MDW - KIN

$351 Find Cheap Flights from Chicago Midway Airport to Kingston - Compare and Save

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Everything you should know

Cheapest round-trip
$757
Typical prices: $565-$636
Multiple Airlines
Fri 12/7Thu 12/13
MDW - KIN • 3 stops
Nonstop flights
There are currently no direct flights between Chicago Midway Airport and Kingston. You'll need to take a connecting flight to reach the destination.
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When to travel
Cheapest • 27% price drop
Most popular
Good to know
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Flight Deals

Cheap Flights from Midway to Kingston (MDW-KIN)

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

Recent round-trip flight deals from Midway to Kingston

Mon, Dec 7 - Sun, Dec 13
Multiple Airlines Logo
5:02 pm - 1:51 pmMDW  Chicago Midway-KIN Kingston Norman Manley
19h 49m3 stops Atlanta Hartsfield-Jackson Newark Punta Cana
Multiple Airlines Logo
7:55 pm - 5:16 pmKIN  Kingston Norman Manley-MDW Chicago Midway
22h 21m2 stops Toronto Pearson Intl Orlando
$757Multiple Airlines
Mon, Nov 23 - Fri, Dec 4
Multiple Airlines Logo
9:09 am - 1:10 pmMDW  Chicago Midway-KIN Kingston Norman Manley
27h 01m3 stops Atlanta Hartsfield-Jackson Miami George Town Owen Roberts Intl
Multiple Airlines Logo
9:10 am - 11:33 amKIN  Kingston Norman Manley-MDW Chicago Midway
27h 23m3 stops George Town Owen Roberts Intl Miami Atlanta Hartsfield-Jackson
$825Multiple Airlines
Wed, Dec 9 - Mon, Dec 14
Multiple Airlines Logo
10:40 am - 6:55 pmMDW  Chicago Midway-KIN Kingston Norman Manley
31h 15m3 stops Dallas/Fort Worth Tampa Toronto Pearson Intl
Multiple Airlines Logo
9:10 am - 11:33 amKIN  Kingston Norman Manley-MDW Chicago Midway
27h 23m3 stops George Town Owen Roberts Intl Miami Atlanta Hartsfield-Jackson
$869Multiple Airlines
Wed, Dec 2 - Wed, Dec 9
Delta Logo
1:02 pm - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
5h 58m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 6:01 pmKIN  Kingston Norman Manley-MDW Chicago Midway
10h 01m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$875Delta
Wed, Dec 2 - Fri, Dec 11
Delta Logo
1:02 pm - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
5h 58m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 10:54 pmKIN  Kingston Norman Manley-MDW Chicago Midway
14h 54m1 stop Atlanta Hartsfield-Jackson
$875Delta
Wed, Dec 2 - Thu, Dec 10
Delta Logo
6:00 am - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
13h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 4:16 pmKIN  Kingston Norman Manley-MDW Chicago Midway
8h 16m1 stop Atlanta Hartsfield-Jackson
$875Delta
Mon, Nov 30 - Fri, Dec 11
Delta Logo
6:00 am - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
13h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 10:54 pmKIN  Kingston Norman Manley-MDW Chicago Midway
14h 54m1 stop Atlanta Hartsfield-Jackson
$875Delta
Mon, Nov 30 - Wed, Dec 9
Delta Logo
6:00 am - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
13h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 10:54 pmKIN  Kingston Norman Manley-MDW Chicago Midway
14h 54m1 stop Atlanta Hartsfield-Jackson
$875Delta
Wed, Dec 2 - Tue, Dec 8
Delta Logo
1:02 pm - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
5h 58m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 10:54 pmKIN  Kingston Norman Manley-MDW Chicago Midway
14h 54m1 stop Atlanta Hartsfield-Jackson
$875Delta
Mon, Nov 30 - Thu, Dec 10
Delta Logo
6:00 am - 8:00 pmMDW  Chicago Midway-KIN Kingston Norman Manley
13h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:00 am - 10:54 pmKIN  Kingston Norman Manley-MDW Chicago Midway
14h 54m1 stop Atlanta Hartsfield-Jackson
$875Delta
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Kingston flights

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

Which airline is the cheapest to fly from Chicago Midway Airport to Kingston?

Delta ($875) offered the cheapest round-trip ticket from Chicago Midway Airport to Kingston in the last 5 days.

Key details for Chicago Midway Airport to Kingston flights

Low season

May

Cheapest flight

$351
Beat the crowds with an average 79% drop in travelers.
The most popular month to fly with an average 44% increase in travelers.
One-way flight from Chicago Midway Airport to Kingston

When to book flights from Midway to Kingston

Are your dates flexible? Find out the best times to travel from Midway 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 Midway Airport to Kingston flight questions, answered

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

  • How long is a flight from Chicago Midway Airport to Kingston?

    A nonstop flight from Chicago Midway Airport to Kingston takes 00m, covering 1,769 miles.

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

    Round-trip flights from Chicago Midway Airport to Kingston range from $565 to $636, with an average of $634 over the past 12 months. Anything below $565 counts as a good deal.

  • Have flight prices from Chicago Midway Airport 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 $757 to $4,493. That means the highest observed fare was about 6x higher than the lowest one.

  • 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 averaging $60 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 Midway Airport to Kingston?

    Flights from Chicago Midway Airport to Kingston usually depart from Chicago Midway (MDW) and arrive at Kingston Norman Manley (KIN).

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

    Most connecting flights from Chicago Midway Airport to Kingston pass through Atlanta Hartsfield-Jackson (ATL), which handles 100% of one-stop traffic on this route.

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

    Yes. Flexible dates can save you up to 63% on flights from Chicago Midway Airport to Kingston. Saturday is the cheapest departure day at $445 round-trip on average, while Tuesday is the most expensive at $1,188, a difference of $743.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What is the time difference between Chicago Midway Airport and Kingston?

    Kingston is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Chicago Midway Airport 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 Saturday departure and avoid flying on Tuesday. On this route, Saturday flights average $445, about $743 less than Tuesday fares (63% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Kingston trip for August. Fares historically average $464 round-trip in that month - typically $724 less than the most expensive month, which is February (based on the last 12 months).

More options for your flight from Midway to Kingston

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