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Cheap flights from Chicago to Kingston from $124

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 1/15. 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 to Kingston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
8:43 pm - 12:12 pm
ORD
-
KIN
14h 29m1 stop
Spirit Airlines Logo
1:17 pm - 11:47 pm
KIN
-
ORD
11h 30m1 stop
$337Spirit Airlines
Thu, Jan 29 - Mon, Feb 2
Spirit Airlines Logo
5:15 am - 12:12 pm
ORD
-
KIN
5h 57m1 stop
Spirit Airlines Logo
1:17 pm - 11:22 am
KIN
-
ORD
23h 05m1 stop
$364Spirit Airlines
Fri, Jan 16 - Mon, Jan 19
Spirit Airlines Logo
8:43 pm - 12:12 pm
ORD
-
KIN
14h 29m1 stop
Spirit Airlines Logo
1:17 pm - 11:22 am
KIN
-
ORD
23h 05m1 stop
$366Spirit Airlines
Sun, Jan 18 - Sun, Jan 25
Spirit Airlines Logo
8:16 pm - 12:15 pm
ORD
-
KIN
14h 59m1 stop
Spirit Airlines Logo
1:17 pm - 11:22 am
KIN
-
ORD
23h 05m1 stop
$374Spirit Airlines
Wed, Feb 25 - Sun, Mar 1
Spirit Airlines Logo
5:15 am - 12:12 pm
ORD
-
KIN
5h 57m1 stop
Spirit Airlines Logo
1:17 pm - 11:46 pm
KIN
-
ORD
11h 29m1 stop
$376Spirit Airlines
Fri, Jan 30 - Fri, Feb 6
Multiple Airlines Logo
10:27 am - 7:40 pm
ORD
-
KIN
8h 13m1 stop
Multiple Airlines Logo
1:17 pm - 11:46 pm
KIN
-
ORD
11h 29m1 stop
$384Multiple Airlines
Sat, Jan 10 - Fri, Jan 16
Spirit Airlines Logo
4:38 pm - 12:12 pm
ORD
-
KIN
18h 34m2 stops
Spirit Airlines Logo
1:17 pm - 11:46 pm
KIN
-
ORD
11h 29m1 stop
$386Spirit Airlines
Sun, Feb 1 - Mon, Feb 9
Delta Logo
10:48 am - 8:00 pm
MDW
-
KIN
8h 12m1 stop
Delta Logo
9:00 am - 3:38 pm
KIN
-
MDW
7h 38m1 stop
$445Delta
Fri, Jan 23 - Sat, Jan 31
Delta Logo
9:32 am - 8:00 pm
MDW
-
KIN
9h 28m2 stops
Delta Logo
9:00 am - 3:38 pm
KIN
-
MDW
7h 38m1 stop
$450Delta
Fri, Jan 23 - Sat, Jan 31
Delta Logo
11:21 am - 8:00 pm
MDW
-
KIN
7h 39m1 stop
Delta Logo
9:00 am - 10:22 pm
KIN
-
MDW
14h 22m1 stop
$498Delta
Wed, Jan 14 - Wed, Jan 21

Spirit Airlines flights from Chicago to Kingston

Our best Spirit Airlines deals on Chicago to Kingston flight tickets
Spirit Airlines
Jan 29
ORD8:43 pmChicago O'Hare Intl
14h 29m
1 stop
KIN12:12 pmKingston Norman Manley
Feb 2
KIN1:17 pmKingston Norman Manley
11h 30m
1 stop
ORD11:47 pmChicago O'Hare Intl
$337
Find similar
Spirit Airlines
Jan 16
ORD5:15 amChicago O'Hare Intl
5h 57m
1 stop
KIN12:12 pmKingston Norman Manley
Jan 19
KIN1:17 pmKingston Norman Manley
23h 05m
1 stop
ORD11:22 amChicago O'Hare Intl
$364
Find similar
Spirit Airlines
Jan 18
ORD8:43 pmChicago O'Hare Intl
14h 29m
1 stop
KIN12:12 pmKingston Norman Manley
Jan 25
KIN1:17 pmKingston Norman Manley
23h 05m
1 stop
ORD11:22 amChicago O'Hare Intl
$366
Find similar

