CHI - KIN

$202 Find Cheap Flights from Chicago to Kingston - Compare and Save

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Everything you should know

Cheapest round-trip
$494
Typical prices: $523-$720
Delta
Fri 10/26Tue 10/30
MDW - KIN • 1 stop
Cheapest one-way
$202
Typical prices: $195-$340
Delta
Fri 11/2
ORD - KIN • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago and Kingston. You'll need to take a connecting flight to reach the destination.
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Top routes
ORD - KIN
Cheapest • 2% average savings
MDW - KIN
Most popular
Insights
Insights
When to travel
August
Cheapest • 15% price drop
September
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Fort Lauderdale (FLL)
Cheapest • Avg $554 (round-trip)
Miami (MIA)
Shortest trip • 7h 38m (one-way)
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Flight Deals

Cheap Flights from Chicago to Kingston (CHI-KIN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Kingston

Mon, Oct 26 - Fri, Oct 30
Delta Logo
10:59 am - 8:15 pmMDW  Chicago Midway-KIN Kingston Norman Manley
9h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:15 am - 4:14 pmKIN  Kingston Norman Manley-MDW Chicago Midway
6h 59m1 stop Atlanta Hartsfield-Jackson
$494Delta
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
10:14 am - 10:26 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
11h 12m1 stop Miami
American Airlines Logo
7:08 am - 10:07 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
15h 59m1 stop Miami
$494American Airlines
Mon, Oct 26 - Fri, Oct 30
Delta Logo
11:21 am - 8:15 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
8h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:15 am - 4:58 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
7h 43m1 stop Atlanta Hartsfield-Jackson
$494Delta
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
9:00 am - 10:26 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
12h 26m2 stops Charlotte Douglas Miami
American Airlines Logo
7:08 am - 5:37 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
11h 29m2 stops Miami Philadelphia
$499American Airlines
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
10:31 am - 10:26 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
10h 55m2 stops New York John F Kennedy Intl Miami
American Airlines Logo
4:27 pm - 12:44 amKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
9h 17m1 stop Miami
$499American Airlines
Mon, Oct 26 - Fri, Oct 30
Delta Logo
8:29 am - 8:15 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
11h 46m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
9:15 am - 8:30 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
11h 15m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$499Delta
Mon, Oct 26 - Fri, Oct 30
Delta Logo
9:51 am - 8:15 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
10h 24m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:15 am - 8:30 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
11h 15m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$499Delta
Fri, Nov 27 - Mon, Nov 30
Copa Airlines Logo
2:13 pm - 1:52 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
22h 39m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:58 pm - 12:46 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
22h 48m1 stop Panama City Tocumen Intl
$530Copa Airlines
Thu, Nov 5 - Sun, Nov 15
Copa Airlines Logo
2:13 pm - 1:52 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
22h 39m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:58 pm - 12:11 amKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
10h 13m1 stop Panama City Tocumen Intl
$536Copa Airlines
Fri, Nov 13 - Sun, Nov 15
Copa Airlines Logo
2:13 pm - 1:52 pmORD  Chicago O'Hare Intl-KIN Kingston Norman Manley
22h 39m1 stop Panama City Tocumen Intl
Copa Airlines Logo
2:58 pm - 12:46 pmKIN  Kingston Norman Manley-ORD Chicago O'Hare Intl
22h 48m1 stop Panama City Tocumen Intl
$536Copa Airlines
Booking Insights

Price, demand and travel trends for Chicago to Kingston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Kingston?

Round-trip flights from Chicago to Kingston typically range from $523 to $720. The lowest price found in the past 5 days was $494, on Delta.

What is the cheapest Chicago to Kingston flight route?

There's little price difference between Chicago to Kingston routes. They average around $622 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Kingston?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Chicago to Kingston. It’s 9% cheaper than the average day, while Thursday is the most expensive, with prices 9% higher.

What’s the cheapest month to fly from Chicago to Kingston?

•August is the cheapest month to fly from Chicago to Kingston at $520 round-trip.
•December ($883) and March ($699) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 69% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Chicago to Kingston flights

Low season

December

Cheapest flight

$202
Beat the crowds with an average 20% drop in travelers.
The most popular month to fly with an average 30% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Kingston

When to book flights from Chicago to Kingston

Are your dates flexible? Find out the best times to travel from Chicago to Kingston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Kingston flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Chicago to Kingston?

    Four cabin classes are available on flights from Chicago to Kingston:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How long is a flight from Chicago to Kingston?

    A nonstop flight from Chicago to Kingston takes 00m, covering 1,772 miles.

  • Do I need a passport to fly from Chicago to Kingston?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago to Kingston flight?

    Round-trip flights from Chicago to Kingston range from $523 to $720, with an average of $613 over the past 12 months. Anything below $523 counts as a good deal.

  • Have flight prices from Chicago to Kingston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $494 to $4,079. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Chicago to Kingston looking right now?

    One-way fares from Chicago to Kingston are currently higher than usual. Average one-way flight prices are about $332, which is 27% above the typical average for this route.

  • What car rental options are available at Kingston Norman Manley Airport (KIN)?

    Kingston Norman Manley Airport (KIN) hosts 5 major car rental companies, with daily rates starting from around $24 for economy cars. Top options include:

    • Island Car Rentals
    • U-Save
    • Avis
    • Budget
    • ACO Rent A Car

  • Which airports can I use when flying from Chicago to Kingston?

    Flights from Chicago to Kingston may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Kingston Norman Manley (KIN).

  • Which airports do connecting flights from Chicago to Kingston pass through?

    One-stop flights from Chicago to Kingston most commonly connect through:

    • Miami (MIA) - 59% of one-stop connections
    • Fort Lauderdale (FLL) - 21% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 17% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 1% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Kingston?

    Yes. Flexible dates can save you up to 17% on flights from Chicago to Kingston. Monday is the cheapest departure day at $560 round-trip on average, while Thursday is the most expensive at $671, a difference of $111.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Chicago to Kingston?

    Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 7h 38m, compared with 8h 29m via Fort Lauderdale (FLL) and 8h 36m via Atlanta Hartsfield-Jackson (ATL).

Your guide to booking Chicago to Kingston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Thursday. On this route, Monday flights average $560, about $111 less than Thursday fares (17% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago to Kingston trip for August. Fares historically average $520 round-trip in that month - typically $363 less than the most expensive month, which is December (based on the last 12 months).

More options for your flight from Chicago to Kingston

Complete your trip to Kingston with a hotel stay or car rental

Car rentals in Kingston
Hotels in Kingston
Vacations in Kingston