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Cheap flights from Midway (MDW) to Montego Bay (MBJ) from $187

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 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — MBJ
Jun 11 — Jun 181
From?
To?
Tue 6/11
Tue 6/18
1 adult, Economy
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Cheap flight deals from Midway to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 June 6, 2024.

Popular in

March

Cheapest in

February

Average price

$471

Round-trip from

$407
High demand for flights, 36% potential price rise
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Best time to find cheap flights, 23% potential price drop
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Average for round-trip flights in June 2024
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From Chicago Midway to Montego Bay Sangster Intl
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What is the cheapest day to fly round-trip from Chicago Midway Airport to Montego Bay?

Departing on a Monday is a good option for securing a great price. You can expect to save up to 42% when planning your travel around this day of the week.

What is the cheapest month to fly from Chicago Midway Airport to Montego Bay?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Montego Bay. Flights to Montego Bay from Chicago Midway Airport in August are about $532 on average during August, but can be found for as low as $240.

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

It’s optimal to fly from Chicago Midway Airport to Montego Bay at noon. By choosing this option you can save up to 45% on the cost of your flight, compared to a flight in the morning.

Cheap Midway to Montego Bay flights in June & July 2024

Find cheap flight options from Midway to Montego Bay specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 6, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Montego Bay in 2024. More deals are always being added, so be sure to check back regularly.
Wed 7/311:43 pmMDW - MBJ
1 stop24h 30mFrontier
Thu 8/158:07 amMBJ - MDW
1 stop12h 42mFrontier
Deal found 6/6$479
Wed 7/312:29 pmMDW - MBJ
2 stops49h 04mFrontier
Thu 8/158:07 amMBJ - MDW
2 stops37h 48mFrontier
Deal found 6/6$501
Wed 7/311:43 pmMDW - MBJ
1 stop24h 30mFrontier
Thu 8/158:07 amMBJ - MDW
2 stops37h 48mFrontier
Deal found 6/6$514
Tue 7/1610:20 pmMDW - MBJ
2 stops13h 21mMultiple Airlines
Sat 7/203:55 pmMBJ - MDW
1 stop17h 50mMultiple Airlines
Deal found 6/5$529
Fri 6/282:36 pmMDW - MBJ
1 stop22h 16mFrontier
Fri 7/54:53 pmMBJ - MDW
1 stop26h 05mFrontier
Deal found 6/5$533
Fri 6/282:36 pmMDW - MBJ
1 stop22h 16mFrontier
Fri 7/54:53 pmMBJ - MDW
2 stops18h 00mFrontier
Deal found 6/5$539
Mon 7/159:30 amMDW - MBJ
1 stop28h 03mFrontier
Fri 7/194:53 pmMBJ - MDW
1 stop26h 05mFrontier
Deal found 6/5$541
Wed 7/172:29 pmMDW - MBJ
2 stops49h 04mFrontier
Wed 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
Deal found 6/5$548
Mon 7/229:30 amMDW - MBJ
1 stop6h 05mFrontier
Mon 7/294:55 pmMBJ - MDW
1 stop25h 45mFrontier
Deal found 6/5$560

Midway to Montego Bay 2024 flight deals

Discover exclusive flight deals for travel between Midway and Montego Bay in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Montego Bay in 2024. More deals are always being added, so be sure to check back regularly.
Mon 9/239:44 pmMDW - MBJ
1 stop9h 13mFrontier
Sat 9/288:07 amMBJ - MDW
1 stop12h 42mFrontier
Deal found 6/5$357
Sat 8/241:24 pmMDW - MBJ
2 stops17h 33mFrontier
Wed 8/288:07 amMBJ - MDW
2 stops12h 01mFrontier
Deal found 6/6$361
Wed 10/29:44 pmMDW - MBJ
1 stop9h 13mFrontier
Wed 10/98:07 amMBJ - MDW
1 stop12h 42mFrontier
Deal found 6/5$362
Mon 8/121:05 pmMDW - MBJ
2 stops17h 52mFrontier
Sat 8/248:07 amMBJ - MDW
2 stops27h 32mFrontier
Deal found 6/6$365
Tue 9/179:44 pmMDW - MBJ
1 stop9h 13mMultiple Airlines
Tue 10/112:45 pmMBJ - MDW
2 stops8h 04mMultiple Airlines
Deal found 6/4$366
Fri 9/139:44 pmMDW - MBJ
1 stop9h 13mFrontier
Fri 9/208:07 amMBJ - MDW
1 stop12h 42mFrontier
Deal found 6/5$381
Mon 8/129:30 amMDW - MBJ
1 stop6h 05mFrontier
Sat 8/248:07 amMBJ - MDW
1 stop13h 45mFrontier
Deal found 6/6$382
Thu 8/229:44 pmMDW - MBJ
1 stop9h 13mFrontier
Mon 8/268:07 amMBJ - MDW
2 stops12h 01mFrontier
Deal found 6/6$386
Wed 9/1110:00 amMDW - MBJ
1 stop20h 57mFrontier
Sun 9/158:07 amMBJ - MDW
1 stop12h 42mFrontier
Deal found 6/4$397

