CHI) to Jackson Hole
Search Deals
One-way flight from Chicago (CHI) to Jackson Hole
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Jackson Hole.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Jackson Hole.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Jackson that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
Use the filters below to find and compare flights from Chicago to Jackson that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Sat 8/15

1:48 pm-8:11 pm

1 stop7h 23m

Jackson Hole

Wed 8/19

7:02 am-2:57 pm

1 stop6h 55m

$375

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 7/23

4:21 pm-6:42 pm

Nonstop3h 21m

Jackson Hole

Tue 7/28

4:23 pm-10:49 pm

1 stop5h 26m

$408

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Wed 8/12

2:00 pm-7:38 pm

1 stop6h 38m

Jackson Hole

Wed 8/19

7:09 am-1:11 pm

1 stop5h 02m

$449

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 6/4

4:21 pm-6:42 pm

Nonstop3h 21m

Jackson Hole

Sat 6/6

4:23 pm-12:44 am

1 stop7h 21m

$455

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Sun 8/2

5:30 am-5:00 pm

2 stops12h 30m

Jackson Hole

Wed 8/5

7:40 am-4:59 pm

2 stops8h 19m

$469
Quickest round-trip

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Wed 5/20

4:21 pm-6:43 pm

Nonstop3h 22m

Jackson Hole

Sat 5/23

12:33 pm-4:43 pm

Nonstop3h 10m

$489

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 8/13

1:59 pm-6:55 pm

1 stop5h 56m

Jackson Hole

Thu 8/20

7:30 am-6:28 pm

2 stops9h 58m

$490

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Wed 8/12

4:30 pm-6:52 pm

Nonstop3h 22m

Jackson Hole

Tue 8/18

4:25 pm-10:41 pm

1 stop5h 16m

$491

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Tue 8/11

9:00 am-11:22 am

Nonstop3h 22m

Jackson Hole

Fri 8/21

4:25 pm-10:41 pm

1 stop5h 16m

$499

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Wed 7/22

9:49 am-5:00 pm

2 stops8h 11m

Jackson Hole

Tue 7/28

7:00 am-1:09 pm

1 stop5h 09m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 37 resultsSorted by cheapest first
1
2
3
4

Compare providers for flights from Chicago to Jackson

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Jackson in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Jackson flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Jackson flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Jackson flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Jackson flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Jackson flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Jackson

Have a flexible travel schedule? Discover the best time to fly to Jackson from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

To ensure you get the cheapest price possible for a flight from Chicago to Jackson, you should look to book at least 18 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Jackson?

Currently, September is the cheapest month in which you can book a flight from Chicago to Jackson (average of $191). Flying from Chicago to Jackson in November is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Chicago to Jackson?

Reviews of airlines servicing Jackson

Get insights into the airlines that provide service to Jackson. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Jackson. Reviews last updated May 4, 2026.
Read through reviews of airlines operating flights from Chicago to Jackson, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,680 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,680 reviews
United Airlines
7.4
Good
9,680 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
American Airlines
7.1
Good
11,672 reviews
United Airlines
7.4
Good
9,680 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Jackson. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Jackson from Chicago?

    Jackson Hole (JAC) is the airport you will fly into if you book a flight from Chicago to Jackson. You should not have trouble finding flights to Jackson Hole from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Jackson airport from Chicago. It is only a 8.8 mi journey from Jackson Hole (JAC) to Jackson’s city center.

  • How long is the flight from Chicago to Jackson?

    Departing from Chicago to Jackson will take you 3h 21m. Chicago and Jackson are separated by a distance of 1159 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Jackson round-trip?

    Flying on United Airlines is currently your cheapest option to Jackson, with prices starting at $282. Another option worth looking into is American Airlines, starting at $289 round trip. These flights start at 40% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Chicago to Jackson?

    Before booking your flight to Jackson from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (59%), American Airlines (58%), Copa Airlines( 25%).

  • What are the cheapest flights from Chicago to Jackson?

    Looking for the cheapest flight from Chicago to Jackson? While on average our users pay $375, our data indicates the cheapest price to be $159. The most popular route (Chicago O'Hare Intl - Jackson Hole), is priced around $319.

  • Can I find deals for flights from Chicago to Jackson that include hotel bookings?

    Yes. In addition to deals on Chicago to Jackson flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Jackson?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Jackson.

  • Can I find deals for business class flights from Chicago to Jackson?

    Yes. Cheapflights offers flight deals from Chicago to Jackson by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Jackson?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Jackson (average of $191). Flying from Chicago to Jackson in November is currently the most expensive (average of $346). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Teton Village
Victor

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Top 2 airlines flying from Chicago to Jackson

Discover the top 2 airlines that operate flights from Chicago to Jackson. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$282Average$444FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$289Average$433FlexibilityNo cancel feeOn-time71%

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