Cheap flights from Illinois to Jamaica from $108

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 5/24. 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

Discover deals from 900+ travel sites with momondo.

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.

Find the cheapest flights from Illinois to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:05 am - 12:16 pm
ORD
-
MBJ
7h 11m
1 stop
Multiple Airlines Logo
1:16 pm - 7:55 am
MBJ
-
ORD
18h 39m
1 stop
$302Multiple Airlines
Sun, May 3 - Sat, May 9
Frontier Logo
4:05 pm - 12:11 pm
ORD
-
MBJ
20h 06m
2 stops
Frontier Logo
1:16 pm - 7:55 am
MBJ
-
ORD
18h 39m
1 stop
$307Frontier
Tue, May 5 - Sun, May 10
Spirit Airlines Logo
5:05 am - 12:16 pm
ORD
-
MBJ
7h 11m
1 stop
Spirit Airlines Logo
1:21 pm - 12:27 am
MBJ
-
ORD
11h 06m
1 stop
$312Spirit Airlines
Tue, May 12 - Thu, May 14
United Airlines Logo
8:40 am - 12:50 pm
ORD
-
MBJ
4h 10mnonstop
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
$318United Airlines
Sat, May 9 - Sat, May 16
United Airlines Logo
5:30 am - 1:30 pm
ORD
-
MBJ
8h 00m
1 stop
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
$322United Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:23 pm - 12:13 pm
EVV
-
MBJ
17h 50m
1 stop
American Airlines Logo
2:19 pm - 10:58 pm
MBJ
-
EVV
8h 39m
1 stop
$352American Airlines
Thu, May 7 - Tue, May 12
American Airlines Logo
6:23 pm - 1:25 pm
EVV
-
MBJ
19h 02m
2 stops
American Airlines Logo
4:37 pm - 10:35 am
MBJ
-
EVV
17h 58m
2 stops
$357American Airlines
Thu, May 7 - Tue, May 12
Delta Logo
5:56 am - 11:26 am
MLI
-
MBJ
29h 30m
2 stops
Delta Logo
12:59 pm - 10:24 am
MBJ
-
MLI
21h 25m
2 stops
$367Delta
Sat, May 30 - Fri, Jun 12
Spirit Airlines Logo
5:05 am - 2:12 pm
ORD
-
KIN
9h 07m
1 stop
Spirit Airlines Logo
3:18 pm - 12:24 am
KIN
-
ORD
9h 06m
1 stop
$384Spirit Airlines
Wed, Apr 22 - Wed, Apr 29
Delta Logo
10:10 am - 3:34 pm
EVV
-
MBJ
5h 24m
1 stop
Delta Logo
2:21 pm - 9:44 pm
MBJ
-
EVV
7h 23m
1 stop
$387Delta
Fri, May 8 - Fri, May 15

Spirit Airlines flights from Illinois to Jamaica

Our best Spirit Airlines deals on Illinois to Jamaica flight tickets
Spirit Airlines
May 12
ORD5:05 amChicago O'Hare Intl
7h 11m
1 stop
MBJ12:16 pmMontego Bay Sangster Intl
May 14
MBJ1:21 pmMontego Bay Sangster Intl
11h 06m
1 stop
ORD12:27 amChicago O'Hare Intl
$312
Spirit Airlines
Apr 14
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
Apr 23
MBJ1:21 pmMontego Bay Sangster Intl
11h 03m
1 stop
ORD12:24 amChicago O'Hare Intl
$326
Spirit Airlines
May 3
ORD5:05 amChicago O'Hare Intl
7h 11m
1 stop
MBJ12:16 pmMontego Bay Sangster Intl
May 10
MBJ1:21 pmMontego Bay Sangster Intl
11h 06m
1 stop
ORD12:27 amChicago O'Hare Intl
$329

