Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Kingston from $184

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 5/20. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Kingston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:05 am - 11:07 am
ORD
-
KIN
6h 02m
1 stop
Spirit Airlines Logo
12:12 pm - 11:15 pm
KIN
-
ORD
11h 03m
1 stop
$508Spirit Airlines
Fri, May 22 - Wed, May 27
Multiple Airlines Logo
5:05 am - 11:07 am
ORD
-
KIN
6h 02m
1 stop
Multiple Airlines Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
$517Multiple Airlines
Wed, Jun 10 - Mon, Jun 15
Air Canada Logo
6:22 pm - 1:55 pm
ORD
-
KIN
19h 33m
2 stops
Air Canada Logo
3:05 pm - 7:45 am
KIN
-
ORD
16h 40m
2 stops
$518Air Canada
Thu, Jun 11 - Wed, Jun 17
Multiple Airlines Logo
10:41 am - 10:25 am
ORD
-
KIN
23h 44m
2 stops
Multiple Airlines Logo
1:00 pm - 11:59 pm
KIN
-
ORD
10h 59m
1 stop
$522Multiple Airlines
Wed, Jun 17 - Wed, Jun 24
Air Canada Logo
9:55 am - 10:25 am
ORD
-
KIN
24h 30m
1 stop
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
$528Air Canada
Wed, Jun 3 - Wed, Jun 10
Spirit Airlines Logo
5:10 am - 11:55 am
ORD
-
KIN
6h 45m
1 stop
Spirit Airlines Logo
1:00 pm - 11:59 pm
KIN
-
ORD
10h 59m
1 stop
$532Spirit Airlines
Wed, Jul 8 - Fri, Jul 24
Air Canada Logo
6:22 pm - 1:55 pm
ORD
-
KIN
19h 33m
2 stops
Air Canada Logo
3:05 pm - 7:45 am
KIN
-
ORD
16h 40m
2 stops
$538Air Canada
Thu, Jun 11 - Wed, Jun 17
Air Canada Logo
8:40 pm - 1:55 pm
ORD
-
KIN
17h 15m
1 stop
Air Canada Logo
3:05 pm - 10:17 am
KIN
-
ORD
19h 12m
2 stops
$541Air Canada
Thu, Sep 10 - Mon, Sep 14
Delta Logo
6:23 am - 8:00 pm
MDW
-
KIN
13h 37m
1 stop
Delta Logo
9:00 am - 9:09 pm
KIN
-
MDW
12h 09m
1 stop
$576Delta
Sat, May 23 - Sat, May 30
Delta Logo
10:35 am - 7:30 pm
MDW
-
KIN
8h 55m
1 stop
Delta Logo
9:00 am - 6:31 pm
KIN
-
MDW
9h 31m
2 stops
$581Delta
Sat, Sep 19 - Sat, Sep 26

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

Spirit Airlines flights from Chicago to Kingston

Our best Spirit Airlines deals on Chicago to Kingston flight tickets
Spirit Airlines
May 22
ORD5:05 amChicago O'Hare Intl
6h 02m
1 stop
KIN11:07 amKingston Norman Manley
May 27
KIN12:12 pmKingston Norman Manley
11h 03m
1 stop
ORD11:15 pmChicago O'Hare Intl
$508
Spirit Airlines
Jul 8
ORD5:10 amChicago O'Hare Intl
6h 45m
1 stop
KIN11:55 amKingston Norman Manley
Jul 24
KIN1:00 pmKingston Norman Manley
10h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
$532
Spirit Airlines
May 29
ORD5:05 amChicago O'Hare Intl
6h 02m
1 stop
KIN11:07 amKingston Norman Manley
Jun 5
KIN12:12 pmKingston Norman Manley
11h 03m
1 stop
ORD11:15 pmChicago O'Hare Intl
$560

Delta flights from Chicago to Kingston

Our best Delta deals on Chicago to Kingston flight tickets
Delta
May 23
MDW6:23 amChicago Midway
13h 37m
1 stop
KIN8:00 pmKingston Norman Manley
May 30
KIN9:00 amKingston Norman Manley
12h 09m
1 stop
MDW9:09 pmChicago Midway
$576
Delta
Sep 19
MDW10:35 amChicago Midway
8h 55m
1 stop
KIN7:30 pmKingston Norman Manley
Sep 26
KIN9:00 amKingston Norman Manley
9h 31m
2 stops
MDW6:31 pmChicago Midway
$581
Delta
Sep 4
MDW10:35 amChicago Midway
9h 29m
1 stop
KIN8:04 pmKingston Norman Manley
Sep 13
KIN9:00 amKingston Norman Manley
12h 46m
1 stop
MDW9:46 pmChicago Midway
$660

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 May 2, 2026.
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

Cheapest round-trip
Quickest round-trip

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Fri 5/22

5:05 am-11:07 am

1 stop6h 02m

Kingston Norman Manley

Wed 5/27

12:12 pm-11:15 pm

1 stop11h 03m

$508

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 6/10

5:05 am-11:07 am

1 stop6h 02m

Kingston Norman Manley

Mon 6/15

3:05 pm-9:00 am

1 stop17h 55m

$517

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 6/11

6:22 pm-1:55 pm

2 stops19h 33m

Kingston Norman Manley

Wed 6/17

3:05 pm-7:45 am

2 stops16h 40m

$518

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 6/17

10:41 am-10:25 am

2 stops23h 44m

Kingston Norman Manley

Wed 6/24

1:00 pm-11:59 pm

1 stop10h 59m

$522

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 6/3

9:55 am-10:25 am

1 stop24h 30m

Kingston Norman Manley

Wed 6/10

3:05 pm-9:00 am

1 stop17h 55m

$528

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 7/8

5:10 am-11:55 am

1 stop6h 45m

Kingston Norman Manley

Fri 7/24

1:00 pm-11:59 pm

1 stop10h 59m

$532

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 6/11

6:22 pm-1:55 pm

2 stops19h 33m

Kingston Norman Manley

Wed 6/17

3:05 pm-7:45 am

2 stops16h 40m

$538

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/10

8:40 pm-1:55 pm

1 stop17h 15m

Kingston Norman Manley

Mon 9/14

3:05 pm-10:17 am

2 stops19h 12m

$541

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sat 5/23

6:23 am-8:00 pm

1 stop13h 37m

Kingston Norman Manley

Sat 5/30

9:00 am-9:09 pm

1 stop12h 09m

$576

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Sat 9/19

10:35 am-7:30 pm

1 stop8h 55m

Kingston Norman Manley

Sat 9/26

9:00 am-6:31 pm

2 stops9h 31m

$581

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 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 typical price of a round-trip flight between Chicago and Kingston?

What is the cheapest month to fly to Kingston?

In general, December 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 $84. If you aren’t able to travel during the month of December, then book flights to Kingston from Chicago during January instead. Flights to Kingston in January, while not as cheap as those in December, still average around $93.

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

Fastest flight time

6h 02m

Direct flights

None
The fastest flight from Chicago to Kingston takes 6h 02m
There are no direct flights from Chicago to Kingston. There are no popular flight routes from Chicago to Kingston.
Search flight deals

Frequently asked questions about flying from Chicago to Kingston

  • 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 6h 02m.

  • 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
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,640 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $433Free CancellationRating
7.1
11,671 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.

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
Mon 6/1
Mon 6/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Jamaica