Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Kingston from $171

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 Midway Airport to Kingston departing on 11/4. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Kingston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 8:06 pmMDW-KIN
13h 06m1 stop
Delta Logo
9:00 am - 4:18 pmKIN-MDW
8h 18m1 stop
$562Delta
Find Deal
Fri, Dec 5 - Fri, Dec 12
Delta Logo
6:00 am - 8:00 pmMDW-KIN
13h 00m1 stop
Delta Logo
9:00 am - 11:40 pmKIN-MDW
15h 40m1 stop
$581Delta
Find Deal
Mon, Nov 24 - Fri, Nov 28
Delta Logo
6:00 am - 8:00 pmMDW-KIN
14h 00m1 stop
Delta Logo
9:00 am - 9:46 pmKIN-MDW
12h 46m1 stop
$645Delta
Find Deal
Sat, Apr 4 - Thu, Apr 9
Delta Logo
10:35 am - 8:00 pmMDW-KIN
8h 25m1 stop
Delta Logo
9:00 am - 9:46 pmKIN-MDW
12h 46m1 stop
$663Delta
Find Deal
Fri, Mar 6 - Fri, Mar 13
Delta Logo
10:35 am - 8:00 pmMDW-KIN
8h 25m1 stop
Delta Logo
9:00 am - 6:34 pmKIN-MDW
9h 34m2 stops
$729Delta
Find Deal
Fri, Mar 6 - Fri, Mar 13
Delta Logo
9:30 am - 8:00 pmMDW-KIN
10h 30m2 stops
Delta Logo
9:00 am - 9:46 pmKIN-MDW
12h 46m1 stop
$740Delta
Find Deal
Sat, Apr 4 - Thu, Apr 9
Delta Logo
9:30 am - 8:00 pmMDW-KIN
9h 30m2 stops
Delta Logo
9:00 am - 6:34 pmKIN-MDW
9h 34m2 stops
$801Delta
Find Deal
Fri, Mar 6 - Fri, Mar 13
Delta Logo
9:30 am - 8:00 pmMDW-KIN
10h 30m2 stops
Delta Logo
9:00 am - 6:34 pmKIN-MDW
9h 34m2 stops
$886Delta
Find Deal
Sat, Apr 4 - Thu, Apr 9
Delta Logo
9:34 am - 8:06 pmMDW-KIN
9h 32m2 stops
Delta Logo
9:00 am - 4:18 pmKIN-MDW
8h 18m1 stop
$914Delta
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
1:50 pm - 2:30 pmMDW-KIN
23h 40m2 stops
Multiple Airlines Logo
4:30 pm - 1:08 pmKIN-MDW
21h 38m3 stops
$981Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12

Delta flights from Chicago Midway Airport to Kingston

Our best Delta deals on Chicago Midway Airport to Kingston flight tickets
Delta
Dec 5
MDW6:00 amChicago Midway
13h 06m
1 stop
KIN8:06 pmKingston Norman Manley
Dec 12
KIN9:00 amKingston Norman Manley
8h 18m
1 stop
MDW4:18 pmChicago Midway
$562
Find similar
Delta
Nov 24
MDW6:00 amChicago Midway
13h 00m
1 stop
KIN8:00 pmKingston Norman Manley
Nov 28
KIN9:00 amKingston Norman Manley
15h 40m
1 stop
MDW11:40 pmChicago Midway
$581
Find similar
Delta
Apr 4
MDW6:00 amChicago Midway
14h 00m
1 stop
KIN8:00 pmKingston Norman Manley
Apr 9
KIN9:00 amKingston Norman Manley
12h 46m
1 stop
MDW9:46 pmChicago Midway
$645
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 October 23, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Kingston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 12/5

6:00 am-8:06 pm

1 stop13h 06m

Kingston Norman Manley

Fri 12/12

9:00 am-4:18 pm

1 stop8h 18m

$562

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Mon 11/24

6:00 am-8:00 pm

1 stop13h 00m

Kingston Norman Manley

Fri 11/28

9:00 am-11:40 pm

1 stop15h 40m

$581

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sat 4/4

6:00 am-8:00 pm

1 stop14h 00m

Kingston Norman Manley

Thu 4/9

9:00 am-9:46 pm

1 stop12h 46m

$645

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 3/6

10:35 am-8:00 pm

1 stop8h 25m

Kingston Norman Manley

Fri 3/13

9:00 am-9:46 pm

1 stop12h 46m

$663

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 3/6

10:35 am-8:00 pm

1 stop8h 25m

Kingston Norman Manley

Fri 3/13

9:00 am-6:34 pm

2 stops9h 34m

$729

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sat 4/4

9:30 am-8:00 pm

2 stops10h 30m

Kingston Norman Manley

Thu 4/9

9:00 am-9:46 pm

1 stop12h 46m

$740

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 3/6

9:30 am-8:00 pm

2 stops9h 30m

Kingston Norman Manley

Fri 3/13

9:00 am-6:34 pm

2 stops9h 34m

$801

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sat 4/4

9:30 am-8:00 pm

2 stops10h 30m

Kingston Norman Manley

Thu 4/9

9:00 am-6:34 pm

2 stops9h 34m

$886

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 12/5

9:34 am-8:06 pm

2 stops9h 32m

Kingston Norman Manley

Fri 12/12

9:00 am-4:18 pm

1 stop8h 18m

$914

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 12/5

1:50 pm-2:30 pm

2 stops23h 40m

Kingston Norman Manley

Fri 12/12

4:30 pm-1:08 pm

3 stops21h 38m

$981

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Kingston from

How to get the cheapest flight ticket from Chicago Midway Airport 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 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 Midway Airport to Kingston

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Kingston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Kingston (MDW to KIN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Kingston

Direct flights

None
There are no direct flights from Chicago Midway Airport to Kingston. There are no popular flight routes from Chicago Midway Airport to Kingston.
Search flight deals

  • How far is Chicago Midway to Kingston Norman Manley by plane?

    The distance between Chicago Midway and Kingston Norman Manley is about 1764.3 mi. Flights usually cover this in 8h 25m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Kingston Norman Manley Airport?

    Prices for flights from Chicago Midway Airport to Kingston Norman Manley Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Kingston Norman Manley Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Kingston Norman Manley Airport.

  • What documentation or ID do you need to fly to Kingston Norman Manley Airport?

    The travel and health documents required for your trip to Kingston Norman Manley Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Kingston Norman Manley Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Kingston from Chicago.

Can I find flights from Chicago to Kingston with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Kingston from Chicago with this policy.

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?

Price alerts on flights to Kingston from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Kingston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/22
Sat 11/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Jamaica