Cheap flights from Jackson to Chicago from $185

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 5/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
6:00 am - 4:47 pm
MDW
-
JAC
11h 47m
2 stops
$479Delta
Wed, Apr 1 - Sun, Apr 5
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
9:30 am - 7:02 pm
MDW
-
JAC
10h 32m
2 stops
$499Delta
Wed, Apr 1 - Fri, Apr 3
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
9:35 am - 4:47 pm
MDW
-
JAC
8h 12m
2 stops
$534Delta
Wed, Apr 1 - Sat, Apr 4
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
6:00 am - 4:13 pm
MDW
-
JAC
11h 13m
2 stops
$559Delta
Tue, Apr 7 - Tue, Apr 14
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
9:35 am - 4:47 pm
MDW
-
JAC
8h 12m
2 stops
$573Delta
Tue, Mar 31 - Fri, Apr 3
Delta Logo
7:09 am - 1:11 pm
JAC
-
MDW
5h 02m
1 stop
Delta Logo
1:05 pm - 8:16 pm
MDW
-
JAC
8h 11m
1 stop
$579Delta
Thu, Jul 30 - Mon, Aug 3
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
6:00 am - 4:13 pm
MDW
-
JAC
11h 13m
2 stops
$594Delta
Thu, Apr 9 - Tue, Apr 14
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
9:35 am - 4:47 pm
MDW
-
JAC
8h 12m
2 stops
$609Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
7:45 am - 6:33 pm
JAC
-
MDW
9h 48m
2 stops
Delta Logo
6:23 am - 4:59 pm
MDW
-
JAC
11h 36m
2 stops
$639Delta
Fri, May 15 - Mon, May 18
Delta Logo
7:20 am - 6:40 pm
JAC
-
MDW
10h 20m
2 stops
Delta Logo
9:35 am - 7:02 pm
MDW
-
JAC
10h 27m
2 stops
$669Delta
Tue, Apr 7 - Fri, Apr 10

Delta flights from Jackson to Chicago Midway Airport

Our best Delta deals on Jackson to Chicago Midway Airport flight tickets
Delta
Apr 1
JAC7:20 amJackson Hole
10h 20m
2 stops
MDW6:40 pmChicago Midway
Apr 5
MDW6:00 amChicago Midway
11h 47m
2 stops
JAC4:47 pmJackson Hole
$479
Delta
Apr 1
JAC7:20 amJackson Hole
10h 20m
2 stops
MDW6:40 pmChicago Midway
Apr 2
MDW9:35 amChicago Midway
8h 12m
2 stops
JAC4:47 pmJackson Hole
$499
Delta
Apr 1
JAC7:20 amJackson Hole
10h 20m
2 stops
MDW6:40 pmChicago Midway
Apr 4
MDW9:35 amChicago Midway
8h 12m
2 stops
JAC4:47 pmJackson Hole
$534

momondo Fare Finder

 
Customize your flight search to find flights from Jackson to Chicago Midway Airport 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 March 20, 2026.
Use the filters below to find and compare flights from Jackson to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Wed 4/1

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Sun 4/5

6:00 am-4:47 pm

2 stops11h 47m

$479

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Wed 4/1

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Fri 4/3

9:30 am-7:02 pm

2 stops10h 32m

$499

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Wed 4/1

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Sat 4/4

9:35 am-4:47 pm

2 stops8h 12m

$534

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 4/7

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Tue 4/14

6:00 am-4:13 pm

2 stops11h 13m

$559

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 3/31

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Fri 4/3

9:35 am-4:47 pm

2 stops8h 12m

$573
Quickest round-trip

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Thu 7/30

7:09 am-1:11 pm

1 stop5h 02m

Chicago Midway

Mon 8/3

1:05 pm-8:16 pm

1 stop8h 11m

$579

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Thu 4/9

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Tue 4/14

6:00 am-4:13 pm

2 stops11h 13m

$594

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 3/31

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Sat 4/4

9:35 am-4:47 pm

2 stops8h 12m

$609

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Fri 5/15

7:45 am-6:33 pm

2 stops9h 48m

Chicago Midway

Mon 5/18

6:23 am-4:59 pm

2 stops11h 36m

$639

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Tue 4/7

7:20 am-6:40 pm

2 stops10h 20m

Chicago Midway

Fri 4/10

9:35 am-7:02 pm

2 stops10h 27m

$669

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 Midway Airport

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 airline that flies from Jackson Hole to Chicago Midway?

Delta is the most popular carrier operating from Jackson Hole to Chicago Midway

When to book flights from Jackson to Chicago Midway Airport

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

Cheap Jackson to Chicago Midway Airport (JAC to MDW) flight deals and tips

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

Fastest flight time

5h 02m

Direct flights

None
The fastest flight from Jackson to Chicago Midway Airport takes 5h 02m
There are no direct flights from Jackson to Chicago Midway Airport. There are no popular flight routes from Jackson to Chicago Midway Airport.
  • How far is Jackson Hole to Chicago Midway by plane?

    A flight from Jackson Hole to Chicago Midway will travel around 1171.2 mi. By plane, this route typically takes 5h 02m.

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

    Prices for flights from Jackson Hole Airport to Chicago Midway Airport are updated daily.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jackson Hole Airport to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Jackson is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Chicago from Jackson with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Jackson. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Jackson. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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1 adult
Sun 4/19
Sun 4/26

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