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Cheap flights from Kingston to Chicago from $278

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kingston to Chicago departing on 8/26. 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

Find the cheapest flights from Kingston to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:24 pm - 7:34 am
KIN
-
ORD
14h 10m
1 stop
American Airlines Logo
5:00 am - 4:24 pm
ORD
-
KIN
11h 24m
1 stop
$422American Airlines
Thu, Aug 13 - Sun, Aug 16
American Airlines Logo
5:16 pm - 7:30 am
KIN
-
ORD
14h 14m
2 stops
American Airlines Logo
6:00 am - 12:59 pm
ORD
-
KIN
6h 59m
1 stop
$426American Airlines
Tue, Aug 18 - Mon, Aug 24
American Airlines Logo
1:09 pm - 12:33 am
KIN
-
ORD
11h 24m
1 stop
American Airlines Logo
8:42 am - 4:02 pm
ORD
-
KIN
7h 20m
1 stop
$427American Airlines
Sun, Sep 13 - Sat, Oct 3
American Airlines Logo
5:08 pm - 7:58 am
KIN
-
ORD
14h 50m
2 stops
American Airlines Logo
6:45 am - 4:02 pm
ORD
-
KIN
9h 17m
2 stops
$431American Airlines
Sun, Sep 13 - Sat, Oct 3
American Airlines Logo
5:16 pm - 7:34 am
KIN
-
ORD
14h 18m
1 stop
American Airlines Logo
6:59 pm - 4:26 pm
ORD
-
KIN
21h 27m
1 stop
$432American Airlines
Tue, Aug 18 - Tue, Sep 1
American Airlines Logo
5:24 pm - 10:00 am
KIN
-
ORD
16h 36m
1 stop
American Airlines Logo
6:45 am - 4:02 pm
ORD
-
KIN
9h 17m
2 stops
$436American Airlines
Sat, Aug 29 - Sat, Sep 19
American Airlines Logo
5:16 pm - 10:51 am
KIN
-
ORD
17h 35m
2 stops
American Airlines Logo
6:59 pm - 4:26 pm
ORD
-
KIN
21h 27m
1 stop
$437American Airlines
Tue, Aug 18 - Tue, Sep 1
American Airlines Logo
5:08 pm - 12:33 am
KIN
-
ORD
7h 25m
1 stop
American Airlines Logo
7:47 am - 4:02 pm
ORD
-
KIN
8h 15m
2 stops
$441American Airlines
Sun, Sep 13 - Sat, Oct 3
American Airlines Logo
5:24 pm - 7:34 am
KIN
-
ORD
14h 10m
1 stop
American Airlines Logo
6:45 am - 4:24 pm
ORD
-
KIN
9h 39m
2 stops
$476American Airlines
Thu, Aug 13 - Sun, Aug 16
American Airlines Logo
6:25 am - 2:20 pm
KIN
-
ORD
8h 55m
2 stops
American Airlines Logo
10:34 am - 9:21 pm
ORD
-
KIN
9h 47m
2 stops
$481American Airlines
Tue, Dec 22 - Wed, Jan 6

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JetBlue flights from Kingston to Chicago

Our best JetBlue deals on Kingston to Chicago flight tickets
JetBlue
Sep 13
KIN1:40 pmKingston Norman Manley
24h 05m
1 stop
ORD1:45 pmChicago O'Hare Intl
Oct 3
ORD3:00 pmChicago O'Hare Intl
19h 50m
1 stop
KIN10:50 amKingston Norman Manley
$578
JetBlue
Aug 18
KIN1:55 pmKingston Norman Manley
9h 49m
1 stop
ORD11:44 pmChicago O'Hare Intl
Sep 1
ORD7:00 amChicago O'Hare Intl
10h 18m
1 stop
KIN5:18 pmKingston Norman Manley
$708
JetBlue
Aug 31
KIN2:15 amKingston Norman Manley
15h 20m
1 stop
ORD5:35 pmChicago O'Hare Intl
Sep 1
ORD8:20 pmChicago O'Hare Intl
28h 00m
2 stops
KIN12:20 amKingston Norman Manley
$831

