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$210+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Jackson Hole are usually found in October or April, booked 73 days in advance, depart on a Saturday or Friday and return on a Wednesday

Find 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 October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/28. 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 12/128:45 amORD - JAC
Nonstop3h 21mUnited Airlines
Mon 12/1512:02 pmJAC - ORD
Nonstop3h 03mUnited Airlines
Deal found 10/28$289
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/51:51 pmORD - JAC
1 stop7h 46mUnited Airlines
Mon 12/84:25 pmJAC - ORD
1 stop6h 34mUnited Airlines
Deal found 10/29$309
This Delta deal was found by Cheapflights users on 10/29. 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 11/2611:03 amORD - JAC
2 stops11h 26mDelta
Wed 12/312:55 pmJAC - ORD
1 stop4h 50mDelta
Deal found 10/29$314
This Delta deal was found by Cheapflights users on 10/29. 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 11/269:41 amMDW - JAC
2 stops12h 48mDelta
Wed 12/312:55 pmJAC - MDW
2 stops9h 52mDelta
Deal found 10/29$319
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 11/137:10 amORD - JAC
1 stop7h 07mUnited Airlines
Tue 11/1810:45 amJAC - ORD
1 stop7h 08mUnited Airlines
Deal found 10/27$324
This Delta deal was found by Cheapflights users on 10/28. 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.
Tue 12/97:20 amORD - JAC
1 stop5h 40mDelta
Thu 12/1112:55 pmJAC - ORD
1 stop4h 50mDelta
Deal found 10/28$331
This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 11/1310:47 amMDW - JAC
2 stops11h 42mDelta
Tue 11/187:00 amJAC - MDW
2 stops10h 18mDelta
Deal found 10/27$334
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/113:55 pmORD - JAC
1 stop5h 42mUnited Airlines
Sat 11/1510:45 amJAC - ORD
1 stop7h 08mUnited Airlines
Deal found 10/28$339
This Delta deal was found by Cheapflights users on 10/28. 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.
Tue 11/1110:47 amMDW - JAC
2 stops11h 42mDelta
Sat 11/157:00 amJAC - MDW
2 stops10h 18mDelta
Deal found 10/28$369
This Delta deal was found by Cheapflights users on 10/28. 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 12/2211:48 amMDW - JAC
2 stops10h 41mDelta
Thu 12/252:31 pmJAC - MDW
1 stop6h 51mDelta
Deal found 10/28$379
This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 11/86:00 amMDW - JAC
2 stops9h 47mDelta
Sat 11/157:00 amJAC - MDW
2 stops10h 08mDelta
Deal found 10/28$389
This Delta deal was found by Cheapflights users on 10/28. 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 12/2211:48 amMDW - JAC
2 stops10h 41mDelta
Wed 12/242:31 pmJAC - MDW
1 stop6h 51mDelta
Deal found 10/28$390

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$210
(Alaska Airlines)

Popular in

February

Cheapest in

October

Average price

$385

Good round-trip deal

$379 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. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 30, 2025.
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

Fri 1/23

9:00 am-11:22 am

Nonstop3h 22m

Jackson Hole

Mon 1/26

4:29 pm-11:59 pm

1 stop6h 30m

$299

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Fri 1/30

5:33 am-1:30 pm

1 stop8h 57m

Jackson Hole

Fri 2/6

12:58 pm-9:52 pm

1 stop7h 54m

$309

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Fri 12/5

1:51 pm-8:37 pm

1 stop7h 46m

Jackson Hole

Mon 12/8

4:25 pm-11:59 pm

1 stop6h 34m

$309

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 1/8

7:20 am-12:00 pm

1 stop5h 40m

Jackson Hole

Wed 1/14

12:58 pm-9:52 pm

1 stop7h 54m

$309

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Tue 1/13

3:59 pm-8:42 pm

1 stop5h 43m

Jackson Hole

Sun 1/18

4:29 pm-11:59 pm

1 stop6h 30m

$309

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Wed 1/7

6:50 am-7:06 pm

2 stops13h 16m

Jackson Hole

Mon 1/12

2:40 pm-11:57 pm

1 stop8h 17m

$314

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Wed 1/14

8:50 am-4:26 pm

2 stops8h 36m

Jackson Hole

Sun 1/18

2:40 pm-11:57 pm

1 stop8h 17m

$314

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Wed 11/26

9:41 am-9:29 pm

2 stops12h 48m

Jackson Hole

Wed 12/3

12:55 pm-11:47 pm

2 stops9h 52m

$319

ChicagoJackson

ORD - JAC

ORDJAC

Chicago O'Hare Intl

Thu 11/13

7:10 am-1:17 pm

1 stop7h 07m

Jackson Hole

Tue 11/18

10:45 am-6:53 pm

1 stop7h 08m

$324

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Fri 1/23

6:00 am-1:30 pm

1 stop8h 30m

Jackson Hole

Mon 1/26

2:40 pm-10:26 pm

1 stop6h 46m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 31 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Jackson flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 October 24, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Jackson, you should look to book at least 44 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 February is currently the most expensive (average of $384). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Jackson at noon. If you’re flexible enough to do this you can expect to save up to 37% on your trip compared to booking a flight in the morning.

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 October 30, 2025.
Read through reviews of airlines operating flights from Chicago to Jackson, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 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 Delta is currently your cheapest option to Jackson, with prices starting at $265. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $289 and $302, respectively. These flights start at 46% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Jackson one-way?

    For one-way options, check prices for Alaska Airlines. According to our data, you can fly for as low as $210. Users have also found prices from $211 and $226 on United Airlines and Delta, respectively.

  • 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: American Airlines (76%), Copa Airlines (64%), United Airlines( 61%).

  • What are the cheapest flights from Chicago to Jackson?

    Looking for the cheapest flight from Chicago to Jackson? While on average our users pay $353, our data indicates the cheapest price to be $210. The most popular route (Chicago O'Hare Intl - Jackson Hole), is priced around $289.

  • 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 February is currently the most expensive (average of $384). 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

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$265Average$413FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$476FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$302Average$533FlexibilityNo cancel feeOn-time69%

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