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Cheap flights from Jackson to Chicago from $280

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 6/11. 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
0 bags

Find the cheapest flights from Jackson to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
1:49 pm - 8:30 pm
MDW
-
JAC
7h 41m
1 stop
$479Delta
mar, giu 23 - mar, giu 30
Delta Logo
7:00 am - 1:19 pm
JAC
-
MDW
5h 19m
1 stop
Delta Logo
9:23 am - 4:59 pm
MDW
-
JAC
8h 36m
2 stops
$494Delta
mar, mag 19 - sab, mag 23
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
9:54 am - 5:00 pm
MDW
-
JAC
8h 06m
2 stops
$514Delta
mar, giu 23 - dom, giu 28
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
9:54 am - 6:56 pm
MDW
-
JAC
10h 02m
2 stops
$519Delta
gio, giu 11 - sab, giu 13
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
9:54 am - 5:00 pm
MDW
-
JAC
8h 06m
2 stops
$520Delta
mar, giu 23 - gio, lug 2
Delta Logo
7:39 am - 6:18 pm
JAC
-
MDW
9h 39m
2 stops
Delta Logo
1:49 pm - 8:30 pm
MDW
-
JAC
7h 41m
1 stop
$524Delta
gio, giu 25 - mar, giu 30
Delta Logo
6:05 pm - 6:18 pm
JAC
-
MDW
23h 13m
2 stops
Delta Logo
1:49 pm - 8:30 pm
MDW
-
JAC
7h 41m
1 stop
$527Delta
lun, giu 22 - mar, giu 30
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
1:49 pm - 8:30 pm
MDW
-
JAC
7h 41m
1 stop
$529Delta
gio, giu 11 - sab, giu 13
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
1:49 pm - 8:30 pm
MDW
-
JAC
7h 41m
1 stop
$534Delta
mar, giu 23 - lun, giu 29
Delta Logo
7:00 am - 1:09 pm
JAC
-
MDW
5h 09m
1 stop
Delta Logo
9:54 am - 5:00 pm
MDW
-
JAC
8h 06m
2 stops
$549Delta
mar, giu 23 - sab, giu 27

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Delta flights from Jackson to Chicago Midway Airport

Our best Delta deals on Jackson to Chicago Midway Airport flight tickets
Delta
May 12
JAC7:00 amJackson Hole
13h 09m
2 stops
MDW9:09 pmChicago Midway
Jun 24
MDW1:49 pmChicago Midway
7h 41m
1 stop
JAC8:30 pmJackson Hole
$435
Delta
Jun 23
JAC7:00 amJackson Hole
5h 09m
1 stop
MDW1:09 pmChicago Midway
Jun 30
MDW1:49 pmChicago Midway
7h 41m
1 stop
JAC8:30 pmJackson Hole
$479
Delta
May 19
JAC7:00 amJackson Hole
5h 19m
1 stop
MDW1:19 pmChicago Midway
May 23
MDW9:23 amChicago Midway
8h 36m
2 stops
JAC4:59 pmJackson Hole
$494

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 maggio 5, 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
Quickest round-trip

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

mar 6/23

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

mar 6/30

1:49 pm-8:30 pm

1 stop7h 41m

$479

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

mar 5/19

7:00 am-1:19 pm

1 stop5h 19m

Chicago Midway

sab 5/23

9:23 am-4:59 pm

2 stops8h 36m

$494

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

mar 6/23

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

dom 6/28

9:54 am-5:00 pm

2 stops8h 06m

$514

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

gio 6/11

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

sab 6/13

9:54 am-6:56 pm

2 stops10h 02m

$519

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

mar 6/23

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

gio 7/2

9:54 am-5:00 pm

2 stops8h 06m

$520

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

gio 6/25

7:39 am-6:18 pm

2 stops9h 39m

Chicago Midway

mar 6/30

1:49 pm-8:30 pm

1 stop7h 41m

$524

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

lun 6/22

6:05 pm-6:18 pm

2 stops23h 13m

Chicago Midway

mar 6/30

1:49 pm-8:30 pm

1 stop7h 41m

$527

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

gio 6/11

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

sab 6/13

1:49 pm-8:30 pm

1 stop7h 41m

$529

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

mar 6/23

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

lun 6/29

1:49 pm-8:30 pm

1 stop7h 41m

$534

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

mar 6/23

7:00 am-1:09 pm

1 stop5h 09m

Chicago Midway

sab 6/27

9:54 am-5:00 pm

2 stops8h 06m

$549

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 19m

Direct flights

None
The fastest flight from Jackson to Chicago Midway Airport takes 5h 19m
There are no direct flights from Jackson to Chicago Midway Airport. There are no popular flight routes from Jackson to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying 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 19m.

  • 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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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