American Airlines flights from Kingston to Chicago

Our best American Airlines deals on Kingston to Chicago flight tickets
American Airlines
Aug 13
KIN5:24 pmKingston Norman Manley
14h 10m
1 stop
ORD7:34 amChicago O'Hare Intl
Aug 16
ORD5:00 amChicago O'Hare Intl
11h 24m
1 stop
KIN4:24 pmKingston Norman Manley
$422
American Airlines
Aug 18
KIN5:16 pmKingston Norman Manley
14h 14m
2 stops
ORD7:30 amChicago O'Hare Intl
Aug 24
ORD6:00 amChicago O'Hare Intl
6h 59m
1 stop
KIN12:59 pmKingston Norman Manley
$426
American Airlines
Sep 13
KIN1:09 pmKingston Norman Manley
11h 24m
1 stop
ORD12:33 amChicago O'Hare Intl
Oct 3
ORD8:42 amChicago O'Hare Intl
7h 20m
1 stop
KIN4:02 pmKingston Norman Manley
$427

momondo Fare Finder

 
Customize your flight search to find flights from Kingston 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 July 24, 2026.
Use the filters below to find and compare flights from Kingston to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 8/13

5:24 pm-7:34 am

1 stop14h 10m

Chicago O'Hare Intl

Sun 8/16

5:00 am-4:24 pm

1 stop11h 24m

$422

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 8/18

5:16 pm-7:30 am

2 stops14h 14m

Chicago O'Hare Intl

Mon 8/24

6:00 am-12:59 pm

1 stop6h 59m

$426

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 9/13

1:09 pm-12:33 am

1 stop11h 24m

Chicago O'Hare Intl

Sat 10/3

8:42 am-4:02 pm

1 stop7h 20m

$427

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 9/13

5:08 pm-7:58 am

2 stops14h 50m

Chicago O'Hare Intl

Sat 10/3

6:45 am-4:02 pm

2 stops9h 17m

$431

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 8/18

5:16 pm-7:34 am

1 stop14h 18m

Chicago O'Hare Intl

Tue 9/1

6:59 pm-4:26 pm

1 stop21h 27m

$432

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 8/29

5:24 pm-10:00 am

1 stop16h 36m

Chicago O'Hare Intl

Sat 9/19

6:45 am-4:02 pm

2 stops9h 17m

$436

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 8/18

5:16 pm-10:51 am

2 stops17h 35m

Chicago O'Hare Intl

Tue 9/1

6:59 pm-4:26 pm

1 stop21h 27m

$437
Quickest round-trip

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 9/13

5:08 pm-12:33 am

1 stop7h 25m

Chicago O'Hare Intl

Sat 10/3

7:47 am-4:02 pm

2 stops8h 15m

$441

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 8/13

5:24 pm-7:34 am

1 stop14h 10m

Chicago O'Hare Intl

Sun 8/16

6:45 am-4:24 pm

2 stops9h 39m

$476

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 12/22

6:25 am-2:20 pm

2 stops8h 55m

Chicago O'Hare Intl

Wed 1/6

10:34 am-9:21 pm

2 stops9h 47m

$481

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 Kingston 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 month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Kingston, with most prices found around $0. If you’re not able to fly to Chicago in August, then March is your next best option. Flight prices from Kingston to Chicago during March average around $0.

When to book flights from Kingston to Chicago

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

Cheap Kingston to Chicago (KIN to CHI) flight deals and tips

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

Fastest flight time

7h 38m

Direct flights

None
The fastest flight from Kingston to Chicago takes 7h 38m
There are no direct flights from Kingston to Chicago. There are no popular flight routes from Kingston to Chicago.
Search flight deals

Frequently asked questions about flying from Kingston to Chicago

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

    Kingston Norman Manley and Chicago are 1767.3 mi apart from one another. Typically, this will take 7h 38m by plane in normal conditions.

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

    Prices for flights from Kingston Norman Manley Airport to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from Kingston Norman Manley 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 Kingston Norman Manley 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.

Traveling to a place near Chicago?

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

Why use momondo?

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

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 Chicago from Kingston.

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

momondo does allow users to show only those flights to Chicago from Kingston which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Kingston to Chicago 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 Kingston to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Kingston 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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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