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Cheap flights from Kingston to Chicago from $202

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kingston to Chicago departing on 9/26. 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

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Find the cheapest flights from Kingston to Chicago (KIN-CHI)

Cheap round-trip flights

Spirit Airlines Logo
1:14 pm - 1:03 amKIN-ORD
12h 49m1 stop
Spirit Airlines Logo
5:59 pm - 12:13 pmORD-KIN
17h 14m1 stop
$306Spirit Airlines
Find Deal
Mon, Nov 3 - Fri, Nov 7
Spirit Airlines Logo
12:08 pm - 10:48 pmKIN-ORD
10h 40m1 stop
Spirit Airlines Logo
6:16 pm - 11:09 amORD-KIN
16h 53m2 stops
$342Spirit Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 5
Delta Logo
9:00 am - 9:20 pmKIN-ORD
13h 20m1 stop
Delta Logo
5:40 am - 7:56 pmORD-KIN
13h 16m1 stop
$388Delta
Find Deal
Sat, Dec 27 - Sat, Jan 3
American Airlines Logo
6:25 am - 4:12 pmKIN-ORD
10h 47m1 stop
American Airlines Logo
8:35 pm - 2:48 pmORD-KIN
17h 13m1 stop
$397American Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
American Airlines Logo
6:25 am - 4:07 pmKIN-ORD
10h 42m2 stops
American Airlines Logo
8:35 pm - 2:48 pmORD-KIN
17h 13m1 stop
$402American Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
Delta Logo
9:00 am - 11:58 pmKIN-ORD
15h 58m1 stop
Delta Logo
7:00 am - 8:00 pmORD-KIN
12h 00m2 stops
$456Delta
Find Deal
Sat, Dec 27 - Sat, Jan 3
JetBlue Logo
1:30 pm - 8:49 pmKIN-ORD
31h 19m2 stops
JetBlue Logo
7:02 pm - 7:06 pmORD-KIN
24h 04m2 stops
$623JetBlue
Find Deal
Sun, Sep 28 - Sun, Oct 5
Logo
3:02 pm - 12:52 pmKIN-ORD
22h 50m1 stop
Logo
4:35 am - 8:53 amORD-KIN
27h 18m1 stop
$670
Find Deal
Wed, Dec 24 - Tue, Dec 30
JetBlue Logo
2:20 am - 8:49 pmKIN-ORD
18h 29m1 stop
JetBlue Logo
7:02 pm - 7:06 pmORD-KIN
24h 04m2 stops
$723JetBlue
Find Deal
Sat, Sep 27 - Sun, Oct 5
Logo
11:15 am - 9:13 amKIN-ORD
22h 58m2 stops
Logo
2:00 pm - 11:55 amORD-KIN
20h 55m3 stops
$1,563
Find Deal
Mon, Dec 1 - Fri, Dec 5

Spirit Airlines flights from Kingston to Chicago

Our best Spirit Airlines deals on Kingston to Chicago flight tickets
Spirit Airlines
Nov 3
KIN1:14 pmKingston Norman Manley
12h 49m
1 stop
ORD1:03 amChicago O'Hare Intl
Nov 7
ORD5:59 pmChicago O'Hare Intl
17h 14m
1 stop
KIN12:13 pmKingston Norman Manley
$306
Find similar
Spirit Airlines
Sep 28
KIN12:08 pmKingston Norman Manley
10h 40m
1 stop
ORD10:48 pmChicago O'Hare Intl
Oct 5
ORD6:16 pmChicago O'Hare Intl
16h 53m
2 stops
KIN11:09 amKingston Norman Manley
$342
Find similar
Spirit Airlines
Sep 28
KIN12:08 pmKingston Norman Manley
22h 44m
1 stop
ORD10:52 amChicago O'Hare Intl
Oct 5
ORD11:52 amChicago O'Hare Intl
23h 17m
1 stop
KIN11:09 amKingston Norman Manley
$351
Find similar

