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$165+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:29 pm
ORD
-
JAC
1 stop17h 39m
Alaska Airlines
Thu 3/1211:48 am
JAC
-
ORD
1 stop11h 11m
Alaska Airlines
Deal found 1/28$309
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sun 3/19:55 am
ORD
-
JAC
Nonstop3h 24m
American Airlines
Wed 3/41:44 pm
JAC
-
ORD
Nonstop3h 13m
American Airlines
Deal found 1/27$311
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Mon 2/239:54 am
ORD
-
JAC
Nonstop3h 24m
American Airlines
Wed 3/41:44 pm
JAC
-
ORD
Nonstop3h 13m
American Airlines
Deal found 1/28$314
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:20 am
ORD
-
JAC
1 stop29h 04m
Alaska Airlines
Fri 2/271:04 pm
JAC
-
ORD
1 stop9h 52m
Alaska Airlines
Deal found 1/28$319
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Fri 5/294:30 pm
ORD
-
JAC
Nonstop3h 22m
United Airlines
Wed 6/37:30 am
JAC
-
ORD
Nonstop2h 57m
United Airlines
Deal found 1/28$325
This Delta deal was found by Cheapflights users on 1/27. 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.
Sun 3/11:20 pm
ORD
-
JAC
1 stop6h 44m
Delta
Wed 3/42:35 pm
JAC
-
ORD
1 stop8h 21m
Delta
Deal found 1/27$331
This deal was found by Cheapflights users on 1/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:20 pm
ORD
-
JAC
Nonstop3h 17m
American Airlines
Thu 6/111:50 pm
JAC
-
ORD
Nonstop3h 20m
American Airlines
Deal found 1/27$332
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 3/138:55 am
ORD
-
JAC
Nonstop3h 29m
United Airlines
Tue 3/174:16 pm
JAC
-
ORD
1 stop6h 36m
United Airlines
Deal found 1/27$335
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 2/79:58 am
ORD
-
JAC
Nonstop3h 23m
American Airlines
Thu 2/121:44 pm
JAC
-
ORD
Nonstop3h 13m
American Airlines
Deal found 1/28$339
This Delta deal was found by Cheapflights users on 1/28. 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 2/236:00 am
MDW
-
JAC
1 stop8h 25m
Delta
Wed 3/42:35 pm
JAC
-
MDW
1 stop6h 56m
Delta
Deal found 1/28$390
This Delta deal was found by Cheapflights users on 1/28. 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.
Thu 3/59:34 am
MDW
-
JAC
2 stops7h 45m
Delta
Tue 3/102:41 pm
JAC
-
MDW
1 stop6h 50m
Delta
Deal found 1/28$460
This Delta deal was found by Cheapflights users on 1/28. 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.
Fri 5/292:00 pm
MDW
-
JAC
1 stop6h 38m
Delta
Wed 6/37:09 am
JAC
-
MDW
1 stop4h 58m
Delta
Deal found 1/28$461

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(Alaska Airlines)

One-way from

$165
(Alaska Airlines)

Popular in

November

Cheapest in

April

Average price

$516

Good round-trip deal

$359 or less

Good one-way deal

$210 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. 5% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
Use the filters below to find and compare flights from Chicago to Jackson that are best for you.

Fly from

Chicago

Fly to

Jackson

Route

Depart

Return

Price

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Sat 3/7

5:29 pm-10:08 am

1 stop17h 39m

Jackson Hole

Thu 3/12

11:48 am-11:59 pm

1 stop11h 11m

$309

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Mon 6/15

4:30 pm-6:52 pm

Nonstop3h 22m

Jackson Hole

Fri 6/19

4:25 pm-12:44 am

1 stop7h 19m

$321

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Mon 3/16

7:00 am-1:21 pm

1 stop7h 21m

Jackson Hole

Wed 3/25

4:16 pm-10:55 pm

1 stop5h 39m

$331

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Tue 5/26

5:15 am-10:03 am

1 stop5h 48m

Jackson Hole

Mon 6/1

7:30 am-11:27 am

Nonstop2h 57m

$335

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Sat 3/7

3:35 pm-5:52 pm

Nonstop3h 17m

Jackson Hole

Thu 3/12

12:20 pm-4:30 pm

Nonstop3h 10m

$356

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 4/30

2:09 pm-7:01 pm

1 stop5h 52m

Jackson Hole

Mon 5/4

1:00 pm-9:18 pm

1 stop7h 18m

$359

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Mon 2/16

8:40 am-1:21 pm

1 stop5h 41m

Jackson Hole

Sat 2/21

4:18 pm-11:59 pm

1 stop6h 41m

$359

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 5/28

12:40 pm-5:52 pm

1 stop6h 12m

Jackson Hole

Mon 6/1

1:45 pm-10:44 pm

1 stop7h 59m

$359

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 3/26

8:55 am-11:24 am

Nonstop3h 29m

Jackson Hole

Sun 3/29

8:25 am-12:36 pm

Nonstop3h 11m

$361

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Mon 5/4

2:20 pm-8:58 pm

1 stop7h 38m

Jackson Hole

Sat 5/9

2:30 pm-10:58 pm

1 stop7h 28m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 38 results
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2
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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 January.
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?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Jackson. Price data was last updated on January 23, 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Jackson, you should look to book at least 19 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, October is the cheapest month in which you can book a flight from Chicago to Jackson (average of $229). Flying from Chicago to Jackson in November is currently the most expensive (average of $355). 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.

What is the cheapest time of day to fly from CHI to JAC?

Find hourly flight availability from Chicago to Jackson. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

When flying from Chicago to Jackson, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Jackson

Explore weekly flight availability from Chicago to Jackson. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2026.

The most flights from CHI to JAC are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 January 29, 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
9,215 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,215 reviews
United Airlines
7.4
Good
9,215 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,205 reviews
United Airlines
7.4
Good
9,215 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 1 inbound flight from Chicago per day. You should also have plenty of airline options to choose from since 3 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 22m. 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 American Airlines is currently your cheapest option to Jackson, with prices starting at $274. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $289 and $293, respectively. These flights start at 44% lower than the current average price 3 months from now.

  • What are the cheapest flights from Chicago to Jackson?

    Looking for the cheapest flight from Chicago to Jackson? While on average our users pay $322, our data indicates the cheapest price to be $153. The most popular route (Chicago O'Hare Intl - Jackson Hole), is priced around $311.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Jackson (average of $229). Flying from Chicago to Jackson in November is currently the most expensive (average of $355). 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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Alternative routes for Chicago to Jackson

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Jackson

Discover the top 3 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$274Average$458FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$289Average$494FlexibilityNo cancel feeOn-time69%
DeltaCheapest$293Average$358FlexibilityNo cancel feeOn-timeN/A

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