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Cheap flights from Kingston to Chicago from $203

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 11/12. 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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Cheap round-trip flights

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Spirit Airlines Logo
1:06 pm - 12:27 amKIN-ORD
12h 21m1 stop
Spirit Airlines Logo
5:10 am - 12:01 pmORD-KIN
5h 51m1 stop
$316Spirit Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
Spirit Airlines Logo
1:06 pm - 12:27 amKIN-ORD
12h 21m1 stop
Spirit Airlines Logo
10:52 am - 1:21 pmORD-KIN
25h 29m1 stop
$345Spirit Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
Multiple Airlines Logo
1:06 pm - 12:27 amKIN-ORD
12h 21m1 stop
Multiple Airlines Logo
12:37 pm - 1:21 pmORD-KIN
23h 44m2 stops
$366Multiple Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
Spirit Airlines Logo
1:19 pm - 12:19 amKIN-ORD
12h 00m1 stop
Spirit Airlines Logo
5:00 am - 12:14 pmORD-KIN
6h 14m1 stop
$392Spirit Airlines
Find Deal
Thu, Dec 11 - Wed, Dec 31
American Airlines Logo
3:20 pm - 12:37 amKIN-ORD
10h 17m1 stop
American Airlines Logo
7:07 pm - 12:42 pmORD-KIN
16h 35m1 stop
$397American Airlines
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Mon, Nov 24 - Fri, Dec 5
American Airlines Logo
7:30 am - 5:52 pmKIN-ORD
11h 22m2 stops
American Airlines Logo
8:20 am - 10:13 pmORD-KIN
12h 53m2 stops
$402American Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
JetBlue Logo
11:55 am - 9:33 pmKIN-ORD
10h 38m1 stop
JetBlue Logo
7:00 am - 4:13 pmORD-KIN
8h 13m1 stop
$409JetBlue
Find Deal
Tue, Mar 3 - Wed, Mar 4
JetBlue Logo
11:55 am - 9:33 pmKIN-ORD
10h 38m1 stop
JetBlue Logo
7:00 am - 4:13 pmORD-KIN
8h 13m1 stop
$453JetBlue
Find Deal
Tue, Mar 3 - Wed, Mar 4
Multiple Airlines Logo
2:24 pm - 2:48 pmKIN-ORD
25h 24m2 stops
Multiple Airlines Logo
3:20 pm - 12:14 pmORD-KIN
19h 54m1 stop
$500Multiple Airlines
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Sun, Nov 30 - Sun, Dec 7
Delta Logo
9:00 am - 8:36 pmKIN-ORD
12h 36m2 stops
Delta Logo
7:00 am - 7:56 pmORD-KIN
11h 56m2 stops
$1,143Delta
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Sat, Dec 27 - Sat, Jan 3

American Airlines flights from Kingston to Chicago

Our best American Airlines deals on Kingston to Chicago flight tickets
American Airlines
Nov 24
KIN3:20 pmKingston Norman Manley
10h 17m
1 stop
ORD12:37 amChicago O'Hare Intl
Dec 5
ORD7:07 pmChicago O'Hare Intl
16h 35m
1 stop
KIN12:42 pmKingston Norman Manley
$397
Find similar
American Airlines
Nov 12
KIN7:30 amKingston Norman Manley
11h 22m
2 stops
ORD5:52 pmChicago O'Hare Intl
Nov 19
ORD8:20 amChicago O'Hare Intl
12h 53m
2 stops
KIN10:13 pmKingston Norman Manley
$402
Find similar
American Airlines
Nov 15
KIN7:30 amKingston Norman Manley
11h 15m
2 stops
ORD5:45 pmChicago O'Hare Intl
Jan 15
ORD11:29 amChicago O'Hare Intl
8h 52m
2 stops
KIN9:21 pmKingston Norman Manley
$446
Find similar

JetBlue flights from Kingston to Chicago

Our best JetBlue deals on Kingston to Chicago flight tickets
JetBlue
Mar 3
KIN11:55 amKingston Norman Manley
10h 38m
1 stop
ORD9:33 pmChicago O'Hare Intl
Mar 4
ORD7:00 amChicago O'Hare Intl
8h 13m
1 stop
KIN4:13 pmKingston Norman Manley
$409
Find similar
JetBlue
Mar 3
KIN11:55 amKingston Norman Manley
10h 38m
1 stop
ORD9:33 pmChicago O'Hare Intl
Mar 4
ORD7:00 amChicago O'Hare Intl
8h 13m
1 stop
KIN4:13 pmKingston Norman Manley
$453
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 October 16, 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

Wed 11/12

1:06 pm-12:27 am

1 stop12h 21m

Chicago O'Hare Intl

Wed 11/19

5:10 am-12:01 pm

1 stop5h 51m

$316

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 11/12

1:06 pm-12:27 am

1 stop12h 21m

Chicago O'Hare Intl

Wed 11/19

10:52 am-1:21 pm

1 stop25h 29m

$345

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 11/12

1:06 pm-12:27 am

1 stop12h 21m

Chicago O'Hare Intl

Wed 11/19

12:37 pm-1:21 pm

2 stops23h 44m

$366

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 12/11

1:19 pm-12:19 am

1 stop12h 00m

Chicago O'Hare Intl

Wed 12/31

5:00 am-12:14 pm

1 stop6h 14m

$392

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Mon 11/24

3:20 pm-12:37 am

1 stop10h 17m

Chicago O'Hare Intl

Fri 12/5

7:07 pm-12:42 pm

1 stop16h 35m

$397

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 11/12

7:30 am-5:52 pm

2 stops11h 22m

Chicago O'Hare Intl

Wed 11/19

8:20 am-10:13 pm

2 stops12h 53m

$402

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 3/3

11:55 am-9:33 pm

1 stop10h 38m

Chicago O'Hare Intl

Wed 3/4

7:00 am-4:13 pm

1 stop8h 13m

$409

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Tue 3/3

11:55 am-9:33 pm

1 stop10h 38m

Chicago O'Hare Intl

Wed 3/4

7:00 am-4:13 pm

1 stop8h 13m

$453

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 11/30

2:24 pm-2:48 pm

2 stops25h 24m

Chicago O'Hare Intl

Sun 12/7

3:20 pm-12:14 pm

1 stop19h 54m

$500

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 12/27

9:00 am-8:36 pm

2 stops12h 36m

Chicago O'Hare Intl

Sat 1/3

7:00 am-7:56 pm

2 stops11h 56m

$1,143

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 May is your next best option. Flight prices from Kingston to Chicago during May average around $489.

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 11m 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
8,097 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $415Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights
DeltaPriceFrom $489Free CancellationRating
7.9
7,984 reviews
Search Delta 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
Portage
Lansing
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