Delta flights from Kingston to Chicago

Our best Delta deals on Kingston to Chicago flight tickets
Delta
Dec 27
KIN9:00 amKingston Norman Manley
13h 20m
1 stop
ORD9:20 pmChicago O'Hare Intl
Jan 3
ORD5:40 amChicago O'Hare Intl
13h 16m
1 stop
KIN7:56 pmKingston Norman Manley
$388
Find similar
Delta
Dec 27
KIN9:00 amKingston Norman Manley
15h 58m
1 stop
ORD11:58 pmChicago O'Hare Intl
Jan 3
ORD7:00 amChicago O'Hare Intl
12h 00m
2 stops
KIN8:00 pmKingston Norman Manley
$456
Find similar
Delta
Dec 27
KIN9:00 amKingston Norman Manley
12h 56m
2 stops
ORD8:56 pmChicago O'Hare Intl
Jan 3
ORD9:41 amChicago O'Hare Intl
9h 15m
2 stops
KIN7:56 pmKingston Norman Manley
$472
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Kingston to Chicago 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 August 31, 2025.
Use the filters below to find and compare flights from Kingston to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Mon 11/3

1:14 pm-1:03 am

1 stop12h 49m

Chicago O'Hare Intl

Fri 11/7

5:59 pm-12:13 pm

1 stop17h 14m

$306

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 9/28

12:08 pm-10:48 pm

1 stop10h 40m

Chicago O'Hare Intl

Sun 10/5

6:16 pm-11:09 am

2 stops16h 53m

$342

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 12/27

9:00 am-9:20 pm

1 stop13h 20m

Chicago O'Hare Intl

Sat 1/3

5:40 am-7:56 pm

1 stop13h 16m

$388

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 12/24

6:25 am-4:12 pm

1 stop10h 47m

Chicago O'Hare Intl

Wed 12/31

8:35 pm-2:48 pm

1 stop17h 13m

$397

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 12/24

6:25 am-4:07 pm

2 stops10h 42m

Chicago O'Hare Intl

Wed 12/31

8:35 pm-2:48 pm

1 stop17h 13m

$402

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 12/27

9:00 am-11:58 pm

1 stop15h 58m

Chicago O'Hare Intl

Sat 1/3

7:00 am-8:00 pm

2 stops12h 00m

$456

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 9/28

1:30 pm-8:49 pm

2 stops31h 19m

Chicago O'Hare Intl

Sun 10/5

7:02 pm-7:06 pm

2 stops24h 04m

$623

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 12/24

3:02 pm-12:52 pm

1 stop22h 50m

Chicago O'Hare Intl

Tue 12/30

4:35 am-8:53 am

1 stop27h 18m

$670

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 9/27

2:20 am-8:49 pm

1 stop18h 29m

Chicago O'Hare Intl

Sun 10/5

7:02 pm-7:06 pm

2 stops24h 04m

$723

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Mon 12/1

11:15 am-9:13 am

2 stops22h 58m

Chicago O'Hare Intl

Fri 12/5

2:00 pm-11:55 am

3 stops20h 55m

$1,563

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Kingston to Chicago

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 month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Kingston, with most prices found around $348. If you’re not able to fly to Chicago in March, then September is your next best option. Flight prices from Kingston to Chicago during September average around $413.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $335. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Kingston to Chicago for around $570.

When to book flights from Kingston to Chicago

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

Cheap Kingston to Chicago (KIN to CHI) flight deals and tips

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

Direct flights

None
There are no direct flights from Kingston to Chicago. There are no popular flight routes from Kingston to Chicago.
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  • How far is Kingston Norman Manley to Chicago by plane?

    Kingston Norman Manley and Chicago are 1767.3 mi apart from one another. Typically, this will take 8h 32m by plane in normal conditions.

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

    Prices for flights from Kingston Norman Manley Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Kingston Norman Manley Airport to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Kingston Norman Manley Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Kingston to Chicago?

Best airlines flying from Kingston to Chicago

Compare and see reviews for airlines that fly from Kingston to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $310Free CancellationRating
6.3
8,013 reviews
Search Spirit Airlines flights
DeltaPriceFrom $322Free CancellationRating
7.9
7,976 reviews
Search Delta flights
American AirlinesPriceFrom $402Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Kingston to Chicago?

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 Chicago from Kingston.

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

momondo does allow users to show only those flights to Chicago from Kingston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Kingston to Chicago?

Once you have performed a search for Kingston to Chicago 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 Kingston to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Kingston 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.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport