Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Kingston from $175

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 7/14. 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.
JetBlue Logo
7:00 am - 12:43 pm
ORD
-
KIN
5h 43m
1 stop
JetBlue Logo
3:55 pm - 11:44 pm
KIN
-
ORD
7h 49m
1 stop
$451JetBlue
Tue, Oct 20 - Wed, Oct 28
American Airlines Logo
6:00 am - 12:59 pm
ORD
-
KIN
6h 59m
1 stop
American Airlines Logo
2:00 pm - 12:35 am
KIN
-
ORD
10h 35m
1 stop
$456American Airlines
Sun, Aug 23 - Sat, Aug 29
American Airlines Logo
5:22 am - 4:13 pm
ORD
-
KIN
10h 51m
2 stops
American Airlines Logo
7:30 am - 5:52 pm
KIN
-
ORD
10h 22m
2 stops
$461American Airlines
Tue, Oct 20 - Wed, Oct 28
JetBlue Logo
7:00 am - 5:06 pm
ORD
-
KIN
10h 06m
1 stop
JetBlue Logo
1:56 pm - 11:44 pm
KIN
-
ORD
9h 48m
1 stop
$466JetBlue
Mon, Aug 31 - Wed, Sep 2
American Airlines Logo
9:57 am - 7:42 pm
ORD
-
KIN
9h 45m
2 stops
American Airlines Logo
5:16 pm - 9:05 am
KIN
-
ORD
15h 49m
2 stops
$471American Airlines
Sat, Aug 15 - Tue, Aug 25
American Airlines Logo
6:59 am - 7:53 pm
ORD
-
KIN
12h 54m
1 stop
American Airlines Logo
8:00 am - 11:30 pm
KIN
-
ORD
15h 30m
1 stop
$481American Airlines
Wed, Jul 1 - Tue, Jul 7
JetBlue Logo
7:00 am - 12:46 pm
ORD
-
KIN
5h 46m
1 stop
JetBlue Logo
2:55 pm - 11:44 pm
KIN
-
ORD
9h 49m
1 stop
$484JetBlue
Fri, Oct 30 - Wed, Nov 4
Copa Airlines Logo
3:21 pm - 1:54 pm
ORD
-
KIN
22h 33m
1 stop
Copa Airlines Logo
2:56 pm - 4:00 am
KIN
-
ORD
13h 04m
1 stop
$510Copa Airlines
Sat, Jul 4 - Tue, Jul 7
Delta Logo
6:05 am - 8:13 pm
MDW
-
KIN
14h 08m
1 stop
Delta Logo
9:00 am - 4:27 pm
KIN
-
MDW
7h 27m
1 stop
$524Delta
Fri, Sep 4 - Sun, Sep 13
Delta Logo
6:58 pm - 8:03 pm
MDW
-
KIN
25h 05m
2 stops
Delta Logo
9:13 am - 10:36 pm
KIN
-
MDW
13h 23m
1 stop
$529Delta
Tue, Jul 28 - Wed, Aug 5

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

JetBlue flights from Chicago to Kingston

Our best JetBlue deals on Chicago to Kingston flight tickets
JetBlue
Oct 20
ORD7:00 amChicago O'Hare Intl
5h 43m
1 stop
KIN12:43 pmKingston Norman Manley
Oct 28
KIN3:55 pmKingston Norman Manley
7h 49m
1 stop
ORD11:44 pmChicago O'Hare Intl
$451
JetBlue
Aug 31
ORD7:00 amChicago O'Hare Intl
10h 06m
1 stop
KIN5:06 pmKingston Norman Manley
Sep 2
KIN1:56 pmKingston Norman Manley
9h 48m
1 stop
ORD11:44 pmChicago O'Hare Intl
$466
JetBlue
Oct 30
ORD7:00 amChicago O'Hare Intl
5h 46m
1 stop
KIN12:46 pmKingston Norman Manley
Nov 4
KIN2:55 pmKingston Norman Manley
9h 49m
1 stop
ORD11:44 pmChicago O'Hare Intl
$484

American Airlines flights from Chicago to Kingston

Our best American Airlines deals on Chicago to Kingston flight tickets
American Airlines
Aug 23
ORD6:00 amChicago O'Hare Intl
6h 59m
1 stop
KIN12:59 pmKingston Norman Manley
Aug 29
KIN2:00 pmKingston Norman Manley
10h 35m
1 stop
ORD12:35 amChicago O'Hare Intl
$456
American Airlines
Oct 20
ORD5:22 amChicago O'Hare Intl
10h 51m
2 stops
KIN4:13 pmKingston Norman Manley
Oct 28
KIN7:30 amKingston Norman Manley
10h 22m
2 stops
ORD5:52 pmChicago O'Hare Intl
$461
American Airlines
Jun 19
ORD6:10 amChicago O'Hare Intl
13h 43m
1 stop
KIN7:53 pmKingston Norman Manley
Jun 25
KIN5:10 pmKingston Norman Manley
7h 09m
1 stop
ORD12:19 amChicago O'Hare Intl
$468

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 June 17, 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
Quickest round-trip

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 10/20

7:00 am-12:43 pm

1 stop5h 43m

Kingston Norman Manley

Wed 10/28

3:55 pm-11:44 pm

1 stop7h 49m

$451

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 8/23

6:00 am-12:59 pm

1 stop6h 59m

Kingston Norman Manley

Sat 8/29

2:00 pm-12:35 am

1 stop10h 35m

$456

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 10/20

5:22 am-4:13 pm

2 stops10h 51m

Kingston Norman Manley

Wed 10/28

7:30 am-5:52 pm

2 stops10h 22m

$461

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 8/31

7:00 am-5:06 pm

1 stop10h 06m

Kingston Norman Manley

Wed 9/2

1:56 pm-11:44 pm

1 stop9h 48m

$466

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 8/15

9:57 am-7:42 pm

2 stops9h 45m

Kingston Norman Manley

Tue 8/25

5:16 pm-9:05 am

2 stops15h 49m

$471

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 7/1

6:59 am-7:53 pm

1 stop12h 54m

Kingston Norman Manley

Tue 7/7

8:00 am-11:30 pm

1 stop15h 30m

$481

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Fri 10/30

7:00 am-12:46 pm

1 stop5h 46m

Kingston Norman Manley

Wed 11/4

2:55 pm-11:44 pm

1 stop9h 49m

$484

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 7/4

3:21 pm-1:54 pm

1 stop22h 33m

Kingston Norman Manley

Tue 7/7

2:56 pm-4:00 am

1 stop13h 04m

$510

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 9/4

6:05 am-8:13 pm

1 stop14h 08m

Kingston Norman Manley

Sun 9/13

9:00 am-4:27 pm

1 stop7h 27m

$524

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Tue 7/28

6:58 pm-8:03 pm

2 stops25h 05m

Kingston Norman Manley

Wed 8/5

9:13 am-10:36 pm

1 stop13h 23m

$529

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

What is the cheapest month to fly to Kingston?

In general, December 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 $84. If you aren’t able to travel during the month of December, then book flights to Kingston from Chicago during January instead. Flights to Kingston in January, while not as cheap as those in December, still average around $93.

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 43m

Direct flights

None
The fastest flight from Chicago to Kingston takes 5h 43m
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 43m.

  • 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
11,670 reviews
Search American Airlines flights
DeltaPriceFrom $445Free CancellationRating
7.8
8,406 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.

An easier way to manage your Kingston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 7/17
Fri 7/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Jamaica