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Cheap flights from Illinois to Jamaica from $98

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Jamaica departing on 2/24. 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 Illinois to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:17 pm - 9:17 am
STL
-
MBJ
12h 00m
1 stop
Multiple Airlines Logo
1:00 pm - 6:51 am
MBJ
-
STL
18h 51m
2 stops
$336Multiple Airlines
Sat, Feb 21 - Tue, Feb 24
Multiple Airlines Logo
8:17 pm - 9:17 am
STL
-
MBJ
12h 00m
1 stop
Multiple Airlines Logo
1:00 pm - 6:51 am
MBJ
-
STL
18h 51m
2 stops
$343Multiple Airlines
Sat, Feb 21 - Fri, Feb 27
Spirit Airlines Logo
8:16 pm - 11:35 am
ORD
-
KIN
15h 19m
1 stop
Spirit Airlines Logo
12:32 pm - 7:51 pm
KIN
-
ORD
7h 19m
1 stop
$356Spirit Airlines
Wed, Mar 11 - Sat, Mar 14
Spirit Airlines Logo
6:10 pm - 11:35 am
ORD
-
KIN
17h 25m
1 stop
Spirit Airlines Logo
12:32 pm - 7:51 pm
KIN
-
ORD
7h 19m
1 stop
$361Spirit Airlines
Thu, Mar 12 - Wed, Mar 18
Frontier Logo
6:00 am - 9:17 am
MDW
-
MBJ
26h 17m
1 stop
Frontier Logo
12:40 pm - 9:39 pm
MBJ
-
MDW
9h 59m
1 stop
$370Frontier
Sat, Feb 21 - Sat, Feb 28
Southwest Logo
5:15 am - 2:20 pm
MDW
-
MBJ
9h 05m
1 stop
Southwest Logo
2:25 pm - 11:40 pm
MBJ
-
MDW
9h 15m
1 stop
$371Southwest
Sun, Apr 12 - Thu, Apr 16
Delta Logo
6:00 am - 3:19 pm
MDW
-
MBJ
8h 19m
1 stop
Delta Logo
11:15 am - 10:31 pm
MBJ
-
MDW
11h 16m
1 stop
$374Delta
Tue, Mar 3 - Tue, Mar 10
Delta Logo
6:10 am - 2:40 pm
STL
-
MBJ
7h 30m
1 stop
Delta Logo
4:05 pm - 11:23 pm
MBJ
-
STL
8h 18m
1 stop
$374Delta
Sun, Feb 22 - Thu, Feb 26
Frontier Logo
6:00 am - 2:23 pm
MDW
-
MBJ
8h 23m
1 stop
Frontier Logo
9:01 am - 8:07 pm
MBJ
-
MDW
11h 06m
1 stop
$376Frontier
Thu, Apr 2 - Sat, Apr 11
Southwest Logo
6:50 am - 2:10 pm
STL
-
MBJ
6h 20m
1 stop
Southwest Logo
2:00 pm - 9:25 pm
MBJ
-
STL
8h 25m
1 stop
$384Southwest
Wed, Feb 25 - Wed, Mar 4

Air Canada flights from Illinois to Jamaica

Our best Air Canada deals on Illinois to Jamaica flight tickets
Air Canada
Jun 17
ORD5:35 pmChicago O'Hare Intl
17h 45m
1 stop
MBJ11:20 amMontego Bay Sangster Intl
Jun 21
MBJ12:30 pmMontego Bay Sangster Intl
20h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
$386
Air Canada
Jun 4
STL1:00 pmLambert-St Louis
22h 20m
2 stops
MBJ11:20 amMontego Bay Sangster Intl
Jun 10
MBJ12:15 pmMontego Bay Sangster Intl
23h 51m
1 stop
STL12:06 pmLambert-St Louis
$390
Air Canada
Jun 17
ORD6:12 pmChicago O'Hare Intl
17h 08m
2 stops
MBJ11:20 amMontego Bay Sangster Intl
Jun 21
MBJ12:30 pmMontego Bay Sangster Intl
20h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
$395

Spirit Airlines flights from Illinois to Jamaica

Our best Spirit Airlines deals on Illinois to Jamaica flight tickets
Spirit Airlines
Mar 11
ORD8:16 pmChicago O'Hare Intl
15h 19m
1 stop
KIN11:35 amKingston Norman Manley
Mar 14
KIN12:32 pmKingston Norman Manley
7h 19m
1 stop
ORD7:51 pmChicago O'Hare Intl
$356
Spirit Airlines
Mar 12
ORD6:10 pmChicago O'Hare Intl
17h 25m
1 stop
KIN11:35 amKingston Norman Manley
Mar 18
KIN12:32 pmKingston Norman Manley
7h 19m
1 stop
ORD7:51 pmChicago O'Hare Intl
$361
Spirit Airlines
Feb 25
ORD8:16 pmChicago O'Hare Intl
14h 59m
1 stop
KIN12:15 pmKingston Norman Manley
Mar 2
KIN1:17 pmKingston Norman Manley
23h 05m
1 stop
ORD11:22 amChicago O'Hare Intl
$367

