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Cheap flights from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Montego Bay departing on 10/7. 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

United Airlines Logo
8:42 am - 1:46 pmORD-MBJ
4h 04mnonstop
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
$376United Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Spirit Airlines Logo
5:05 am - 11:00 amORD-MBJ
5h 55m1 stop
Spirit Airlines Logo
12:09 pm - 11:45 pmMBJ-ORD
11h 36m1 stop
$377Spirit Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 18
Spirit Airlines Logo
5:05 am - 12:05 pmORD-MBJ
6h 00m1 stop
Spirit Airlines Logo
1:12 pm - 9:00 pmMBJ-ORD
8h 48m1 stop
$378Spirit Airlines
Find Deal
Thu, Nov 13 - Tue, Nov 18
American Airlines Logo
8:44 am - 12:45 pmORD-MBJ
4h 01mnonstop
American Airlines Logo
2:05 pm - 7:25 amMBJ-ORD
17h 20m1 stop
$380American Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
United Airlines Logo
8:48 am - 4:12 pmORD-MBJ
6h 24m1 stop
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
$381United Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
American Airlines Logo
5:20 am - 1:05 pmORD-MBJ
7h 45m1 stop
American Airlines Logo
2:05 pm - 7:25 amMBJ-ORD
17h 20m1 stop
$385American Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 18
Delta Logo
9:46 am - 4:34 pmORD-MBJ
5h 48m1 stop
Delta Logo
5:59 pm - 12:02 amMBJ-ORD
7h 03m1 stop
$391Delta
Find Deal
Mon, Nov 17 - Wed, Nov 26
Delta Logo
9:42 am - 3:34 pmORD-MBJ
5h 52m1 stop
Delta Logo
1:48 pm - 7:50 amMBJ-ORD
19h 02m2 stops
$399Delta
Find Deal
Sun, Oct 26 - Wed, Nov 5
Air Canada Logo
9:20 pm - 6:05 pmORD-MBJ
19h 45m2 stops
Air Canada Logo
5:45 pm - 11:18 amMBJ-ORD
18h 33m2 stops
$402Air Canada
Find Deal
Thu, Nov 27 - Mon, Dec 1
Air Canada Logo
6:05 pm - 4:35 pmORD-MBJ
21h 30m2 stops
Air Canada Logo
5:45 pm - 12:05 pmMBJ-ORD
19h 20m1 stop
$407Air Canada
Find Deal
Thu, Nov 20 - Mon, Nov 24

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Montego Bay flight tickets
United Airlines
Nov 8
ORD8:42 amChicago O'Hare Intl
4h 04m
MBJ1:46 pmMontego Bay Sangster Intl
Nov 15
MBJ2:48 pmMontego Bay Sangster Intl
4h 25m
ORD6:13 pmChicago O'Hare Intl
$376
Find similar
United Airlines
Nov 8
ORD8:48 amChicago O'Hare Intl
6h 24m
1 stop
MBJ4:12 pmMontego Bay Sangster Intl
Nov 15
MBJ2:48 pmMontego Bay Sangster Intl
4h 25m
ORD6:13 pmChicago O'Hare Intl
$381
Find similar
United Airlines
Feb 17
ORD8:42 amChicago O'Hare Intl
4h 04m
MBJ1:46 pmMontego Bay Sangster Intl
Feb 25
MBJ2:48 pmMontego Bay Sangster Intl
4h 25m
ORD6:13 pmChicago O'Hare Intl
$390
Find similar

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

Our best Delta deals on Chicago O'Hare Intl Airport to Montego Bay flight tickets
Delta
Nov 17
ORD9:46 amChicago O'Hare Intl
5h 48m
1 stop
MBJ4:34 pmMontego Bay Sangster Intl
Nov 26
MBJ5:59 pmMontego Bay Sangster Intl
7h 03m
1 stop
ORD12:02 amChicago O'Hare Intl
$391
Find similar
Delta
Oct 26
ORD9:42 amChicago O'Hare Intl
5h 52m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
Nov 5
MBJ1:48 pmMontego Bay Sangster Intl
19h 02m
2 stops
ORD7:50 amChicago O'Hare Intl
$399
Find similar
Delta
Feb 22
ORD7:10 amChicago O'Hare Intl
12h 15m
1 stop
MBJ8:25 pmMontego Bay Sangster Intl
Feb 27
MBJ4:40 pmMontego Bay Sangster Intl
8h 14m
1 stop
ORD11:54 pmChicago O'Hare Intl
$405
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 September 17, 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

Sat 11/8

8:42 am-1:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

Sat 11/15

2:48 pm-6:13 pm

Nonstop4h 25m

$376

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 10/15

5:05 am-11:00 am

1 stop5h 55m

Montego Bay Sangster Intl

Sat 10/18

12:09 pm-11:45 pm

1 stop11h 36m

$377

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 11/13

5:05 am-12:05 pm

1 stop6h 00m

Montego Bay Sangster Intl

Tue 11/18

1:12 pm-9:00 pm

1 stop8h 48m

$378

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 10/14

8:44 am-12:45 pm

Nonstop4h 01m

Montego Bay Sangster Intl

Sat 10/18

2:05 pm-7:25 am

1 stop17h 20m

$380

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 11/8

8:48 am-4:12 pm

1 stop6h 24m

Montego Bay Sangster Intl

Sat 11/15

2:48 pm-6:13 pm

Nonstop4h 25m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 10/15

5:20 am-1:05 pm

1 stop7h 45m

Montego Bay Sangster Intl

Sat 10/18

2:05 pm-7:25 am

1 stop17h 20m

$385

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 11/17

9:46 am-4:34 pm

1 stop5h 48m

Montego Bay Sangster Intl

Wed 11/26

5:59 pm-12:02 am

1 stop7h 03m

$391

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 10/26

9:42 am-3:34 pm

1 stop5h 52m

Montego Bay Sangster Intl

Wed 11/5

1:48 pm-7:50 am

2 stops19h 02m

$399

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 11/27

9:20 pm-6:05 pm

2 stops19h 45m

Montego Bay Sangster Intl

Mon 12/1

5:45 pm-11:18 am

2 stops18h 33m

$402

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 11/20

6:05 pm-4:35 pm

2 stops21h 30m

Montego Bay Sangster Intl

Mon 11/24

5:45 pm-12:05 pm

1 stop19h 20m

$407

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 $522.

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 $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 $684.

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 $612.

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 $608 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 $535 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 September 2025, prices for Chicago O'Hare Intl Airport to Montego Bay flights are approximately 46% cheaper 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

$201

Fastest flight time

3h 59m

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 $201. The best round-trip flight deal from Chicago O'Hare Intl Airport to Montego Bay found on momondo in the last 72 hours is $491.
The fastest flight from Chicago O'Hare Intl Airport to Montego Bay takes 3h 59m
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 3h 59m, 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 $258Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $408Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
American AirlinesPriceFrom $444Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $460Free CancellationRating
7.9
7,961 reviews
Search Delta 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 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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