Midway to Montego Bay flights leaving soon

Find last-minute flight options from Midway to Montego Bay for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Have a look at some of the last-minute flights available departing from Chicago to Montego Bay. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Fri 6/142:36 pmMDW - MBJ
1 stop22h 16mFrontier
Fri 6/214:49 pmMBJ - MDW
1 stop28h 58mFrontier
Deal found 6/6$567
Wed 6/128:27 amMDW - MBJ
2 stops26h 48mMultiple Airlines
Mon 6/174:49 pmMBJ - MDW
1 stop25h 50mMultiple Airlines
Deal found 6/5$591
Wed 6/128:27 amMDW - MBJ
2 stops26h 48mMultiple Airlines
Mon 6/174:49 pmMBJ - MDW
1 stop25h 50mMultiple Airlines
Deal found 6/5$600
Sat 6/157:00 amMDW - MBJ
1 stop8h 38mMultiple Airlines
Tue 6/1812:46 pmMBJ - MDW
2 stops23h 59mMultiple Airlines
Deal found 6/6$602
Thu 6/1312:04 pmMDW - MBJ
1 stop27h 34mFrontier
Mon 6/174:49 pmMBJ - MDW
1 stop25h 50mFrontier
Deal found 6/4$627
Sat 6/157:00 amMDW - MBJ
1 stop8h 38mFrontier
Tue 6/182:38 pmMBJ - MDW
1 stop8h 28mFrontier
Deal found 6/6$649
Fri 6/147:30 amMDW - MBJ
1 stop8h 08mFrontier
Fri 6/214:49 pmMBJ - MDW
1 stop28h 58mFrontier
Deal found 6/5$671
Thu 6/1312:04 pmMDW - MBJ
1 stop27h 34mFrontier
Thu 6/203:23 pmMBJ - MDW
1 stop23h 11mFrontier
Deal found 6/5$681
Wed 6/122:29 pmMDW - MBJ
2 stops49h 09mFrontier
Wed 6/193:15 pmMBJ - MDW
1 stop14h 45mFrontier
Deal found 6/5$739

One-way flights to Montego Bay from Midway

Search for one-way flight options from Midway to Montego Bay. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Take a look at some of the best available options we've come across on one-way flights from Chicago to Montego Bay. For those needing a return trip from Chicago, there is a search form available above.
Thu 7/412:04 pmMDW - MBJ
2 stops23h 37mMultiple Airlines
Deal found 6/5$187
Fri 7/51:11 pmMDW - MBJ
1 stop25h 49mMultiple Airlines
Deal found 6/5$209
Fri 7/59:30 amMDW - MBJ
2 stops26h 11mMultiple Airlines
Deal found 6/5$231
Tue 7/1610:20 pmMDW - MBJ
2 stops13h 21mMultiple Airlines
Deal found 6/6$237
Fri 6/212:36 pmMDW - MBJ
1 stop22h 16mFrontier
Deal found 6/5$247
Thu 7/412:04 pmMDW - MBJ
1 stop27h 29mFrontier
Deal found 6/5$251
Fri 7/52:14 pmMDW - MBJ
3 stops21h 27mMultiple Airlines
Deal found 6/5$262
Fri 8/167:27 amMDW - MBJ
1 stop23h 30mFrontier
Deal found 6/5$265
Mon 6/102:35 pmMDW - MBJ
2 stops21h 42mFrontier
Deal found 6/6$266

Find flights from Midway to Montego Bay within your budget

Customize your flight search to find flights from Midway 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 3,050,429 searches. Data last updated June 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$291 - $472

