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Cheap flights from Jackson to Chicago from $158

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jackson to Chicago departing on 12/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:10 pm - 5:19 pmJAC-ORD
3h 09mnonstop
American Airlines Logo
5:18 am - 12:16 pmORD-JAC
7h 58m1 stop
$329American Airlines
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Fri, Oct 31 - Tue, Nov 4
Delta Logo
12:57 pm - 11:40 pmJAC-MDW
9h 43m2 stops
Delta Logo
6:00 am - 1:21 pmMDW-JAC
8h 21m1 stop
$336Delta
Find Deal
Tue, Nov 18 - Sun, Jan 4
Delta Logo
7:00 am - 6:18 pmJAC-MDW
10h 18m2 stops
Delta Logo
9:41 am - 9:29 pmMDW-JAC
12h 48m2 stops
$341Delta
Find Deal
Tue, Nov 18 - Tue, Nov 25
Delta Logo
12:57 pm - 11:40 pmJAC-MDW
9h 43m2 stops
Delta Logo
6:00 am - 1:21 pmMDW-JAC
8h 21m1 stop
$355Delta
Find Deal
Sat, Nov 15 - Sun, Jan 4
Delta Logo
7:00 am - 6:08 pmJAC-MDW
10h 08m2 stops
Delta Logo
6:00 am - 4:33 pmMDW-JAC
11h 33m2 stops
$360Delta
Find Deal
Tue, Nov 18 - Fri, Jan 9
American Airlines Logo
1:06 pm - 10:20 pmJAC-ORD
8h 14m1 stop
American Airlines Logo
10:12 pm - 12:16 pmORD-JAC
15h 04m2 stops
$367American Airlines
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Wed, Nov 5 - Mon, Nov 10
United Airlines Logo
4:25 pm - 11:57 pmJAC-ORD
6h 32m1 stop
United Airlines Logo
3:55 pm - 9:02 pmORD-JAC
6h 07m1 stop
$411United Airlines
Find Deal
Thu, Apr 2 - Mon, Apr 6
United Airlines Logo
4:17 pm - 11:59 pmJAC-ORD
6h 42m1 stop
United Airlines Logo
8:47 am - 1:17 pmORD-JAC
5h 30m1 stop
$419United Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
United Airlines Logo
2:40 pm - 8:58 pmJAC-ORD
5h 18m1 stop
United Airlines Logo
8:00 pm - 1:17 pmORD-JAC
18h 17m2 stops
$498United Airlines
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Fri, Oct 31 - Tue, Nov 4
United Airlines Logo
4:25 pm - 6:28 amJAC-ORD
13h 03m2 stops
United Airlines Logo
5:15 am - 10:03 amORD-JAC
5h 48m1 stop
$531United Airlines
Find Deal
Thu, Apr 2 - Mon, Apr 6

United Airlines flights from Jackson to Chicago

Our best United Airlines deals on Jackson to Chicago flight tickets
United Airlines
Apr 2
JAC4:25 pmJackson Hole
6h 32m
1 stop
ORD11:57 pmChicago O'Hare Intl
Apr 6
ORD3:55 pmChicago O'Hare Intl
6h 07m
1 stop
JAC9:02 pmJackson Hole
$411
Find similar
United Airlines
Oct 31
JAC4:17 pmJackson Hole
6h 42m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 4
ORD8:47 amChicago O'Hare Intl
5h 30m
1 stop
JAC1:17 pmJackson Hole
$419
Find similar
United Airlines
Oct 31
JAC2:40 pmJackson Hole
5h 18m
1 stop
ORD8:58 pmChicago O'Hare Intl
Nov 4
ORD8:00 pmChicago O'Hare Intl
18h 17m
2 stops
JAC1:17 pmJackson Hole
$498
Find similar

American Airlines flights from Jackson to Chicago

Our best American Airlines deals on Jackson to Chicago flight tickets
American Airlines
Oct 31
JAC1:10 pmJackson Hole
3h 09m
ORD5:19 pmChicago O'Hare Intl
Nov 4
ORD5:18 amChicago O'Hare Intl
7h 58m
1 stop
JAC12:16 pmJackson Hole
$329
Find similar
American Airlines
Nov 5
JAC1:06 pmJackson Hole
8h 14m
1 stop
ORD10:20 pmChicago O'Hare Intl
Nov 10
ORD10:12 pmChicago O'Hare Intl
15h 04m
2 stops
JAC12:16 pmJackson Hole
$367
Find similar
American Airlines
Nov 5
JAC1:06 pmJackson Hole
8h 14m
1 stop
ORD10:20 pmChicago O'Hare Intl
Nov 10
ORD5:18 amChicago O'Hare Intl
7h 58m
1 stop
JAC12:16 pmJackson Hole
$381
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated October 16, 2025.
Use the filters below to find and compare flights from Jackson to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 10/31

