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$110+ Cheap flights from Jackson (JAC) to Chicago (CHI)

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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Jackson to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Jackson (JAC) to Chicago (CHI). 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 July 31, 2025.

Round-trip from

$191
(American Airlines)

One-way from

$110
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$526

Good round-trip deal

$458 or less

Good one-way deal

$312 or less
From Jackson Hole to Chicago (CHI)
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One-way flight from Jackson Hole to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Jackson Hole to Chicago (CHI).
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Price to beat on a one-way flight from Jackson Hole to Chicago (CHI).
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Find flight deals from Jackson to Chicago

Cheapest flights from Jackson to Chicago
Explore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/28. 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.
Fri 9/53:25 pmJAC - ORD
Nonstop3h 15mAmerican Airlines
Mon 9/81:15 pmORD - JAC
Nonstop3h 13mAmerican Airlines
Deal found 7/28$191
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/54:20 pmJAC - ORD
1 stop5h 22mUnited Airlines
Wed 9/102:53 pmORD - JAC
1 stop6h 46mUnited Airlines
Deal found 7/29$230
This Delta deal was found by Cheapflights users on 7/31. 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 9/56:52 pmJAC - ORD
2 stops12h 45mDelta
Tue 9/91:30 pmORD - JAC
1 stop7h 23mDelta
Deal found 7/31$254
This Delta deal was found by Cheapflights users on 7/28. 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 9/511:40 amJAC - MDW
2 stops8h 46mDelta
Tue 9/99:15 amMDW - JAC
2 stops13h 14mDelta
Deal found 7/28$319

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jackson to Chicago 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 July 31, 2025.
Use the filters below to find and compare flights from Jackson to Chicago that are best for you.

Fly from

Jackson

Fly to

Chicago

Route

Depart

Return

Price

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 9/5

3:25 pm-7:40 pm

Nonstop3h 15m

Chicago O'Hare Intl

Mon 9/8

1:15 pm-3:28 pm

Nonstop3h 13m

$191

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 9/5

4:20 pm-10:42 pm

1 stop5h 22m

Chicago O'Hare Intl

Wed 9/10

2:53 pm-8:39 pm

1 stop6h 46m

$230

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 9/5

6:52 pm-8:37 am

2 stops12h 45m

Chicago O'Hare Intl

Tue 9/9

1:30 pm-7:53 pm

1 stop7h 23m

$254

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Fri 9/5

11:40 am-9:26 pm

2 stops8h 46m

Chicago Midway

Tue 9/9

9:15 am-9:29 pm

2 stops13h 14m

$319

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Wed 9/3

3:24 pm-7:39 pm

Nonstop3h 15m

$110

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Tue 9/30

1:00 pm-9:57 pm

1 stop7h 57m

$120

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Wed 8/27

12:39 pm-11:59 pm

1 stop10h 20m

$234

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 8/28

8:40 am-12:47 pm

Nonstop3h 07m

$251

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Fri 10/3

7:30 am-5:35 pm

2 stops9h 05m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Jackson to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Jackson 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 Jackson to Chicago

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

Currently, August is the cheapest month in which you can book a flight from Jackson to Chicago (average of $245). Flying from Jackson to Chicago in March is currently the most expensive (average of $321). 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 JAC to CHI?

Find hourly flight availability from Jackson to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

One of the essential ways to save on airfare from Jackson to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 22% on airfare.

Weekly flight availability from Jackson to Chicago

Explore weekly flight availability from Jackson to Chicago. 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 July 31, 2025.

The most flights from JAC to CHI are scheduled on a Thursday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 31, 2025.
See what other customers who have flown with Alaska Airlines, Delta, and United Airlines from Jackson to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

Find useful and relevant information for your journey from Jackson to Chicago. 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 from for flights from Jackson to Chicago?

    Located just 8.8 mi from the city center, Jackson Hole is the airport most travelers will use when flying to Chicago from Jackson. Booking flights from Jackson Hole (JAC) to Chicago should be relatively easy as there are 5 daily outbound flights to Chicago from 2 different airlines.

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

    Cheapflights users have booked flights from Jackson to Chicago round-trip from $191. Other airlines that can offer you cheap pricing are United Airlines, from $230, and Delta, from $263. American Airlines is priced at 57% lower than the current average price of a flight leaving 3 months from now.

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

    One-way options have recently been found by users for as low as $110 on American Airlines. Other airlines that offer cheap prices include Delta from $120 and Alaska Airlines from $234 one-way.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Jackson to Chicago on time: Lufthansa (86%), Emirates (85%), Copa Airlines (84%).

  • What are the cheapest flights from Jackson to Chicago?

    While on average a flight from Jackson to Chicago is generally $693, our data shows the cheapest flight currently is $195. When looking at the most popular route, (Jackson Hole - Chicago O'Hare Intl), you can expect to pay $201 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jackson to Chicago 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 Jackson to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Jackson to Chicago (average of $245). Flying from Jackson to Chicago in March is currently the most expensive (average of $321). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Jackson to Chicago

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Top 2 airlines flying from Jackson to Chicago

Discover the top 2 airlines that operate flights from Jackson to Chicago. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$289Average$404FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$297Average$464FlexibilityNo cancel feeOn-time69%

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