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Cheap flights from Chicago to Kingston from $182

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 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Kingston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:50 pm - 11:35 am
ORD
-
KIN
13h 45m
1 stop
Air Canada Logo
12:45 pm - 6:20 pm
KIN
-
ORD
30h 35m
2 stops
$478Air Canada
Mon, Nov 2 - Fri, Nov 6
Air Canada Logo
12:50 pm - 11:35 am
ORD
-
KIN
21h 45m
1 stop
Air Canada Logo
12:45 pm - 7:58 pm
KIN
-
ORD
8h 13m
1 stop
$478Air Canada
Mon, Nov 2 - Fri, Nov 6
JetBlue Logo
6:00 am - 12:45 pm
ORD
-
KIN
6h 45m
1 stop
JetBlue Logo
3:05 pm - 11:08 pm
KIN
-
ORD
8h 03m
1 stop
$479JetBlue
Thu, Sep 24 - Wed, Sep 30
Air Canada Logo
12:50 pm - 11:35 am
ORD
-
KIN
21h 45m
1 stop
Air Canada Logo
12:45 pm - 7:58 pm
KIN
-
ORD
8h 13m
1 stop
$479Air Canada
Mon, Nov 2 - Fri, Nov 6
American Airlines Logo
6:00 am - 12:04 pm
ORD
-
KIN
6h 04m
1 stop
American Airlines Logo
1:09 pm - 11:36 pm
KIN
-
ORD
10h 27m
2 stops
$549American Airlines
Thu, Sep 24 - Wed, Sep 30
Delta Logo
11:17 am - 8:10 pm
ORD
-
KIN
8h 53m
2 stops
Delta Logo
9:10 am - 7:56 am
KIN
-
ORD
22h 46m
2 stops
$549Delta
Thu, Sep 24 - Wed, Sep 30
American Airlines Logo
7:47 am - 4:02 pm
ORD
-
KIN
8h 15m
2 stops
American Airlines Logo
1:09 pm - 11:15 pm
KIN
-
ORD
10h 06m
2 stops
$556American Airlines
Mon, Sep 14 - Mon, Sep 21
Delta Logo
10:35 am - 8:00 pm
MDW
-
KIN
8h 25m
1 stop
Delta Logo
9:00 am - 10:10 pm
KIN
-
MDW
14h 10m
1 stop
$556Delta
Sun, Jan 31 - Sun, Feb 7
Delta Logo
6:00 am - 8:00 pm
MDW
-
KIN
13h 00m
1 stop
Delta Logo
9:00 am - 4:25 pm
KIN
-
MDW
8h 25m
1 stop
$556Delta
Sun, Jan 31 - Sat, Feb 6
American Airlines Logo
6:00 am - 11:10 pm
ORD
-
KIN
16h 10m
1 stop
American Airlines Logo
1:39 pm - 7:56 pm
KIN
-
ORD
7h 17m
1 stop
$556American Airlines
Fri, Jan 1 - Sat, Feb 6

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Delta flights from Chicago to Kingston

Our best Delta deals on Chicago to Kingston flight tickets
Delta
Sep 24
ORD11:17 amChicago O'Hare Intl
8h 53m
2 stops
KIN8:10 pmKingston Norman Manley
Sep 30
KIN9:10 amKingston Norman Manley
22h 46m
2 stops
ORD7:56 amChicago O'Hare Intl
$549
Delta
Jan 30
ORD5:30 amChicago O'Hare Intl
13h 30m
1 stop
KIN8:00 pmKingston Norman Manley
Feb 6
KIN9:00 amKingston Norman Manley
8h 37m
1 stop
ORD4:37 pmChicago O'Hare Intl
$556
Delta
Sep 16
MDW9:29 amChicago Midway
10h 41m
2 stops
KIN8:10 pmKingston Norman Manley
Sep 23
KIN9:10 amKingston Norman Manley
9h 23m
2 stops
MDW6:33 pmChicago Midway
$561