Route

Depart

Return

Price

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 9/22

1 stop20h 57m

Montego Bay Sangster Intl

Fri 9/27

1 stop12h 42m

$291

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 9/22

1 stop9h 13m

Montego Bay Sangster Intl

Fri 9/27

2 stops12h 01m

$310

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Sat 8/31

1 stop24h 57m

Montego Bay Sangster Intl

Wed 9/4

1 stop12h 42m

$340

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Sun 9/22

2 stops23h 09m

Montego Bay Sangster Intl

Fri 9/27

2 stops12h 01m

$342

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Thu 8/22

2 stops48h 57m

Montego Bay Sangster Intl

Mon 8/26

2 stops12h 01m

$350

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Tue 9/17

1 stop9h 13m

Montego Bay Sangster Intl

Tue 10/1

2 stops8h 04m

$366

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Sat 8/31

2 stops15h 42m

Montego Bay Sangster Intl

Wed 9/4

1 stop12h 42m

$406

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Tue 11/5

1 stop6h 55m

Montego Bay Sangster Intl

Tue 11/12

1 stop8h 48m

$468

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Mon 10/21

1 stop9h 05m

Montego Bay Sangster Intl

Thu 10/24

2 stops16h 20m

$472

Flights are sorted by cheapest first

Deals found on 6/6

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Montego Bay. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to Montego Bay flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Midway to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Midway 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.

Temperature and rainfall in Montego Bay by month

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

MBJ

Temperature

77 - 82.4 °F

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 June 6, 2024.
To help decide which airline to fly from Chicago to Montego Bay, see what other customers have to say about Frontier and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,368 reviews

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,368 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

WestJet
7.5
Good
2,856 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Frontier
6.2
Okay
3,985 reviews
Delta
8.0
Very good
10,368 reviews

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway?

    Montego Bay Sangster Intl (MBJ), located 2.3 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Montego Bay. 2 airlines have flights to Sangster Intl from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Montego Bay Sangster Intl should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

  • Can I find flights from Chicago Midway Airport to Montego Bay for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Montego Bay for under $300. The cheapest flight booked recently is on Frontier for just $291, but on average you can expect to pay $379.

  • Are there last-minute flights available from Chicago Midway Airport to Montego Bay for under $600?

    There are currently 20+ open flights from Chicago Midway Airport to Montego Bay within the next 7 days for less than $600.

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

    Flying on Frontier is currently your cheapest option to Montego Bay, with prices starting at $291. Another option worth looking into is Delta, starting at $468 round trip. Frontier is currently priced 51% below the average price you’ll pay for this route.

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

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Montego Bay are Frontier ($247), Delta ($460), and WestJet ($688).

  • What does MDW to MBJ mean?

    MDW and MBJ are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to MBJ refers to a flight route from Chicago Midway Airport to Montego Bay Sangster Intl Airport.

  • Can I find deals for flights from Midway to Montego Bay that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Montego Bay flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Montego Bay with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Montego Bay flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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.

  • Can I find deals for flights from Midway to Montego Bay that allow pets onboard?

    Many airlines flying from Midway to Montego Bay offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Montego Bay?

    Yes, you can often find last-minute deals on Midway to Montego Bay flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Montego Bay flight deals updated?

    The Chicago Midway Airport to Montego Bay flight deals you see on this page were last updated on 6/6.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Montego Bay (average of $407). Flying from Chicago Midway Airport to Montego Bay in July is currently the most expensive (average of $532). 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.

See more FAQs

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Alternative routes for Midway to Montego Bay
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Montego Bay flights
O'Hare Intl to Kingston flights
Midway to Kingston flights

Top 2 airlines flying from Midway to Montego Bay

Discover the top 2 airlines that operate flights from Midway 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 3,050,429 searches. Data last updated June 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$251Average$332FlexibilityNo cancel feeOn-time62%
DeltaCheapest$478Average$736FlexibilityNo cancel feeOn-timeN/A
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Search flights from Midway to Montego Bay by cabin class

Find flights from Midway to Montego Bay, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Midway to Montego Bay

Find hourly flight availability from Midway 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 June 6, 2024.
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Midway to Montego Bay

Explore weekly flight availability from Midway 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 June 6, 2024.
Sunday1daily flight
Monday0daily flights
Tuesday0daily flights
Wednesday0daily flights
Thursday0daily flights
Friday0daily flights
Saturday2daily flights

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