United Airlines flights from Illinois to Jamaica

Our best United Airlines deals on Illinois to Jamaica flight tickets
United Airlines
May 9
ORD8:40 amChicago O'Hare Intl
4h 10m
MBJ12:50 pmMontego Bay Sangster Intl
May 16
MBJ1:52 pmMontego Bay Sangster Intl
4h 23m
ORD6:15 pmChicago O'Hare Intl
$318
United Airlines
May 9
ORD5:30 amChicago O'Hare Intl
8h 00m
1 stop
MBJ1:30 pmMontego Bay Sangster Intl
May 16
MBJ1:52 pmMontego Bay Sangster Intl
4h 23m
ORD6:15 pmChicago O'Hare Intl
$322
United Airlines
Apr 26
ORD8:40 amChicago O'Hare Intl
4h 10m
MBJ12:50 pmMontego Bay Sangster Intl
Apr 29
MBJ4:12 pmMontego Bay Sangster Intl
7h 31m
1 stop
ORD11:43 pmChicago O'Hare Intl
$328

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 March 25, 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

Cheapest round-trip

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 5/3

5:05 am-12:16 pm

1 stop7h 11m

Montego Bay Sangster Intl

Sat 5/9

1:16 pm-7:55 am

1 stop18h 39m

$302

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 5/5

4:05 pm-12:11 pm

2 stops20h 06m

Montego Bay Sangster Intl

Sun 5/10

1:16 pm-7:55 am

1 stop18h 39m

$307

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 5/12

5:05 am-12:16 pm

1 stop7h 11m

Montego Bay Sangster Intl

Thu 5/14

1:21 pm-12:27 am

1 stop11h 06m

$312
Quickest round-trip

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 5/9

8:40 am-12:50 pm

Nonstop4h 10m

Montego Bay Sangster Intl

Sat 5/16

1:52 pm-6:15 pm

Nonstop4h 23m

$318

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 5/9

5:30 am-1:30 pm

1 stop8h 00m

Montego Bay Sangster Intl

Sat 5/16

1:52 pm-6:15 pm

Nonstop4h 23m

$322

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 5/7

6:23 pm-12:13 pm

1 stop17h 50m

Montego Bay Sangster Intl

Tue 5/12

2:19 pm-10:58 pm

1 stop8h 39m

$352

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Thu 5/7

6:23 pm-1:25 pm

2 stops19h 02m

Montego Bay Sangster Intl

Tue 5/12

4:37 pm-10:35 am

2 stops17h 58m

$357

MolineMontego Bay

MLI - MBJ

MLIMBJ

Moline Quad-City

Sat 5/30

5:56 am-11:26 am

2 stops29h 30m

Montego Bay Sangster Intl

Fri 6/12

12:59 pm-10:24 am

2 stops21h 25m

$367

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 4/22

5:05 am-2:12 pm

1 stop9h 07m

Kingston Norman Manley

Wed 4/29

3:18 pm-12:24 am

1 stop9h 06m

$384

EvansvilleMontego Bay

EVV - MBJ

EVVMBJ

Evansville Dress Regional

Fri 5/8

10:10 am-3:34 pm

1 stop5h 24m

Montego Bay Sangster Intl

Fri 5/15

2:21 pm-9:44 pm

1 stop7h 23m

$387

Flights are sorted by cheapest round-trip flights first.

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

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 $516, 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 April is also cheap. Prices for this month can be found on momondo for an average of $531.

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 $501. 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 $644.

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 $551 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 $505 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?

You could potentially save up to 21% on your flight if you consider stops on a Illinois to Jamaica flight.

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

$182

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Jamaica

11 airports
The best one-way flight to Jamaica from Illinois in the past 72 hours is $182. The best round-trip flight deal from Illinois to Jamaica found on momondo in the last 72 hours is $298.
The fastest flight from Illinois to Jamaica takes 3h 45m
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).
  • 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
8,540 reviews
Search Spirit Airlines flights
FrontierPriceFrom $144Free CancellationRating
5.7
3,017 reviews
Search Frontier flights
DeltaPriceFrom $178Free CancellationRating
7.9
8,326 reviews
Search Delta flights
United AirlinesPriceFrom $302Free CancellationRating
7.4
9,477 reviews
Search United Airlines flights
American AirlinesPriceFrom $374Free CancellationRating
7.1
11,494 reviews
Search American Airlines flights
SouthwestPriceFrom $518Free CancellationRating
8.0
4,333 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

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 4/24
Fri 5/1

Find better results for your trip to Jamaica

Popular cities in Jamaica

Popular flights according to clicks in the last 7 days on momondo