American Airlines flights from Chicago to Kingston

Our best American Airlines deals on Chicago to Kingston flight tickets
American Airlines
Sep 16
ORD6:59 amChicago O'Hare Intl
9h 03m
2 stops
KIN4:02 pmKingston Norman Manley
Sep 23
KIN1:09 pmKingston Norman Manley
11h 24m
1 stop
ORD12:33 amChicago O'Hare Intl
$557
American Airlines
Aug 16
ORD6:00 amChicago O'Hare Intl
10h 24m
1 stop
KIN4:24 pmKingston Norman Manley
Aug 22
KIN2:00 pmKingston Norman Manley
17h 34m
1 stop
ORD7:34 amChicago O'Hare Intl
$560
American Airlines
Sep 13
ORD8:42 amChicago O'Hare Intl
7h 20m
1 stop
KIN4:02 pmKingston Norman Manley
Sep 20
KIN1:09 pmKingston Norman Manley
10h 27m
2 stops
ORD11:36 pmChicago O'Hare Intl
$562

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 August 4, 2026.
Use the filters below to find and compare flights from Chicago to Kingston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 11/2

8:50 pm-11:35 am

1 stop13h 45m

Kingston Norman Manley

Fri 11/6

12:45 pm-6:20 pm

2 stops30h 35m

$478

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 11/2

12:50 pm-11:35 am

1 stop21h 45m

Kingston Norman Manley

Fri 11/6

12:45 pm-7:58 pm

1 stop8h 13m

$478
Quickest round-trip

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/24

6:00 am-12:45 pm

1 stop6h 45m

Kingston Norman Manley

Wed 9/30

3:05 pm-11:08 pm

1 stop8h 03m

$479

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 11/2

12:50 pm-11:35 am

1 stop21h 45m

Kingston Norman Manley

Fri 11/6

12:45 pm-7:58 pm

1 stop8h 13m

$479

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/24

6:00 am-12:04 pm

1 stop6h 04m

Kingston Norman Manley

Wed 9/30

1:09 pm-11:36 pm

2 stops10h 27m

$549

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/24

11:17 am-8:10 pm

2 stops8h 53m

Kingston Norman Manley

Wed 9/30

9:10 am-7:56 am

2 stops22h 46m

$549

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 9/14

7:47 am-4:02 pm

2 stops8h 15m

Kingston Norman Manley

Mon 9/21

1:09 pm-11:15 pm

2 stops10h 06m

$556

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sun 1/31

10:35 am-8:00 pm

1 stop8h 25m

Kingston Norman Manley

Sun 2/7

9:00 am-10:10 pm

1 stop14h 10m

$556

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sun 1/31

6:00 am-8:00 pm

1 stop13h 00m

Kingston Norman Manley

Sat 2/6

9:00 am-4:25 pm

1 stop8h 25m

$556

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Fri 1/1

6:00 am-11:10 pm

1 stop16h 10m

Kingston Norman Manley

Sat 2/6

1:39 pm-7:56 pm

1 stop7h 17m

$556

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 Kingston from

How to get the cheapest flight ticket from Chicago 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 typical price of a round-trip flight between Chicago and Kingston?

Prices are currently typical for flights on this route.

Typical prices usually range from $464 to $536.
The lowest price recently found on this route was $478.

What is the cheapest month to fly to Kingston?

In general, August is the cheapest month to fly from Chicago to Kingston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $482. If you aren’t able to travel during the month of August, then book flights to Kingston from Chicago during January instead. Flights to Kingston in January, while not as cheap as those in August, still average around $530.

When to book flights from Chicago to Kingston

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

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

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

Fastest flight time

5h 45m

Direct flights

None
The fastest flight from Chicago to Kingston takes 5h 45m
There are no direct flights from Chicago to Kingston. There are no popular flight routes from Chicago to Kingston.
Search flight deals

Frequently asked questions about flying from Chicago to Kingston

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

    The straight-line distance from Chicago to Kingston Norman Manley is 1767.3 mi. By plane, this route typically takes 5h 45m.

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

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

  • How many operators does momondo search for flights from Chicago to Kingston Norman Manley Airport?

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Kingston Norman Manley Airport.

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

    The travel and health documents you'll need for your trip to Kingston Norman Manley Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Kingston Norman Manley Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Chicago to Kingston

Compare and see reviews for airlines that fly from Chicago to Kingston with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $433Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights
DeltaPriceFrom $445Free CancellationRating
7.8
8,483 reviews
Search Delta flights

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?

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 Chicago to Kingston for you.

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

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

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?

Yes momondo offers price alerts on flights to Kingston from Chicago. 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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