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Cheap flights from Illinois to Montego Bay from $99

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 Montego Bay departing on 10/21. 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 Montego Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
7:15 pm - 11:00 amSTL-MBJ
15h 45m1 stop
Spirit Airlines Logo
12:09 pm - 6:10 pmMBJ-STL
6h 01m1 stop
$294Spirit Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
Spirit Airlines Logo
7:15 pm - 12:02 pmSTL-MBJ
16h 47m1 stop
Spirit Airlines Logo
1:07 pm - 5:16 pmMBJ-STL
29h 09m1 stop
$363Spirit Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
7:36 pm - 1:20 pmSTL-MBJ
16h 44m1 stop
American Airlines Logo
4:23 pm - 11:59 pmMBJ-STL
8h 36m1 stop
$371American Airlines
Find Deal
Sat, Dec 6 - Tue, Dec 9
Delta Logo
5:45 am - 3:34 pmORD-MBJ
8h 49m1 stop
Delta Logo
5:59 pm - 10:01 amMBJ-ORD
17h 02m2 stops
$375Delta
Find Deal
Sun, Nov 2 - Fri, Nov 14
Delta Logo
5:59 pm - 12:47 pmMDW-MBJ
17h 48m2 stops
Delta Logo
8:00 am - 9:46 pmMBJ-MDW
14h 46m1 stop
$375Delta
Find Deal
Sun, Feb 8 - Fri, Feb 13
American Airlines Logo
6:03 pm - 10:13 amSTL-MBJ
15h 10m2 stops
American Airlines Logo
4:23 pm - 9:32 amMBJ-STL
18h 09m2 stops
$376American Airlines
Find Deal
Sat, Dec 6 - Tue, Dec 9
Frontier Logo
6:00 am - 3:33 pmMDW-MBJ
8h 33m1 stop
Frontier Logo
4:53 pm - 9:32 pmMBJ-MDW
29h 39m1 stop
$377Frontier
Find Deal
Thu, Dec 4 - Mon, Dec 8
Frontier Logo
6:00 am - 2:15 pmORD-MBJ
8h 15m1 stop
Frontier Logo
4:30 pm - 11:30 amMBJ-ORD
20h 00m1 stop
$378Frontier
Find Deal
Sat, Nov 1 - Fri, Nov 14
Multiple Airlines Logo
2:41 pm - 11:16 amORD-MBJ
44h 35m2 stops
Multiple Airlines Logo
12:09 pm - 6:38 pmMBJ-ORD
6h 29m1 stop
$383Multiple Airlines
Find Deal
Thu, Oct 16 - Wed, Oct 22
Multiple Airlines Logo
5:10 am - 12:02 pmORD-MBJ
5h 52m1 stop
Multiple Airlines Logo
12:14 pm - 12:05 amMBJ-ORD
12h 51m1 stop
$390Multiple Airlines
Find Deal
Tue, Nov 4 - Wed, Nov 12

Delta flights from Illinois to Montego Bay

Our best Delta deals on Illinois to Montego Bay flight tickets
Delta
Nov 2
ORD5:45 amChicago O'Hare Intl
8h 49m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
Nov 14
MBJ5:59 pmMontego Bay Sangster Intl
17h 02m
2 stops
ORD10:01 amChicago O'Hare Intl
$375
Find similar
Delta
Jan 7
MDW5:25 pmChicago Midway
18h 22m
2 stops
MBJ12:47 pmMontego Bay Sangster Intl
Jan 13
MBJ8:00 amMontego Bay Sangster Intl
11h 34m
2 stops
MDW6:34 pmChicago Midway
$376
Find similar
Delta
Oct 19
ORD6:45 amChicago O'Hare Intl
8h 49m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
Oct 29
MBJ12:48 pmMontego Bay Sangster Intl
19h 02m
2 stops
ORD7:50 amChicago O'Hare Intl
$379
Find similar

Frontier flights from Illinois to Montego Bay

Our best Frontier deals on Illinois to Montego Bay flight tickets
Frontier
Dec 4
MDW6:00 amChicago Midway
8h 33m
1 stop
MBJ3:33 pmMontego Bay Sangster Intl
Dec 8
MBJ4:53 pmMontego Bay Sangster Intl
29h 39m
1 stop
MDW9:32 pmChicago Midway
$377
Find similar
Frontier
Nov 1
ORD6:00 amChicago O'Hare Intl
8h 15m
1 stop
MBJ2:15 pmMontego Bay Sangster Intl
Nov 14
MBJ4:30 pmMontego Bay Sangster Intl
20h 00m
1 stop
ORD11:30 amChicago O'Hare Intl
$378
Find similar
Frontier
Nov 8
ORD6:00 amChicago O'Hare Intl
8h 15m
1 stop
MBJ3:15 pmMontego Bay Sangster Intl
Nov 15
MBJ4:30 pmMontego Bay Sangster Intl
7h 59m
1 stop
ORD11:29 pmChicago O'Hare Intl
$382
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Montego Bay 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 2, 2025.
Use the filters below to find and compare flights from Illinois to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 10/18

7:15 pm-11:00 am

1 stop15h 45m

Montego Bay Sangster Intl

Sat 10/25

12:09 pm-6:10 pm

1 stop6h 01m

$294

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 11/1

7:15 pm-12:02 pm

1 stop16h 47m

Montego Bay Sangster Intl

Sat 11/8

1:07 pm-5:16 pm

1 stop29h 09m

$363

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 12/6

7:36 pm-1:20 pm

1 stop16h 44m

Montego Bay Sangster Intl

Tue 12/9

4:23 pm-11:59 pm

1 stop8h 36m

$371

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 11/2

5:45 am-3:34 pm

1 stop8h 49m

Montego Bay Sangster Intl

Fri 11/14

5:59 pm-10:01 am

2 stops17h 02m

$375

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 2/8

5:59 pm-12:47 pm

2 stops17h 48m

Montego Bay Sangster Intl

Fri 2/13

8:00 am-9:46 pm

1 stop14h 46m

$375

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 12/6

6:03 pm-10:13 am

2 stops15h 10m

Montego Bay Sangster Intl

Tue 12/9

4:23 pm-9:32 am

2 stops18h 09m

$376

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Thu 12/4

6:00 am-3:33 pm

1 stop8h 33m

Montego Bay Sangster Intl

Mon 12/8

4:53 pm-9:32 pm

1 stop29h 39m

$377

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 11/1

6:00 am-2:15 pm

1 stop8h 15m

Montego Bay Sangster Intl

Fri 11/14

4:30 pm-11:30 am

1 stop20h 00m

$378

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 10/16

2:41 pm-11:16 am

2 stops44h 35m

Montego Bay Sangster Intl

Wed 10/22

12:09 pm-6:38 pm

1 stop6h 29m

$383

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/4

5:10 am-12:02 pm

1 stop5h 52m

Montego Bay Sangster Intl

Wed 11/12

12:14 pm-12:05 am

1 stop12h 51m

$390

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 Montego Bay from

How to get the cheapest flight ticket from Illinois to Montego Bay

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 Montego Bay?

If you aren’t able to travel to Montego Bay during the month of February, 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 Montego Bay?

On average, the least expensive day to fly to Montego Bay from Illinois is on a Sunday. momondo users have found tickets for Sunday departures for as low as $542. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Montego Bay on Thursday is $687.

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

At noon is the cheapest time of day to fly from Illinois to Montego Bay when you can find flight prices for as low as $403. Flying to Montego Bay at noon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $609.

What is the cheapest Illinois to Montego Bay Sangster Intl flight route?

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

How far in advance should I book a flight to Montego Bay?

You are more likely to see cheaper flights to Montego Bay from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Montego Bay for around $606 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montego Bay from Illinois for as low as $549 on momondo.

What cabin class options are available on Illinois to Montego Bay Sangster Intl flights?

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

Cheap Illinois to Montego Bay flight deals and tips

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

Best Price Found

$201

Fastest flight time

3h 55m

Direct flights

Every day

Airports in Montego Bay

1 airport
The best one-way flight to Montego Bay from Illinois in the past 72 hours is $201. The best round-trip flight deal from Illinois to Montego Bay found on momondo in the last 72 hours is $441.
The fastest flight from Illinois to Montego Bay takes 3h 55m
Direct flights go from Illinois to Montego Bay every day.
There is 1 airport near Montego Bay: Montego Bay Sangster Intl (MBJ)
Search flight deals

  • When did momondo last update prices for flights from Illinois to Montego Bay Sangster Intl Airport?

    Prices for flights from Illinois to Montego Bay Sangster Intl Airport are updated daily.

  • How many operators does momondo search for flights from Illinois to Montego Bay Sangster Intl Airport?

  • How old do you have to be to fly from Illinois to Montego Bay Sangster Intl Airport?

    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 Montego Bay Sangster Intl Airport.

  • What documentation or ID do you need to fly to Montego Bay Sangster Intl Airport?

    The required travel and health documents for your Montego Bay Sangster Intl Airport 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 Montego Bay Sangster Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Illinois to Montego Bay

Compare and see reviews for airlines that fly from Illinois to Montego Bay with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $266Free CancellationRating
6.3
8,070 reviews
Search Spirit Airlines flights
FrontierPriceFrom $370Free CancellationRating
5.8
3,155 reviews
Search Frontier flights
DeltaPriceFrom $384Free CancellationRating
7.9
7,962 reviews
Search Delta flights
United AirlinesPriceFrom $394Free CancellationRating
7.4
8,933 reviews
Search United Airlines flights
American AirlinesPriceFrom $441Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $549Free CancellationRating
8.0
4,248 reviews
Search Southwest flights

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Lucea
Falmouth
Treasure Beach
Whitehouse

Why use momondo?

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

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

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

Yes. All flights to Montego Bay from Illinois on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Illinois to Montego Bay?

momondo provides multiple filters to help you find the best flight to Montego Bay from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Illinois to Montego Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Montego Bay and let you know when they change.

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