Copa Airlines flights from Chicago to Kingston

Our best Copa Airlines deals on Chicago to Kingston flight tickets
Copa Airlines
Jan 22
ORD11:51 pmChicago O'Hare Intl
13h 02m
1 stop
KIN1:53 pmKingston Norman Manley
Jan 27
KIN3:00 pmKingston Norman Manley
10h 24m
1 stop
ORD12:24 amChicago O'Hare Intl
$433
Find similar
Copa Airlines
Dec 22
ORD11:51 pmChicago O'Hare Intl
13h 11m
1 stop
KIN2:02 pmKingston Norman Manley
Dec 29
KIN3:02 pmKingston Norman Manley
10h 03m
1 stop
ORD12:05 amChicago O'Hare Intl
$651
Find similar

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 December 18, 2025.
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

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 1/29

8:43 pm-12:12 pm

1 stop14h 29m

Kingston Norman Manley

Mon 2/2

1:17 pm-11:47 pm

1 stop11h 30m

$337

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Fri 1/16

5:15 am-12:12 pm

1 stop5h 57m

Kingston Norman Manley

Mon 1/19

1:17 pm-11:22 am

1 stop23h 05m

$364

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 1/18

8:43 pm-12:12 pm

1 stop14h 29m

Kingston Norman Manley

Sun 1/25

1:17 pm-11:22 am

1 stop23h 05m

$366

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 2/25

8:16 pm-12:15 pm

1 stop14h 59m

Kingston Norman Manley

Sun 3/1

1:17 pm-11:22 am

1 stop23h 05m

$374

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Fri 1/30

5:15 am-12:12 pm

1 stop5h 57m

Kingston Norman Manley

Fri 2/6

1:17 pm-11:46 pm

1 stop11h 29m

$376

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 1/10

10:27 am-7:40 pm

1 stop8h 13m

Kingston Norman Manley

Fri 1/16

1:17 pm-11:46 pm

1 stop11h 29m

$384

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 2/1

4:38 pm-12:12 pm

2 stops18h 34m

Kingston Norman Manley

Mon 2/9

1:17 pm-11:46 pm

1 stop11h 29m

$386

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 1/23

10:48 am-8:00 pm

1 stop8h 12m

Kingston Norman Manley

Sat 1/31

9:00 am-3:38 pm

1 stop7h 38m

$445

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 1/23

9:32 am-8:00 pm

2 stops9h 28m

Kingston Norman Manley

Sat 1/31

9:00 am-3:38 pm

1 stop7h 38m

$450

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Wed 1/14

11:21 am-8:00 pm

1 stop7h 39m

Kingston Norman Manley

Wed 1/21

9:00 am-10:22 pm

1 stop14h 22m

$498

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?

What is the cheapest month to fly to Kingston?

In general, February 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 $380. If you aren’t able to travel during the month of February, then book flights to Kingston from Chicago during April instead. Flights to Kingston in April, while not as cheap as those in February, still average around $440.

What is the cheapest day to depart on your flight to Kingston?

Our data shows that Tuesday is the least expensive day to fly to Kingston. Tickets to fly out on this day can be as low as $450. The most expensive day to fly to Kingston is Sunday, with ticket prices averaging around $694.

What is the cheapest time of day to depart on your flight to Kingston?

The cheapest time of day to fly to Kingston is in the evening when flights can be purchased for as low as $349. In the afternoon is when there is more demand to fly to Kingston, so prices are often more expensive at around $618 per ticket.

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 57m

Direct flights

None
The fastest flight from Chicago to Kingston takes 5h 57m
There are no direct flights from Chicago to Kingston. There are no popular flight routes from Chicago to Kingston.
Search flight deals

  • 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 57m.

  • 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
Spirit AirlinesPriceFrom $304Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
DeltaPriceFrom $369Free CancellationRating
7.9
8,006 reviews
Search Delta flights
American AirlinesPriceFrom $433Free CancellationRating
7.2
11,055 reviews
Search American Airlines 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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