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Montego Bay

$117+ Cheap flights from Chicago (CHI) to Montego Bay (MBJ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MBJ
Jan 21 — Jan 281
Tue 1/21
Tue 1/28
1 adult, Economy
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The best prices from Chicago to Montego Bay Sangster Intl are usually found in May or April, booked 55 days in advance, depart on a Sunday or Tuesday and return on a Friday

Cheap flight deals from Chicago to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 16, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$399
(Kiwi.com)

One-way from

$117
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$520
Provider with most accurate pricing for Chicago (CHI)-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Montego Bay Sangster Intl flights.
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From Chicago (CHI) to Montego Bay Sangster Intl
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One-way flight from Chicago (CHI) to Montego Bay Sangster Intl
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in January 2025
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Find flight deals from Chicago to Montego Bay

Cheapest flights from Chicago to Montego Bay
Explore the most affordable flight options available from Chicago to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/313:56 pmORD - MBJ
2 stops20h 52mMultiple Airlines
Tue 2/41:16 pmMBJ - ORD
1 stop7h 57mMultiple Airlines
Deal found 1/15$399
This FlightHub deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/155:45 pmORD - MBJ
2 stops42h 58mSpirit Airlines
Thu 2/202:48 pmMBJ - ORD
2 stops27h 01mSpirit Airlines
Deal found 1/14$402
This Booking.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/912:55 pmMDW - MBJ
2 stops22h 23mFrontier
Mon 5/1212:38 pmMBJ - MDW
1 stop29h 11mFrontier
Deal found 1/15$421
This Kiwi.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/286:48 pmMDW - MBJ
1 stop19h 05mMultiple Airlines
Fri 3/71:07 pmMBJ - MDW
2 stops11h 51mMultiple Airlines
Deal found 1/15$432
This American Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/169:00 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Wed 4/232:15 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Deal found 1/16$466
This United Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/38:41 amORD - MBJ
Nonstop4h 05mUnited Airlines
Mon 3/101:48 pmMBJ - ORD
Nonstop4h 22mUnited Airlines
Deal found 1/15$476
This Delta deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/246:00 amMDW - MBJ
1 stop8h 24mDelta
Tue 3/44:49 pmMBJ - MDW
1 stop6h 31mDelta
Deal found 1/15$491
This Delta deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/267:05 amORD - MBJ
1 stop7h 19mDelta
Thu 3/68:00 amMBJ - ORD
2 stops11h 25mDelta
Deal found 1/16$495
This Booking.com deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/311:57 pmORD - MBJ
1 stop20h 21mCopa Airlines
Tue 2/412:18 pmMBJ - ORD
1 stop12h 09mCopa Airlines
Deal found 1/15$507
This Southwest deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/86:20 amMDW - MBJ
1 stop6h 00mSouthwest
Sat 3/153:25 pmMBJ - MDW
Nonstop4h 15mSouthwest
Deal found 1/16$531

Find flights from Chicago to Montego Bay within your budget

Customize your flight search to find flights from Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 2/10

