How many flights depart from Illinois to Jamaica on average per week?

As of November 2025, there are 18 flights per week flying from Illinois to Jamaica. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

What is the cheapest airline that flies from Illinois to Jamaica?

Spirit Airlines, Frontier, and United Airlines are the most popular carriers operating from Illinois to Jamaica

How long is the flight from Illinois to Jamaica?

Flight times from Illinois to Jamaica vary, but if you’re flying out of Chicago and flying into Montego Bay (one of the most popular routes), then the duration is 3h 55m on average. Another popular route from Illinois to Jamaica is flying from Moline to Montego Bay, which will take roughly 5h 47m. Keep in mind that layovers or delays could extend your travel time.

What airlines fly to Jamaica?

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Jamaica from Illinois according to our data. American Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 6 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.

How many flights depart from Illinois to Jamaica on average per day?

As of November 2025, 2 flights take off from Illinois and land in Jamaica each day. The most common flight departure time for this route is 8:00AM, with 100% of daily flights taking off at noon.

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?

As of November 2025, there are 6 operators available to choose from 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.

$114 Cheap Flights from Illinois to Jamaica in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:00 am - 1:21 pmORD-KIN

7h 21m1 stop

1:19 pm - 8:01 pmKIN-ORD

7h 42m1 stop

$346Spirit Airlines

Find Deal

Tue, Dec 2 - Tue, Dec 9

5:05 am - 12:05 pmORD-MBJ

6h 00m1 stop

1:12 pm - 9:00 pmMBJ-ORD

8h 48m1 stop

$353Spirit Airlines

Find Deal

Sat, Feb 21 - Sat, Feb 28

5:05 am - 12:02 pmORD-MBJ

5h 57m1 stop

1:12 pm - 11:42 pmMBJ-ORD

11h 30m1 stop

$354Spirit Airlines

Find Deal

Fri, Jan 9 - Fri, Jan 23

8:15 am - 1:14 pmORD-MBJ

3h 59mnonstop

2:30 pm - 6:17 pmMBJ-ORD

4h 47mnonstop

$356American Airlines

Find Deal

Fri, Nov 28 - Fri, Dec 5

9:58 am - 3:11 pmORD-MBJ

4h 13mnonstop

1:58 pm - 5:37 pmMBJ-ORD

4h 39mnonstop

$357American Airlines

Find Deal

Mon, Jan 5 - Wed, Jan 14

3:20 pm - 12:14 pmORD-KIN

19h 54m1 stop

1:19 pm - 8:01 pmKIN-ORD

7h 42m1 stop

$357Multiple Airlines

Find Deal

Sun, Dec 7 - Sat, Dec 13

6:11 am - 3:38 pmORD-MBJ

8h 27m1 stop

3:31 pm - 3:12 pmMBJ-ORD

24h 41m1 stop

$360Frontier

Find Deal

Fri, Dec 5 - Mon, Dec 8

8:56 pm - 1:47 pmMDW-MBJ

15h 51m1 stop

4:51 pm - 11:25 pmMBJ-MDW

7h 34m1 stop

$361Multiple Airlines

Find Deal

Fri, Jan 30 - Sat, Feb 14

6:56 am - 11:14 amORD-MBJ

27h 18m1 stop

12:13 pm - 12:52 pmMBJ-ORD

25h 39m1 stop

$366Copa Airlines

Find Deal

Tue, Nov 25 - Tue, Dec 2

6:00 am - 2:22 pmMDW-MBJ

7h 22m1 stop

4:51 pm - 11:25 pmMBJ-MDW

7h 34m1 stop

$374Frontier

Find Deal

Sat, Jan 31 - Thu, Feb 19

American Airlines flights from Illinois to Jamaica

Our best American Airlines deals on Illinois to Jamaica flight tickets

American Airlines

Nov 28

ORD8:15 amChicago O'Hare Intl

3h 59m

MBJ1:14 pmMontego Bay Sangster Intl

Dec 5

MBJ2:30 pmMontego Bay Sangster Intl

4h 47m

ORD6:17 pmChicago O'Hare Intl

$356

Find similar

American Airlines

Jan 5

ORD9:58 amChicago O'Hare Intl

4h 13m

MBJ3:11 pmMontego Bay Sangster Intl

Jan 14

MBJ1:58 pmMontego Bay Sangster Intl

4h 39m

ORD5:37 pmChicago O'Hare Intl

$357

Find similar

American Airlines

Nov 28

ORD8:45 pmChicago O'Hare Intl

14h 14m

1 stop

MBJ11:59 amMontego Bay Sangster Intl

Dec 5

MBJ2:30 pmMontego Bay Sangster Intl

4h 47m

ORD6:17 pmChicago O'Hare Intl

$361

Find similar

Frontier flights from Illinois to Jamaica

Our best Frontier deals on Illinois to Jamaica flight tickets

Frontier

Dec 5

ORD6:11 amChicago O'Hare Intl

8h 27m

1 stop

MBJ3:38 pmMontego Bay Sangster Intl

Dec 8

MBJ3:31 pmMontego Bay Sangster Intl

24h 41m

1 stop

ORD3:12 pmChicago O'Hare Intl

$360

Find similar

Frontier

Jan 31

MDW6:00 amChicago Midway

7h 22m

1 stop

MBJ2:22 pmMontego Bay Sangster Intl

Feb 19

MBJ4:51 pmMontego Bay Sangster Intl

7h 34m

1 stop

MDW11:25 pmChicago Midway

$374

Find similar

Frontier

Dec 4

ORD7:40 amChicago O'Hare Intl

30h 58m

2 stops

MBJ3:38 pmMontego Bay Sangster Intl

Dec 8

MBJ3:31 pmMontego Bay Sangster Intl

7h 53m

1 stop

ORD10:24 pmChicago O'Hare Intl

$385

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 12/2

5:00 am-1:21 pm

1 stop7h 21m

Kingston Norman Manley

Tue 12/9

1:19 pm-8:01 pm

1 stop7h 42m

$346

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 2/21

5:05 am-12:05 pm

1 stop6h 00m

Montego Bay Sangster Intl

Sat 2/28

1:12 pm-9:00 pm

1 stop8h 48m

$353

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 1/9

5:05 am-12:02 pm

1 stop5h 57m

Montego Bay Sangster Intl

Fri 1/23

1:12 pm-11:42 pm

1 stop11h 30m

$354

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 11/28

8:15 am-1:14 pm

Nonstop3h 59m

Montego Bay Sangster Intl

Fri 12/5

2:30 pm-6:17 pm

Nonstop4h 47m

$356

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 1/5

9:58 am-3:11 pm

Nonstop4h 13m

Montego Bay Sangster Intl

Wed 1/14

1:58 pm-5:37 pm

Nonstop4h 39m

$357

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 12/7

3:20 pm-12:14 pm

1 stop19h 54m

Kingston Norman Manley

Sat 12/13

1:19 pm-8:01 pm

1 stop7h 42m

$357

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 12/5

6:11 am-3:38 pm

1 stop8h 27m

Montego Bay Sangster Intl

Mon 12/8

3:31 pm-3:12 pm

1 stop24h 41m

$360

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Fri 1/30

