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Cheap flights from Chicago to Kingston from $135

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 8/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Kingston

Cheap round-trip flights

Spirit Airlines Logo
6:44 pm - 11:02 amORD-KIN
16h 18m1 stop
Spirit Airlines Logo
12:08 pm - 10:48 pmKIN-ORD
10h 40m1 stop
$335Spirit Airlines
Find Deal
Tue, Sep 16 - Wed, Oct 1
Spirit Airlines Logo
5:05 am - 11:02 amORD-KIN
5h 57m1 stop
Spirit Airlines Logo
12:08 pm - 10:48 pmKIN-ORD
10h 40m1 stop
$345Spirit Airlines
Find Deal
Thu, Sep 25 - Wed, Oct 1
Spirit Airlines Logo
6:44 pm - 11:02 amORD-KIN
16h 18m1 stop
Spirit Airlines Logo
12:08 pm - 10:48 pmKIN-ORD
10h 40m1 stop
$347Spirit Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Spirit Airlines Logo
5:05 am - 12:13 pmORD-KIN
6h 08m1 stop
Spirit Airlines Logo
1:28 pm - 11:42 pmKIN-ORD
11h 14m1 stop
$348Spirit Airlines
Find Deal
Tue, Nov 11 - Wed, Dec 3
Spirit Airlines Logo
5:05 am - 11:02 amORD-KIN
5h 57m1 stop
Spirit Airlines Logo
12:08 pm - 10:48 pmKIN-ORD
10h 40m1 stop
$365Spirit Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 26
Spirit Airlines Logo
5:05 am - 11:02 amORD-KIN
5h 57m1 stop
Spirit Airlines Logo
12:08 pm - 10:48 pmKIN-ORD
10h 40m1 stop
$367Spirit Airlines
Find Deal
Thu, Sep 25 - Fri, Oct 3
Delta Logo
5:30 am - 8:00 pmORD-KIN
14h 30m1 stop
Delta Logo
9:00 am - 9:25 pmKIN-ORD
12h 25m1 stop
$375Delta
Find Deal
Thu, Sep 18 - Mon, Sep 22
Delta Logo
9:10 am - 8:00 pmORD-KIN
10h 50m2 stops
Delta Logo
9:00 am - 9:10 amKIN-ORD
24h 10m2 stops
$380Delta
Find Deal
Thu, Sep 18 - Fri, Sep 26
Delta Logo
7:10 am - 8:00 pmORD-KIN
11h 50m1 stop
Delta Logo
9:00 am - 9:12 pmKIN-ORD
13h 12m1 stop
$438Delta
Find Deal
Wed, Nov 12 - Mon, Nov 24
Logo
9:15 am - 5:10 pmMDW-KIN
31h 55m3 stops
Logo
6:25 pm - 1:03 pmKIN-MDW
18h 38m2 stops
$827
Find Deal
Thu, Aug 28 - Wed, Sep 3

Spirit Airlines flights from Chicago to Kingston

Our best Spirit Airlines deals on Chicago to Kingston flight tickets
Spirit Airlines
Sep 16
ORD6:44 pmChicago O'Hare Intl
16h 18m
1 stop
KIN11:02 amKingston Norman Manley
Oct 1
KIN12:08 pmKingston Norman Manley
10h 40m
1 stop
ORD10:48 pmChicago O'Hare Intl
$335
Find similar
Spirit Airlines
Sep 25
ORD5:05 amChicago O'Hare Intl
5h 57m
1 stop
KIN11:02 amKingston Norman Manley
Oct 1
KIN12:08 pmKingston Norman Manley
10h 40m
1 stop
ORD10:48 pmChicago O'Hare Intl
$345
Find similar
Spirit Airlines
Sep 13
ORD6:44 pmChicago O'Hare Intl
16h 18m
1 stop
KIN11:02 amKingston Norman Manley
Sep 20
KIN12:08 pmKingston Norman Manley
10h 40m
1 stop
ORD10:48 pmChicago O'Hare Intl
$347
Find similar

Delta flights from Chicago to Kingston

Our best Delta deals on Chicago to Kingston flight tickets
Delta
Sep 18
ORD5:30 amChicago O'Hare Intl
14h 30m
1 stop
KIN8:00 pmKingston Norman Manley
Sep 22
KIN9:00 amKingston Norman Manley
12h 25m
1 stop
ORD9:25 pmChicago O'Hare Intl
$375
Find similar
Delta
Sep 18
ORD9:10 amChicago O'Hare Intl
10h 50m
2 stops
KIN8:00 pmKingston Norman Manley
Sep 26
KIN9:00 amKingston Norman Manley
24h 10m
2 stops
ORD9:10 amChicago O'Hare Intl
$380
Find similar
Delta
Nov 12
ORD7:10 amChicago O'Hare Intl
11h 50m
1 stop
KIN8:00 pmKingston Norman Manley
Nov 24
KIN9:00 amKingston Norman Manley
13h 12m
1 stop
ORD9:12 pmChicago O'Hare Intl
$438
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 July 31, 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

Tue 9/16

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

Wed 10/1

12:08 pm-10:48 pm

1 stop10h 40m

$335

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/25

5:05 am-11:02 am

1 stop5h 57m

Kingston Norman Manley

Wed 10/1

12:08 pm-10:48 pm

1 stop10h 40m

$345

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 9/13

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

Sat 9/20

12:08 pm-10:48 pm

1 stop10h 40m

$347

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 11/11

5:05 am-12:13 pm

1 stop6h 08m

Kingston Norman Manley

Wed 12/3

1:28 pm-11:42 pm

1 stop11h 14m

$348

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 9/16

5:05 am-11:02 am

1 stop5h 57m

Kingston Norman Manley

Fri 9/26

12:08 pm-10:48 pm

1 stop10h 40m

$365

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/25

5:05 am-11:02 am

1 stop5h 57m

Kingston Norman Manley

Fri 10/3

12:08 pm-10:48 pm

1 stop10h 40m

$367

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/18

5:30 am-8:00 pm

1 stop14h 30m

Kingston Norman Manley

Mon 9/22

9:00 am-9:25 pm

1 stop12h 25m

$375

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/18

9:10 am-8:00 pm

2 stops10h 50m

Kingston Norman Manley

Fri 9/26

9:00 am-9:10 am

2 stops24h 10m

$380

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 11/12

7:10 am-8:00 pm

1 stop11h 50m

Kingston Norman Manley

Mon 11/24

9:00 am-9:12 pm

1 stop13h 12m

$438

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Thu 8/28

9:15 am-5:10 pm

3 stops31h 55m

Kingston Norman Manley

Wed 9/3

6:25 pm-1:03 pm

2 stops18h 38m

$827

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 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 August instead. Flights to Kingston in August, while not as cheap as those in February, still average around $405.

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

Best Price Found

$135

Fastest flight time

5h 55m

Direct flights

None

Airports in Kingston

1 airport
The best one-way flight to Kingston from Chicago in the past 72 hours is $135. The best round-trip flight deal from Chicago to Kingston found on momondo in the last 72 hours is $335.
The fastest flight from Chicago to Kingston takes 5h 55m
There are no direct flights from Chicago to Kingston. Popular non-direct routes for this connection are Chicago Midway Airport - Kingston Norman Manley Airport and Chicago O'Hare Intl Airport - Kingston Norman Manley Airport.
There is 1 airport near Kingston: Kingston Norman Manley (KIN)
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 55m.

  • 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
DeltaPriceFrom $295Free CancellationRating
8.0
7,981 reviews
Search Delta flights
Spirit AirlinesPriceFrom $307Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $450Free CancellationRating
7.2
10,000 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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