HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$154+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Jackson to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 30, 2025.

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.
Thu 12/412:55 pmJAC - ORD
1 stop4h 50mDelta
Sun 12/77:20 amORD - JAC
1 stop5h 40mDelta
Deal found 10/28$309
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.
Thu 12/412:55 pmJAC - ORD
2 stops10h 06mDelta
Mon 12/87:20 amORD - JAC
1 stop5h 40mDelta
Deal found 10/28$314
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.
Sat 11/1512:57 pmJAC - ORD
1 stop7h 28mDelta
Mon 11/177:20 amORD - JAC
1 stop5h 41mDelta
Deal found 10/27$324
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:06 pmJAC - ORD
1 stop7h 15mAmerican Airlines
Sun 11/165:18 amORD - JAC
1 stop8h 11mAmerican 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 11/117:00 amJAC - ORD
2 stops10h 51mDelta
Sun 11/167:20 amORD - JAC
1 stop5h 41mDelta
Deal found 10/28$364
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.
Thu 12/412:55 pmJAC - MDW
2 stops9h 52mDelta
Sun 12/710:49 amMDW - JAC
2 stops11h 40mDelta
Deal found 10/28$384
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.
Sun 12/77:00 amJAC - ORD
2 stops10h 27mDelta
Tue 12/97:20 amORD - JAC
1 stop5h 40mDelta
Deal found 10/29$391
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.
Sun 12/77:00 amJAC - MDW
2 stops10h 00mDelta
Tue 12/99:59 amMDW - JAC
2 stops12h 30mDelta
Deal found 10/29$396
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:55 pmJAC - MDW
2 stops9h 52mDelta
Sun 12/79:59 amMDW - JAC
2 stops12h 30mDelta
Deal found 10/30$414
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.
Sat 11/157:00 amJAC - MDW
2 stops10h 08mDelta
Mon 11/176:00 amMDW - JAC
2 stops12h 10mDelta
Deal found 10/29$429
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.
Thu 11/137:00 amJAC - MDW
2 stops10h 18mDelta
Mon 11/176:00 amMDW - JAC
2 stops12h 10mDelta
Deal found 10/29$459
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.
Thu 11/66:55 pmJAC - MDW
2 stops13h 50mDelta
Mon 11/109:41 amMDW - JAC
2 stops12h 48mDelta
Deal found 10/29$595

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(Delta)

One-way from

$154
(Alaska Airlines)

Popular in

November

Cheapest in

September

Average price

$425

Good round-trip deal

$413 or less

Good one-way deal

$275 or less
Provider with most accurate pricing for Jackson Hole-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jackson Hole-Chicago (CHI) flights.
Search Deals
From Jackson Hole to Chicago (CHI)
Search Deals
One-way flight from Jackson Hole to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($164 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($56 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 Jackson Hole to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Jackson Hole to Chicago (CHI).
Search Deals

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 October 30, 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

Thu 12/4

12:55 pm-9:21 pm

1 stop7h 26m

Chicago O'Hare Intl

Mon 12/8

7:20 am-12:00 pm

1 stop5h 40m

$309

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 12/4

1:10 pm-11:26 pm

1 stop9h 16m

Chicago O'Hare Intl

Mon 12/8

5:18 am-12:14 pm

1 stop7h 56m

$309

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Sat 12/6

12:55 pm-9:21 pm

1 stop7h 26m

Chicago O'Hare Intl

Sun 12/7

7:20 am-12:00 pm

1 stop5h 40m

$309

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 12/5

12:55 pm-9:21 pm

1 stop7h 26m

Chicago O'Hare Intl

Sun 12/7

7:20 am-12:00 pm

1 stop5h 40m

$309

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 12/4

12:55 pm-6:45 pm

1 stop4h 50m

Chicago O'Hare Intl

Sun 12/7

7:20 am-12:00 pm

1 stop5h 40m

$309

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Sat 11/15

12:57 pm-9:25 pm

1 stop7h 28m

Chicago O'Hare Intl

Mon 11/17

7:20 am-12:01 pm

1 stop5h 41m

$324

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Fri 12/5

7:00 am-6:18 pm

2 stops10h 18m

Chicago Midway

Sun 12/7

10:49 am-9:29 pm

2 stops11h 40m

$384

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Thu 12/4

12:55 pm-11:47 pm

2 stops9h 52m

Chicago Midway

Sun 12/7

10:49 am-9:29 pm

2 stops11h 40m

$384

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Sun 12/7

7:00 am-6:00 pm

2 stops10h 00m

Chicago Midway

Tue 12/9

9:59 am-9:29 pm

2 stops12h 30m

$396

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Sat 12/6

12:55 pm-11:47 pm

2 stops9h 52m

Chicago Midway

Sun 12/7

9:59 am-9:29 pm

2 stops12h 30m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 32 results
1
2
3
4

Compare providers for flights from Jackson to Chicago

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 Jackson to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Jackson-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Jackson-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Jackson-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jackson-Chicago 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 Jackson-Chicago 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 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, June is the cheapest month in which you can book a flight from Jackson to Chicago (average of $193). Flying from Jackson to Chicago in July is currently the most expensive (average of $443). 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 October 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jackson to Chicago as you normally would.

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 October 30, 2025.
See what other customers who have flown with United Airlines and American 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.
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 0 daily outbound flights to Chicago from 2 different airlines.

  • How long is the flight from Jackson to Chicago?

    For as low as $309, Delta can have you in Chicago from Jackson in 7h 26m. The distance from Jackson to Chicago is about 1159 mi. This flight may include one or multiple stops.

  • 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. Another airline that can offer you cheap pricing is United Airlines. American Airlines is priced at 62% 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 $197 on American Airlines. Other airlines that offer cheap prices include Alaska Airlines from $204 and United Airlines from $211 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: Emirates (85%), Lufthansa (77%), Qatar Airways (70%).

  • What are the cheapest flights from Jackson to Chicago?

    While on average a flight from Jackson to Chicago is generally $463, our data shows the cheapest flight currently is $134. When looking at the most popular route, (Jackson Hole - Chicago O'Hare Intl), you can expect to pay $309 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, June is the cheapest month in which you can book a flight from Jackson to Chicago (average of $193). Flying from Jackson to Chicago in July is currently the most expensive (average of $443). 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
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Jackson to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Denver to O'Hare Intl flights
Denver to Midway flights
Salt Lake City to O'Hare Intl flights
Denver to St. Louis flights
Salt Lake City to Midway flights
Salt Lake City to St. Louis flights
Denver to Moline flights
Jackson to O'Hare Intl flights
Denver to Peoria flights
Denver to Bloomington flights
Jackson to Midway flights
Denver to Evansville flights
Salt Lake City to Moline flights
Salt Lake City to Decatur flights
Salt Lake City to Peoria flights
Denver to Rockford flights
Laramie to O'Hare Intl flights
Salt Lake City to Evansville flights
Salt Lake City to Springfield flights
Denver to Decatur flights
Jackson to St. Louis flights
Denver to Dubuque flights
Casper to St. Louis flights
Casper to O'Hare Intl flights
Denver to Springfield flights
Salt Lake City to Bloomington flights
Denver to Champaign flights
Cody to O'Hare Intl flights
Salt Lake City to Champaign flights
Gillette to O'Hare Intl flights
Laramie to Midway flights
Salt Lake City to Burlington flights
Cody to Bloomington flights
Casper to Midway flights
Cody to Springfield flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$385FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$297Average$434FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.