8:56 pm-1:47 pm

1 stop15h 51m

Montego Bay Sangster Intl

Sat 2/14

4:51 pm-11:25 pm

1 stop7h 34m

$361

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/25

6:56 am-11:14 am

1 stop27h 18m

Montego Bay Sangster Intl

Tue 12/2

12:13 pm-12:52 pm

1 stop25h 39m

$366

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sat 1/31

6:00 am-2:22 pm

1 stop7h 22m

Montego Bay Sangster Intl

Thu 2/19

4:51 pm-11:25 pm

1 stop7h 34m

$374

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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

Prices

Airlines

Other information

What is the cheapest month to fly to Jamaica?

The cheapest month to fly to Jamaica from Illinois is in September. Flight prices, which tend to average around $540, 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 September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $542.

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 $553. 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 $684.

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

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Illinois to Jamaica during this time can be as low as $287. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $609 per ticket.

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 $600 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 $549 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 5% 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	$195
Fastest flight time	3h 30m
Direct flights	Every day
Airports in Jamaica	1 airport

The best one-way flight to Jamaica from Illinois in the past 72 hours is $195. The best round-trip flight deal from Illinois to Jamaica found on momondo in the last 72 hours is $421.

The fastest flight from Illinois to Jamaica takes 3h 30m

Direct flights go from Illinois to Jamaica every day.

There is 1 airport near Jamaica: 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?
As of November 2025, there are 6 operators available to choose from 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?
Based on momondo bookings for flights between Illinois and Jamaica, the leading plane model is Boeing 737-800, making up 59.75% of the total bookings. Other popular models include Boeing 737 MAX 8 with 30.50%, Airbus A321-100/200 with 7.43%, and Boeing 737-900 with 0.87%.

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
Delta	PriceFrom $186	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights
Spirit Airlines	PriceFrom $194	Free Cancellation	Rating 6.3 8,122 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $333	Free Cancellation	Rating 5.8 3,116 reviews	Search Frontier flights
United Airlines	PriceFrom $373	Free Cancellation	Rating 7.4 9,007 reviews	Search United Airlines flights
American Airlines	PriceFrom $433	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
Southwest	PriceFrom $549	Free Cancellation	Rating 8.0 4,241 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.

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Find better results for your trip to Jamaica

Popular cities in Jamaica

Flights to Montego Bayfrom $221

Flights to Kingstonfrom $248

Flights to Ocho Rios

Cheap flights from Illinois to Jamaica from $114

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 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Illinois to Jamaica

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American Airlines flights from Illinois to Jamaica

Our best American Airlines deals on Illinois to Jamaica flight tickets

Frontier flights from Illinois to Jamaica

Our best Frontier deals on Illinois to Jamaica flight tickets

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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?

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

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

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Illinois to Jamaica during this time can be as low as $287. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $609 per ticket.

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?

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 5% on your flight if you consider stops on a Illinois to Jamaica flight.

What is the cheapest airline that flies from Illinois to Jamaica?

Spirit Airlines, Frontier, and United Airlines are the most popular carriers operating from Illinois to Jamaica

What airlines fly to Jamaica?

How many flights depart from Illinois to Jamaica on average per day?

As of November 2025, 2 flights take off from Illinois and land in Jamaica each day. The most common flight departure time for this route is 8:00AM, with 100% of daily flights taking off at noon.

How many flights depart from Illinois to Jamaica on average per week?

As of November 2025, there are 18 flights per week flying from Illinois to Jamaica. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

How long is the flight from 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

Fastest flight time

Direct flights

Airports in Jamaica

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

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?

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

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

Why use momondo?

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

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

How can momondo help me find flights 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?

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.

Find better results for your trip to Jamaica

Popular cities in Jamaica

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