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Jamaica 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 February 6, 2026.
Use the filters below to find and compare flights from Illinois to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 2/21

8:17 pm-9:17 am

1 stop12h 00m

Montego Bay Sangster Intl

Tue 2/24

1:00 pm-6:51 am

2 stops18h 51m

$336

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 2/21

8:17 pm-9:17 am

1 stop12h 00m

Montego Bay Sangster Intl

Fri 2/27

1:00 pm-6:51 am

2 stops18h 51m

$343

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 3/11

8:16 pm-11:35 am

1 stop15h 19m

Kingston Norman Manley

Sat 3/14

12:32 pm-7:51 pm

1 stop7h 19m

$356

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 3/12

6:10 pm-11:35 am

1 stop17h 25m

Kingston Norman Manley

Wed 3/18

12:32 pm-7:51 pm

1 stop7h 19m

$361

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sat 2/21

6:00 am-9:17 am

1 stop26h 17m

Montego Bay Sangster Intl

Sat 2/28

12:40 pm-9:39 pm

1 stop9h 59m

$370

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 4/12

5:15 am-2:20 pm

1 stop9h 05m

Montego Bay Sangster Intl

Thu 4/16

2:25 pm-11:40 pm

1 stop9h 15m

$371

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Tue 3/3

6:00 am-3:19 pm

1 stop8h 19m

Montego Bay Sangster Intl

Tue 3/10

11:15 am-10:31 pm

1 stop11h 16m

$374

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sun 2/22

6:10 am-2:40 pm

1 stop7h 30m

Montego Bay Sangster Intl

Thu 2/26

4:05 pm-11:23 pm

1 stop8h 18m

$374

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Thu 4/2

6:00 am-2:23 pm

1 stop8h 23m

Montego Bay Sangster Intl

Sat 4/11

9:01 am-8:07 pm

1 stop11h 06m

$376

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Wed 2/25

6:50 am-2:10 pm

1 stop6h 20m

Montego Bay Sangster Intl

Wed 3/4

2:00 pm-9:25 pm

1 stop8h 25m

$384

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 Jamaica from

How to get the cheapest flight ticket from Illinois to Jamaica

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 Jamaica?

The cheapest month to fly to Jamaica from Illinois is in January. Flight prices, which tend to average around $529, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $540.

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

The cheapest day to depart on your flight to Jamaica is on a Tuesday when prices can be found for as low as $542. This is often the case because there is less demand to fly during this day of the week. On the other hand, Thursday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $679.

What is the cheapest Illinois to Jamaica flight route?

Fly from Chicago O'Hare Intl to Montego Bay Sangster Intl for the best Illinois - Jamaica flight prices

How far in advance should I book a flight to Jamaica?

You are more likely to see cheaper flights to Jamaica from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $578 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Illinois for as low as $504 on momondo.

What cabin class options are available on Illinois to Jamaica flights?

There are 3 cabin classes available to choose from on Illinois to Jamaica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Jamaica flights?

No. A direct flight is the cheapest option for a flight between Illinois to Jamaica.

Cheap Illinois to Jamaica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Jamaica

Best Price Found

$204

Fastest flight time

3h 30m

Direct flights

Every day

Airports in Jamaica

11 airports
The best one-way flight to Jamaica from Illinois in the past 72 hours is $204. The best round-trip flight deal from Illinois to Jamaica found on momondo in the last 72 hours is $482.
The fastest flight from Illinois to Jamaica takes 3h 30m
Direct flights go from Illinois to Jamaica every day.
There are 11 airports in Jamaica. From Illinois there are direct flights to Montego Bay Sangster Intl (MBJ).
Search flight deals

  • When did momondo last update prices for flights from Illinois to Jamaica?

    Prices for flights from Illinois to Jamaica are refreshed on a daily basis.

  • How many operators does momondo search for flights from Illinois to Jamaica?

  • How old do you have to be to fly from Illinois to Jamaica?

    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 Illinois to Jamaica.

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

    The travel and health documents you'll need for your trip to Jamaica 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 Jamaica. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Jamaica?

Best airlines flying from Illinois to Jamaica

Compare and see reviews for airlines that fly from Illinois to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,421 reviews
Search Spirit Airlines flights
FrontierPriceFrom $144Free CancellationRating
5.7
3,054 reviews
Search Frontier flights
DeltaPriceFrom $178Free CancellationRating
7.9
8,162 reviews
Search Delta flights
United AirlinesPriceFrom $356Free CancellationRating
7.4
9,245 reviews
Search United Airlines flights
American AirlinesPriceFrom $413Free CancellationRating
7.2
11,248 reviews
Search American Airlines flights
SouthwestPriceFrom $518Free CancellationRating
8.0
4,280 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Jamaica?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Jamaica. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to Jamaica with flexible booking policies on momondo?

Flights from Illinois to Jamaica with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Illinois to Jamaica?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Jamaica.

I’m not ready to book a flight from Illinois to Jamaica right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Jamaica, momondo offers a useful price alert feature which will track prices for flights to Jamaica from Illinois and alert you when they change.

An easier way to manage your Jamaica trip

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