1:10 pm-5:19 pm

Nonstop3h 09m

Chicago O'Hare Intl

Tue 11/4

5:18 am-12:16 pm

1 stop7h 58m

$329

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 11/18

12:57 pm-11:40 pm

2 stops9h 43m

Chicago Midway

Sun 1/4

6:00 am-1:21 pm

1 stop8h 21m

$336

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 11/18

7:00 am-6:18 pm

2 stops10h 18m

Chicago Midway

Tue 11/25

9:41 am-9:29 pm

2 stops12h 48m

$341

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Sat 11/15

12:57 pm-11:40 pm

2 stops9h 43m

Chicago Midway

Sun 1/4

6:00 am-1:21 pm

1 stop8h 21m

$355

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 11/18

7:00 am-6:08 pm

2 stops10h 08m

Chicago Midway

Fri 1/9

6:00 am-4:33 pm

2 stops11h 33m

$360

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Wed 11/5

1:06 pm-10:20 pm

1 stop8h 14m

Chicago O'Hare Intl

Mon 11/10

10:12 pm-12:16 pm

2 stops15h 04m

$367

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 4/2

4:25 pm-11:57 pm

1 stop6h 32m

Chicago O'Hare Intl

Mon 4/6

3:55 pm-9:02 pm

1 stop6h 07m

$411

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 10/31

4:17 pm-11:59 pm

1 stop6h 42m

Chicago O'Hare Intl

Tue 11/4

8:47 am-1:17 pm

1 stop5h 30m

$419

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Fri 10/31

2:40 pm-8:58 pm

1 stop5h 18m

Chicago O'Hare Intl

Tue 11/4

8:00 pm-1:17 pm

2 stops18h 17m

$498

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 4/2

4:25 pm-6:28 am

2 stops13h 03m

Chicago O'Hare Intl

Mon 4/6

5:15 am-10:03 am

1 stop5h 48m

$531

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Jackson to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $476. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Jackson to Chicago for around $848.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Jackson to Chicago during this time can be as low as $472. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $560.

What is the cheapest Jackson Hole to Chicago flight route?

Fly from Jackson Hole to Chicago O'Hare Intl for the best Jackson Hole - Chicago flight prices

What cabin class options are available on Jackson Hole to Chicago flights?

There are 4 cabin classes available to choose from on Jackson Hole to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Jackson to Chicago flights?

You could potentially save up to 36% on your flight if you consider stops on a Jackson to Chicago flight.

When to book flights from Jackson to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Jackson to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Jackson to Chicago (JAC to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jackson to Chicago

Best Price Found

$283

Fastest flight time

3h 03m

Direct flights

Tue, Thu, Fri and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Jackson in the past 72 hours is $283. The best round-trip flight deal from Jackson to Chicago found on momondo in the last 72 hours is $412.
The fastest flight from Jackson to Chicago takes 3h 03m
Direct flights go from Jackson to Chicago on Tuesday, Thursday, Friday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Jackson Hole to Chicago by plane?

    The straight-line distance from Jackson Hole to Chicago is 1175.7 mi. 3h 08m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Jackson Hole Airport to Chicago?

    Prices for flights from Jackson Hole Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Jackson Hole Airport to Chicago?

  • How old do you have to be to fly from Jackson Hole Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jackson Hole Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Jackson to Chicago?

  • What is the most popular airline from Jackson to Chicago?

Best airlines flying from Jackson to Chicago

Compare and see reviews for airlines that fly from Jackson to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $229Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights
United AirlinesPriceFrom $297Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights

  • United Airlines Flights From Jackson to Chicago

    The lowest priced United Airlines flight from Jackson to Chicago from the last 72 hours was $297. Generally, United Airlines has 7 flights on this route every week with an average price of $445. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Jackson to Chicago

    Another popular option for Jackson to Chicago flights is American Airlines (7.2/10, 11,043 ratings). American Airlines flies from Jackson to Chicago around 7 times per week, with deals starting from $229 round-trip and rising to an average price of around $394.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Jackson to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Jackson to Chicago for you.

Can I find flights from Jackson to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Jackson to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Jackson to Chicago?

momondo helps you find the best flight between Jackson and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Jackson to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Jackson to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport