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Cheap flights from Chicago O'Hare Intl Airport to Montego Bay 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 Chicago O'Hare Intl Airport to Montego Bay departing on 9/20. 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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Find the cheapest flights from Chicago O'Hare Intl Airport to Montego Bay

Cheap round-trip flights

Spirit Airlines Logo
5:05 am - 9:47 amORD-MBJ
28h 42m2 stops
Spirit Airlines Logo
10:52 am - 7:50 pmMBJ-ORD
32h 58m3 stops
$398Spirit Airlines
Find Deal
Thu, Sep 11 - Fri, Sep 19
Spirit Airlines Logo
5:05 am - 11:05 amORD-MBJ
6h 00m1 stop
Spirit Airlines Logo
12:10 pm - 10:52 amMBJ-ORD
22h 42m1 stop
$399Spirit Airlines
Find Deal
Wed, Sep 24 - Sun, Sep 28
American Airlines Logo
5:00 am - 2:54 pmORD-MBJ
9h 54m1 stop
American Airlines Logo
2:00 pm - 6:33 pmMBJ-ORD
4h 33mnonstop
$400American Airlines
Find Deal
Fri, Oct 3 - Wed, Oct 8
Logo
7:46 pm - 11:14 amORD-MBJ
15h 28m2 stops
Logo
12:10 pm - 10:48 pmMBJ-ORD
10h 38m1 stop
$402
Find Deal
Sun, Aug 31 - Thu, Sep 4
Frontier Logo
6:39 pm - 2:36 pmORD-MBJ
19h 57m1 stop
Frontier Logo
3:51 pm - 4:40 pmMBJ-ORD
24h 49m1 stop
$403Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
American Airlines Logo
8:44 am - 12:45 pmORD-MBJ
4h 01mnonstop
American Airlines Logo
2:30 pm - 11:58 pmMBJ-ORD
9h 28m1 stop
$405American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
Logo
11:57 am - 9:47 amORD-MBJ
21h 50m2 stops
Logo
2:50 pm - 10:48 pmMBJ-ORD
7h 58m1 stop
$406
Find Deal
Thu, Sep 11 - Tue, Sep 23
Frontier Logo
6:07 pm - 2:36 pmORD-MBJ
20h 29m2 stops
Frontier Logo
3:51 pm - 1:47 pmMBJ-ORD
21h 56m1 stop
$416Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Delta Logo
6:00 am - 4:33 pmORD-MBJ
9h 33m1 stop
Delta Logo
3:32 pm - 11:53 pmMBJ-ORD
9h 21m1 stop
$425Delta
Find Deal
Mon, Nov 17 - Wed, Nov 26
Delta Logo
7:35 pm - 4:33 pmORD-MBJ
19h 58m2 stops
Delta Logo
5:58 pm - 9:25 amMBJ-ORD
16h 27m2 stops
$429Delta
Find Deal
Sun, Nov 16 - Tue, Nov 25

American Airlines flights from Chicago O'Hare Intl Airport to Montego Bay

Our best American Airlines deals on Chicago O'Hare Intl Airport to Montego Bay flight tickets
American Airlines
Oct 3
ORD5:00 amChicago O'Hare Intl
9h 54m
1 stop
MBJ2:54 pmMontego Bay Sangster Intl
Oct 8
MBJ2:00 pmMontego Bay Sangster Intl
4h 33m
ORD6:33 pmChicago O'Hare Intl
$400
Find similar
American Airlines
Oct 7
ORD8:44 amChicago O'Hare Intl
4h 01m
MBJ12:45 pmMontego Bay Sangster Intl
Oct 11
MBJ2:30 pmMontego Bay Sangster Intl
9h 28m
1 stop
ORD11:58 pmChicago O'Hare Intl
$405
Find similar
American Airlines
Sep 6
ORD8:29 pmChicago O'Hare Intl
15h 36m
2 stops
MBJ12:05 pmMontego Bay Sangster Intl
Sep 13
MBJ1:55 pmMontego Bay Sangster Intl
9h 53m
2 stops
ORD11:48 pmChicago O'Hare Intl
$414
Find similar

Frontier flights from Chicago O'Hare Intl Airport to Montego Bay

Our best Frontier deals on Chicago O'Hare Intl Airport to Montego Bay flight tickets
Frontier
Oct 16
ORD6:39 pmChicago O'Hare Intl
19h 57m
1 stop
MBJ2:36 pmMontego Bay Sangster Intl
Oct 20
MBJ3:51 pmMontego Bay Sangster Intl
24h 49m
1 stop
ORD4:40 pmChicago O'Hare Intl
$403
Find similar
Frontier
Oct 16
ORD6:07 pmChicago O'Hare Intl
20h 29m
2 stops
MBJ2:36 pmMontego Bay Sangster Intl
Oct 20
MBJ3:51 pmMontego Bay Sangster Intl
21h 56m
1 stop
ORD1:47 pmChicago O'Hare Intl
$416
Find similar
Frontier
Aug 31
ORD5:10 amChicago O'Hare Intl
26h 45m
1 stop
MBJ7:55 amMontego Bay Sangster Intl
Sep 6
MBJ2:05 pmMontego Bay Sangster Intl
17h 05m
2 stops
ORD7:10 amChicago O'Hare Intl
$440
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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 August 20, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 9/11

5:05 am-9:47 am

2 stops28h 42m

Montego Bay Sangster Intl

Fri 9/19

10:52 am-7:50 pm

3 stops32h 58m

$398

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 9/24

5:05 am-11:05 am

1 stop6h 00m

Montego Bay Sangster Intl

Sun 9/28

12:10 pm-10:52 am

1 stop22h 42m

$399

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 10/3

5:00 am-2:54 pm

1 stop9h 54m

Montego Bay Sangster Intl

Wed 10/8

2:00 pm-6:33 pm

Nonstop4h 33m

$400

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 8/31

7:46 pm-11:14 am

2 stops15h 28m

Montego Bay Sangster Intl

Thu 9/4

12:10 pm-10:48 pm

1 stop10h 38m

$402

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 10/16

6:39 pm-2:36 pm

1 stop19h 57m

Montego Bay Sangster Intl

Mon 10/20

3:51 pm-4:40 pm

1 stop24h 49m

$403

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 10/7

8:44 am-12:45 pm

Nonstop4h 01m

Montego Bay Sangster Intl

Sat 10/11

2:30 pm-11:58 pm

1 stop9h 28m

$405

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 9/11

11:57 am-9:47 am

2 stops21h 50m

Montego Bay Sangster Intl

Tue 9/23

2:50 pm-10:48 pm

1 stop7h 58m

$406

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 10/16

6:07 pm-2:36 pm

2 stops20h 29m

Montego Bay Sangster Intl

Mon 10/20

3:51 pm-1:47 pm

1 stop21h 56m

$416

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 11/17

6:00 am-4:33 pm

1 stop9h 33m

Montego Bay Sangster Intl

Wed 11/26

3:32 pm-11:53 pm

1 stop9h 21m

$425

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 11/16

7:35 pm-4:33 pm

2 stops19h 58m

Montego Bay Sangster Intl

Tue 11/25

5:58 pm-9:25 am

2 stops16h 27m

$429

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 Chicago O'Hare Intl Airport 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 January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $518.

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 Chicago O'Hare Intl Airport is on a Sunday. momondo users have found tickets for Sunday departures for as low as $537. 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 $680.

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 Chicago O'Hare Intl Airport 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 $607.

What is the cheapest Chicago O'Hare Intl to Montego Bay Sangster Intl flight route?

Fly from Chicago O'Hare Intl to Montego Bay Sangster Intl for the best Chicago O'Hare Intl - 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 Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Montego Bay for around $607 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montego Bay from Chicago O'Hare Intl Airport for as low as $532 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Montego Bay Sangster Intl flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl 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.

Can stopping save me money on Chicago O'Hare Intl Airport to Montego Bay flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Montego Bay flight.

How have Chicago O'Hare Intl Airport to Montego Bay flight prices changed over time?

As of August 2025, prices for Chicago O'Hare Intl Airport to Montego Bay flights are approximately 36% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Montego Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Montego Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Montego Bay (ORD to MBJ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Montego Bay

Best Price Found

$194

Fastest flight time

4h 01m

Direct flights

Every day

Airports in Montego Bay

1 airport
The best one-way flight to Montego Bay from Chicago O'Hare Intl Airport in the past 72 hours is $194. The best round-trip flight deal from Chicago O'Hare Intl Airport to Montego Bay found on momondo in the last 72 hours is $513.
The fastest flight from Chicago O'Hare Intl Airport to Montego Bay takes 4h 01m
Direct flights go from Chicago O'Hare Intl Airport to Montego Bay every day.
There is 1 airport near Montego Bay: Montego Bay Sangster Intl (MBJ)
Search flight deals

  • How far is Chicago O'Hare Intl to Montego Bay Sangster Intl by plane?

    There are 1726.0 mi between Chicago O'Hare Intl and Montego Bay Sangster Intl. Flights usually cover this in 4h 01m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Montego Bay Sangster Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Montego Bay Sangster Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Montego Bay Sangster Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Montego Bay?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Montego Bay?

Best airlines flying from Chicago O'Hare Intl Airport to Montego Bay

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Montego Bay with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $266Free CancellationRating
6.3
8,039 reviews
Search Spirit Airlines flights
DeltaPriceFrom $312Free CancellationRating
7.9
7,982 reviews
Search Delta flights
United AirlinesPriceFrom $424Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
American AirlinesPriceFrom $436Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago O'Hare Intl Airport to Montego Bay

    American Airlines flies from Chicago O'Hare Intl Airport to Montego Bay around 7 times per week, with 10,000 momondo users rating the airline 7.2/10. The cheapest American Airlines deal from Chicago O'Hare Intl Airport to Montego Bay in the last 72 hours was $436 (round-trip), much lower than the average airfare cost of $596 for American Airlines flights on this route.

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 Chicago to Montego Bay?

It is quick and easy to find Chicago to Montego Bay flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Montego Bay that suits you.

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

Flights from Chicago to Montego Bay 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 Chicago to Montego Bay?

momondo helps you find the best flight between Chicago and Montego Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Chicago to Montego Bay flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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