HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$222+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — CHI
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
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.

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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(American Airlines)

One-way from

$222
(Delta)

Popular in

July

Cheapest in

December

Average price

$359

Good round-trip deal

$496 or less

Good one-way deal

$288 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. 8% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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

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 February 22, 2025.

This American Airlines deal was found by Cheapflights users on 2/21. 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 3/141:33 pmJAC - ORD
1 stop9h 26mAmerican Airlines
Sun 3/169:55 amORD - JAC
Nonstop3h 18mAmerican Airlines
Deal found 2/21$339
This Delta deal was found by Cheapflights users on 2/22. 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 4/81:25 pmJAC - ORD
1 stop7h 20mDelta
Tue 4/157:25 amORD - JAC
1 stop5h 54mDelta
Deal found 2/22$349
This United deal was found by Cheapflights users on 2/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/47:37 amJAC - ORD
Nonstop3h 06mUnited Airlines
Sat 6/74:47 pmORD - JAC
Nonstop3h 15mUnited Airlines
Deal found 2/22$409
This Alaska Airlines deal was found by Cheapflights users on 2/21. 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.
Fri 3/1412:35 pmJAC - ORD
2 stops23h 29mAlaska Airlines
Sun 3/167:45 amORD - JAC
1 stop28h 13mAlaska Airlines
Deal found 2/21$504
This Delta deal was found by Cheapflights users on 2/21. 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 2/287:05 amJAC - MDW
2 stops10h 06mDelta
Tue 3/46:00 amMDW - JAC
1 stop8h 18mDelta
Deal found 2/21$514

Find flights from Jackson to Chicago within your budget

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 February 22, 2025.

Fly from

Jackson

Fly to

Chicago

Route

Depart

Return

Price

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 3/14

1:33 pm-11:59 pm

1 stop9h 26m

Chicago O'Hare Intl

Sun 3/16

9:55 am-12:13 pm

Nonstop3h 18m

$339

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Tue 4/8

1:25 pm-9:45 pm

1 stop7h 20m

Chicago O'Hare Intl

Tue 4/15

7:25 am-12:19 pm

1 stop5h 54m

$349

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Wed 6/4

7:37 am-11:43 am

Nonstop3h 06m

Chicago O'Hare Intl

Sat 6/7

4:47 pm-7:02 pm

Nonstop3h 15m

$409

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 3/14

12:35 pm-1:04 pm

2 stops23h 29m

Chicago O'Hare Intl

Sun 3/16

7:45 am-10:58 am

1 stop28h 13m

$504

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 4/8

7:05 am-6:18 pm

2 stops10h 13m

Chicago Midway

Tue 4/15

6:04 am-4:41 pm

2 stops11h 37m

$594

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Tue 4/22

1:23 pm-9:24 am

2 stops19h 01m

$222

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 3/20

11:47 am-5:40 am

1 stop16h 53m

$272

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 6/27

12:01 pm-4:05 pm

Nonstop3h 04m

$285

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 7/25

4:05 pm-12:20 am

1 stop7h 15m

$304

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Mon 3/10

7:05 am-6:18 pm

2 stops10h 13m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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 February.
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 Jackson-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jackson-Chicago flight deals on Cheapflights vs. FlightHub >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 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 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.

Travel insights for flights from Jackson to Chicago

Get recent, data-driven insights about flights from Jackson to Chicago including ideal travel times, pricing trends, and more.

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 February 22, 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 38% 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 February 22, 2025.

The most flights from JAC to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 22, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and United Airlines from Jackson to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,702 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,702 reviews
Alaska Airlines
8.0
Very good
9,702 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,203 reviews
Alaska Airlines
8.0
Very good
9,702 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,754 reviews
Alaska Airlines
8.0
Very good
9,702 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,702 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 4 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 $339. Other airlines that can offer you cheap pricing are Delta, from $354, and United Airlines, from $409. American Airlines is priced at 25% 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 $222 on Delta. Other airlines that offer cheap prices include Alaska Airlines from $272 and American Airlines from $285 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 (78%), Lufthansa (76%), United Airlines (39%).

  • What are the cheapest flights from Jackson to Chicago?

    While on average a flight from Jackson to Chicago is generally $666, our data shows the cheapest flight currently is $202. When looking at the most popular route, (Jackson Hole - Chicago O'Hare Intl), you can expect to pay $349 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 Jackson?

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

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
Salt Lake City to O'Hare Intl flights
Denver to Midway flights
Denver to St. Louis flights
Salt Lake City to St. Louis flights
Salt Lake City to Midway flights
Denver to Moline flights
Jackson to O'Hare Intl flights
Denver to Peoria flights
Salt Lake City to Peoria flights
Denver to Bloomington flights
Jackson to Midway flights
Salt Lake City to Moline flights
Denver to Evansville flights
Denver to Rockford flights
Denver to Decatur flights
Denver to Dubuque flights
Salt Lake City to Bloomington flights
Salt Lake City to Decatur flights
Jackson to St. Louis flights
Denver to Champaign flights
Denver to Springfield flights
Laramie to O'Hare Intl flights
Salt Lake City to Champaign flights
Casper to O'Hare Intl flights
Cody to O'Hare Intl flights
Salt Lake City to Burlington flights
Salt Lake City to Springfield flights
Laramie to Midway flights
Gillette to O'Hare Intl flights
Cody to Bloomington flights
Casper to St. Louis flights
Salt Lake City to Evansville 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$331Average$421FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$341Average$510FlexibilityNo 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.