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Cheap flights from Chicago Midway Airport to Kingston from $241

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Kingston departing on 9/1. 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

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Find the cheapest flights from Chicago Midway Airport to Kingston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:23 am - 8:00 pm
MDW
-
KIN
13h 37m
1 stop
Delta Logo
9:00 am - 9:09 pm
KIN
-
MDW
12h 09m
1 stop
$576Delta
Fri, May 29 - Wed, Jun 3
Delta Logo
9:22 am - 8:00 pm
MDW
-
KIN
10h 38m
2 stops
Delta Logo
9:00 am - 6:33 pm
KIN
-
MDW
9h 33m
2 stops
$581Delta
Fri, May 29 - Wed, Jun 3
Delta Logo
6:23 am - 8:00 pm
MDW
-
KIN
13h 37m
1 stop
Delta Logo
9:00 am - 9:09 pm
KIN
-
MDW
12h 09m
1 stop
$660Delta
Tue, May 19 - Tue, May 26
Delta Logo
10:35 am - 7:30 pm
MDW
-
KIN
8h 55m
1 stop
Delta Logo
9:00 am - 6:31 pm
KIN
-
MDW
9h 31m
2 stops
$665Delta
Wed, Sep 23 - Sun, Sep 27
Multiple Airlines Logo
10:25 am - 2:30 pm
MDW
-
KIN
28h 05m
1 stop
Multiple Airlines Logo
1:00 pm - 10:11 pm
KIN
-
MDW
9h 11m
2 stops
$730Multiple Airlines
Tue, Jun 16 - Sat, Jun 27
Multiple Airlines Logo
10:30 am - 9:55 am
MDW
-
KIN
47h 25m
2 stops
Multiple Airlines Logo
3:30 pm - 9:40 am
KIN
-
MDW
18h 10m
1 stop
$731Multiple Airlines
Wed, May 27 - Wed, Jun 3
Multiple Airlines Logo
3:20 pm - 2:30 pm
MDW
-
KIN
23h 10m
1 stop
Multiple Airlines Logo
10:01 am - 9:40 am
KIN
-
MDW
23h 39m
2 stops
$735Multiple Airlines
Fri, May 29 - Thu, Jun 4
Multiple Airlines Logo
10:25 am - 2:30 pm
MDW
-
KIN
28h 05m
1 stop
Multiple Airlines Logo
3:30 pm - 2:35 pm
KIN
-
MDW
23h 05m
1 stop
$739Multiple Airlines
Tue, Jun 16 - Tue, Jun 30
Delta Logo
12:45 pm - 8:00 pm
MDW
-
KIN
7h 15m
1 stop
Delta Logo
9:00 am - 10:17 pm
KIN
-
MDW
13h 17m
1 stop
$744Delta
Thu, Jun 11 - Wed, Jun 17
Delta Logo
10:35 am - 8:04 pm
MDW
-
KIN
9h 29m
1 stop
Delta Logo
9:00 am - 6:31 pm
KIN
-
MDW
9h 31m
2 stops
$749Delta
Fri, Aug 21 - Sun, Aug 23

Delta flights from Chicago Midway Airport to Kingston

Our best Delta deals on Chicago Midway Airport to Kingston flight tickets
Delta
May 29
MDW6:23 amChicago Midway
13h 37m
1 stop
KIN8:00 pmKingston Norman Manley
Jun 3
KIN9:00 amKingston Norman Manley
12h 09m
1 stop
MDW9:09 pmChicago Midway
$576
Delta
May 29
MDW9:22 amChicago Midway
10h 38m
2 stops
KIN8:00 pmKingston Norman Manley
Jun 3
KIN9:00 amKingston Norman Manley
9h 33m
2 stops
MDW6:33 pmChicago Midway
$581
Delta
May 19
MDW6:23 amChicago Midway
13h 37m
1 stop
KIN8:00 pmKingston Norman Manley
May 26
KIN9:00 amKingston Norman Manley
12h 09m
1 stop
MDW9:09 pmChicago Midway
$660

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Kingston 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 April 25, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Kingston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 5/29

6:23 am-8:00 pm

1 stop13h 37m

Kingston Norman Manley

Wed 6/3

9:00 am-9:09 pm

1 stop12h 09m

$576

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 5/29

9:22 am-8:00 pm

2 stops10h 38m

Kingston Norman Manley

Wed 6/3

9:00 am-6:33 pm

2 stops9h 33m

$581

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Tue 5/19

6:23 am-8:00 pm

1 stop13h 37m

Kingston Norman Manley

Tue 5/26

9:00 am-9:09 pm

1 stop12h 09m

$660
Quickest round-trip

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Wed 9/23

10:35 am-7:30 pm

1 stop8h 55m

Kingston Norman Manley

Sun 9/27

9:00 am-6:31 pm

2 stops9h 31m

$665

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Tue 6/16

10:25 am-2:30 pm

1 stop28h 05m

Kingston Norman Manley

Sat 6/27

1:00 pm-10:11 pm

2 stops9h 11m

$730

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Wed 5/27

10:30 am-9:55 am

2 stops47h 25m

Kingston Norman Manley

Wed 6/3

3:30 pm-9:40 am

1 stop18h 10m

$731

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 5/29

3:20 pm-2:30 pm

1 stop23h 10m

Kingston Norman Manley

Thu 6/4

10:01 am-9:40 am

2 stops23h 39m

$735

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Tue 6/16

10:25 am-2:30 pm

1 stop28h 05m

Kingston Norman Manley

Tue 6/30

3:30 pm-2:35 pm

1 stop23h 05m

$739

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Thu 6/11

12:45 pm-8:00 pm

1 stop7h 15m

Kingston Norman Manley

Wed 6/17

9:00 am-10:17 pm

1 stop13h 17m

$744

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 8/21

10:35 am-8:04 pm

1 stop9h 29m

Kingston Norman Manley

Sun 8/23

9:00 am-6:31 pm

2 stops9h 31m

$749

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Kingston from

How to get the cheapest flight ticket from Chicago Midway Airport to Kingston

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 Chicago Midway to Kingston Norman Manley?

Delta is the most popular carrier operating from Chicago Midway to Kingston Norman Manley

What airlines fly to Kingston?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Kingston from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 69% of people opting to fly with this airline when traveling to Kingston. Keep in mind that there are 3 different airlines that fly to Kingston on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago Midway Airport to Kingston

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

Cheap Chicago Midway Airport to Kingston (MDW to KIN) flight deals and tips

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

Fastest flight time

7h 08m

Direct flights

None
The fastest flight from Chicago Midway Airport to Kingston takes 7h 08m
There are no direct flights from Chicago Midway Airport to Kingston. There are no popular flight routes from Chicago Midway Airport to Kingston.
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Frequently asked questions about flying from Chicago Midway Airport to Kingston

  • How far is Chicago Midway to Kingston Norman Manley by plane?

    The distance between Chicago Midway and Kingston Norman Manley is about 1764.3 mi. Flights usually cover this in 7h 08m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Kingston Norman Manley Airport?

    Prices for flights from Chicago Midway Airport to Kingston Norman Manley Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Kingston Norman Manley Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Kingston Norman Manley Airport.

  • What documentation or ID do you need to fly to Kingston Norman Manley Airport?

    The travel and health documents required for your trip to Kingston Norman Manley 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 Kingston Norman Manley Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Kingston?

Book flights to Kingston if you plan to visit one of these locations
Port Antonio

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Kingston from Chicago.

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

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

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

Once you have performed a search for Chicago to Kingston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Kingston from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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