MDW - KIN

$445 Find Cheap Flights from Chicago Midway Airport to Kingston

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Kingston departing on 1/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kingston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kingston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kingston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$445
Delta
Fri 1/23Sat 1/31
MDW - KIN • 1 stop
Cheapest one-way
$585
Delta
Sun 12/28
MDW - KIN • 1 stop
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We hope you love your trip to Kingston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Kingston (MDW-KIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Kingston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Kingston

Fri, Jan 23 - Sat, Jan 31
Delta Logo
10:48 am - 8:00 pmMDW-KIN
8h 12m1 stop
Delta Logo
9:00 am - 3:38 pmKIN-MDW
7h 38m1 stop
$445Delta
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Fri, Jan 23 - Sat, Jan 31
Delta Logo
9:32 am - 8:00 pmMDW-KIN
9h 28m2 stops
Delta Logo
9:00 am - 10:22 pmKIN-MDW
14h 22m1 stop
$450Delta
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Wed, Jan 7 - Sat, Jan 10
Multiple Airlines Logo
5:10 pm - 12:12 pmMDW-KIN
18h 02m2 stops
Multiple Airlines Logo
3:30 pm - 3:20 pmKIN-MDW
24h 50m1 stop
$455Multiple Airlines
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Fri, Jan 23 - Sat, Jan 31
Delta Logo
6:00 am - 8:00 pmMDW-KIN
13h 00m1 stop
Delta Logo
9:00 am - 3:38 pmKIN-MDW
7h 38m1 stop
$529Delta
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Fri, Jan 23 - Sat, Jan 31
Delta Logo
9:32 am - 8:00 pmMDW-KIN
9h 28m2 stops
Delta Logo
9:00 am - 10:22 pmKIN-MDW
14h 22m1 stop
$534Delta
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Thu, Feb 26 - Mon, Mar 2
Delta Logo
6:00 am - 8:00 pmMDW-KIN
13h 00m1 stop
Delta Logo
9:00 am - 5:45 pmKIN-MDW
9h 45m1 stop
$613Delta
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Sun, May 10 - Sat, May 16
Delta Logo
9:30 am - 8:05 pmMDW-KIN
10h 35m2 stops
Delta Logo
9:00 am - 9:45 pmKIN-MDW
12h 45m1 stop
$618Delta
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Mon, Dec 29 - Thu, Jan 1
Multiple Airlines Logo
8:15 am - 12:14 pmMDW-KIN
26h 59m2 stops
Multiple Airlines Logo
3:15 am - 3:20 pmKIN-MDW
13h 05m1 stop
$635Multiple Airlines
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Sat, Jan 10 - Sat, Jan 31
Delta Logo
11:21 am - 8:00 pmMDW-KIN
7h 39m1 stop
Delta Logo
9:00 am - 3:38 pmKIN-MDW
7h 38m1 stop
$638Delta
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Thu, Dec 25 - Sun, Dec 28
Multiple Airlines Logo
6:33 pm - 12:14 pmMDW-KIN
16h 41m2 stops
Multiple Airlines Logo
3:30 pm - 10:05 amKIN-MDW
19h 35m1 stop
$649Multiple Airlines
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Booking Insights

KAYAK's insights & trends for Midway to Kingston flights

Get data-powered insights and trends into flights from Midway to Kingston to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Chicago Midway Airport to Kingston?

Percentage of 1-stop round-trip flights from Chicago Midway Airport to Kingston chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Fort Lauderdale (FLL) is the top choice – 50% of KAYAK users who clicked on 1-stop flights from Chicago Midway Airport to Kingston picked an itinerary connecting there.

What is the cheapest layover airport when flying from Chicago Midway Airport to Kingston?

Average round-trip price for 1-stop flights from Chicago Midway Airport to Kingston clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Fort Lauderdale (FLL) offer the most affordable fares, with an average round-trip price of $399.

Which layover airport offers the shortest total travel time from Chicago Midway Airport to Kingston?

Shortest average total travel time for 1-stop one-way flights from Chicago Midway Airport to Kingston via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Fort Lauderdale (FLL) for the shortest journey. The average one-way travel time for flights connecting there is 7h 23m.

Which layover airport has the quickest connection when flying from Chicago Midway Airport to Kingston?

Average layover duration at different layover airports for 1-stop one-way flights from Chicago Midway Airport to Kingston, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Fort Lauderdale (FLL) often has the shortest layovers from Chicago Midway Airport to Kingston, with an average of 2h 39m.

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Good to know

Cheapest flight$445
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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Kingston flights

  • What is the cheapest flight from Chicago Midway Airport to Kingston?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Kingston was $585 for a one-way ticket and $445 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Kingston?

    Yes, you’ll need a passport to travel to Kingston from Chicago Midway Airport.

  • Which airports will I be using when flying from Chicago Midway Airport to Kingston?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Kingston is Kingston Norman Manley.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Kingston?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Kingston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Kingston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Kingston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kingston from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Kingston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kingston with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and KIN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Kingston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kingston from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to Kingston

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Kingston (KIN)