10:29 am-12:10 pm

2 stops24h 41m

Montego Bay Sangster Intl

Thu 2/20

2:48 pm-4:49 pm

2 stops27h 01m

$405

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 2/27

7:10 am-1:43 pm

1 stop5h 33m

Montego Bay Sangster Intl

Sat 3/1

4:03 pm-7:09 am

2 stops16h 06m

$408

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Fri 2/28

6:48 pm-2:53 pm

1 stop19h 05m

Montego Bay Sangster Intl

Fri 3/7

1:07 pm-11:58 pm

2 stops11h 51m

$432

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 4/27

8:30 am-1:01 pm

1 stop28h 31m

Montego Bay Sangster Intl

Fri 5/2

2:21 pm-5:48 pm

1 stop27h 27m

$433

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 3/3

8:41 am-1:46 pm

Nonstop4h 05m

Montego Bay Sangster Intl

Mon 3/10

1:48 pm-6:10 pm

Nonstop4h 22m

$476

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Tue 3/25

12:51 pm-8:37 pm

1 stop7h 46m

Montego Bay Sangster Intl

Wed 4/2

7:00 am-4:14 pm

1 stop9h 14m

$481

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 2/9

9:13 am-2:23 pm

Nonstop4h 10m

Montego Bay Sangster Intl

Wed 2/12

3:25 pm-12:27 am

1 stop10h 02m

$486

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 2/26

10:30 am-8:52 pm

2 stops9h 22m

Montego Bay Sangster Intl

Thu 3/6

8:00 am-6:25 pm

2 stops11h 25m

$495

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 6/24

6:00 am-2:13 pm

1 stop8h 13m

Montego Bay Sangster Intl

Mon 6/30

3:33 pm-12:08 am

1 stop8h 35m

$523

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Sat 2/1

8:25 am-1:20 pm

Nonstop3h 55m

Montego Bay Sangster Intl

Thu 2/6

3:10 pm-10:00 pm

1 stop7h 50m

$531

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 24 results
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Compare providers for flights from Chicago to Montego Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Montego Bay in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Montego Bay flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Montego Bay flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Montego Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Montego Bay flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Montego Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Montego Bay

Get recent, data-driven insights about flights from Chicago to Montego Bay including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Montego Bay?

Currently, January is the cheapest month in which you can book a flight from Chicago to Montego Bay (average of $403). Flying from Chicago to Montego Bay in July is currently the most expensive (average of $569). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MBJ?

Find hourly flight availability from Chicago to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 16, 2025.

It’s optimal to fly from Chicago to Montego Bay at noon. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago to Montego Bay?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Montego Bay. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Montego Bay flight should consider departing on Tuesday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Montego Bay

Explore weekly flight availability from Chicago to Montego Bay. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 16, 2025.

The most flights from CHI to MBJ are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Montego Bay by month

Plan your trip to Montego Bay by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Montego Bay ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Montego Bay when rainfall is around 1.6 in.

Temperature in Montego Bay by month

Plan your trip to Montego Bay by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Montego Bay, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Montego Bay

Get insights into the airlines that provide service to Montego Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montego Bay. Reviews last updated January 16, 2025.
See what other customers who have flown with Spirit Airlines, WestJet and American Airlines from Chicago to Montego Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,658 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,964 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Montego Bay from Chicago?

    If you book a flight to Montego Bay from Chicago, you will be flying to Sangster Intl, which is the city’s only airport. Montego Bay Sangster Intl (MBJ) is located 2.3 mi from the center of Montego Bay. There is 1 flight from Chicago to Sangster Intl per day from 6 different airlines.

  • What are the cheapest airlines flying from Chicago to Montego Bay round-trip?

    Our cheapest airline available from Chicago to Montego Bay is Spirit Airlines. Our recent data shows that you can find tickets from as low as $402 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $466 and $476 round-trip. Spirit Airlines is 26% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Montego Bay one-way?

    One-way options have recently been found by users for as low as $117 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $147 and United Airlines from $217 one-way.

  • What are the cheapest flights from Chicago to Montego Bay?

    Looking for the cheapest flight from Chicago to Montego Bay? While on average our users pay $740, our data indicates the cheapest price to be $211. The most popular route (Chicago O'Hare Intl - Montego Bay Sangster Intl), is priced around $266.

  • Can I find deals for flights from Chicago to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Chicago to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Montego Bay.

  • Can I find deals for business class flights from Chicago to Montego Bay?

    Yes. Cheapflights offers flight deals from Chicago to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Montego Bay?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Montego Bay (average of $403). Flying from Chicago to Montego Bay in July is currently the most expensive (average of $569). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 6 airlines flying from Chicago to Montego Bay

Discover the top 6 airlines that operate flights from Chicago to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$262FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$276Average$450FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$385Average$587FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$393Average$551FlexibilityNo cancel feeOn-time71%
DeltaCheapest$427Average$737FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$579Average$723FlexibilityNo cancel feeOn-time63%
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