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Cheap flights from Jamaica to Midway (MDW) from $253

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 7/26. 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.
MBJ — MDW
jun. 11 — jun. 181
From?
To?
mar. 6/11
mar. 6/18
1 adult, Economy
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What is the cheapest month to fly from Jamaica to Chicago Midway Airport?

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, April can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Jamaica in April are about $464 on average during April, but can be found for as low as $213.

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

When flying from Jamaica to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Jamaica to Midway flights in June & July 2024

Find cheap flight options from Jamaica to Midway 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 junio 6, 2024.
Check out some of the best flight deals from Jamaica to Chicago in 2024. Check back in a little while for more flight options.
jue. 7/412:46 pmMBJ - MDW
2 stops23h 19mMultiple Airlines
jue. 7/1111:52 amMDW - MBJ
1 stop27h 41mMultiple Airlines
Deal found 6/4$439
vie. 7/512:46 pmMBJ - MDW
2 stops10h 50mMultiple Airlines
vie. 7/266:11 pmMDW - MBJ
1 stop20h 44mMultiple Airlines
Deal found 6/6$453
vie. 7/194:53 pmMBJ - MDW
2 stops26h 58mFrontier
lun. 7/229:30 amMDW - MBJ
1 stop6h 05mFrontier
Deal found 6/4$474
vie. 7/194:53 pmMBJ - MDW
1 stop26h 05mFrontier
lun. 7/229:30 amMDW - MBJ
1 stop6h 05mFrontier
Deal found 6/4$480
mié. 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
mié. 7/311:43 pmMDW - MBJ
1 stop24h 30mFrontier
Deal found 6/5$487
mié. 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
mié. 7/311:43 pmMDW - MBJ
1 stop24h 30mFrontier
Deal found 6/6$500
vie. 7/54:53 pmMBJ - MDW
1 stop26h 05mFrontier
vie. 7/122:23 pmMDW - MBJ
1 stop22h 28mFrontier
Deal found 6/5$519
mié. 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
mié. 7/312:29 pmMDW - MBJ
2 stops49h 04mFrontier
Deal found 6/6$520
vie. 7/54:53 pmMBJ - MDW
2 stops29h 58mFrontier
vie. 7/122:23 pmMDW - MBJ
1 stop22h 28mFrontier
Deal found 6/5$539

Jamaica to Midway 2024 flight deals

Discover exclusive flight deals for travel between Jamaica and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated junio 6, 2024.
Check out some of the best flight deals from Jamaica to Chicago in 2024. Check back in a little while for more flight options.
jue. 7/412:46 pmMBJ - MDW
2 stops23h 19mMultiple Airlines
jue. 7/1111:52 amMDW - MBJ
1 stop27h 41mMultiple Airlines
Deal found 6/4$439
dom. 8/258:07 amMBJ - MDW
1 stop12h 42mFrontier
lun. 9/27:27 amMDW - MBJ
1 stop23h 30mFrontier
Deal found 6/5$442
vie. 7/512:46 pmMBJ - MDW
2 stops10h 50mMultiple Airlines
vie. 7/266:11 pmMDW - MBJ
1 stop20h 44mMultiple Airlines
Deal found 6/6$453
vie. 7/194:53 pmMBJ - MDW
2 stops26h 58mFrontier
lun. 7/229:30 amMDW - MBJ
1 stop6h 05mFrontier
Deal found 6/4$474
vie. 7/194:53 pmMBJ - MDW
1 stop26h 05mFrontier
lun. 7/229:30 amMDW - MBJ
1 stop6h 05mFrontier
Deal found 6/4$480
mié. 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
mié. 7/311:43 pmMDW - MBJ
1 stop24h 30mFrontier
Deal found 6/5$487
mié. 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
mié. 7/311:43 pmMDW - MBJ
1 stop24h 30mFrontier
Deal found 6/6$500
vie. 7/54:53 pmMBJ - MDW
1 stop26h 05mFrontier
vie. 7/122:23 pmMDW - MBJ
1 stop22h 28mFrontier
Deal found 6/5$519
mié. 7/243:56 pmMBJ - MDW
1 stop14h 49mFrontier
mié. 7/312:29 pmMDW - MBJ
2 stops49h 04mFrontier
Deal found 6/6$520

One-way flights to Midway from Jamaica

Search for one-way flight options from Jamaica to Midway. 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 junio 6, 2024.
Take a look at some of the best available options we've come across on one-way flights from Jamaica to Chicago. Users needing a return flight from Jamaica to Chicago should utilize the search form above.
vie. 7/264:53 pmMBJ - MDW
1 stop26h 05mFrontier
Deal found 6/5$253
sáb. 7/203:55 pmMBJ - MDW
1 stop17h 50mMultiple Airlines
Deal found 6/5$258
jue. 7/2512:45 pmMBJ - MDW
2 stops28h 20mMultiple Airlines
Deal found 6/5$274
jue. 6/2012:46 pmMBJ - MDW
2 stops34h 51mMultiple Airlines
Deal found 6/5$278
mar. 6/1112:18 pmMBJ - MDW
2 stops19h 13mMultiple Airlines
Deal found 6/5$288
mié. 6/1912:46 pmMBJ - MDW
2 stops17h 14mMultiple Airlines
Deal found 6/5$307
vie. 7/2612:45 pmMBJ - MDW
2 stops19h 00mMultiple Airlines
Deal found 6/5$308
vie. 6/214:49 pmMBJ - MDW
1 stop28h 58mFrontier
Deal found 6/5$316
dom. 6/2312:18 pmMBJ - MDW
2 stops34h 40mMultiple Airlines
Deal found 6/5$321

Find flights from Jamaica to Midway within your budget

Customize your flight search to find flights from Jamaica to Midway 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 junio 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$439 - $1,546

Route

Depart

Return

Price

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

jue. 7/4

2 stops23h 19m

Chicago Midway

jue. 7/11

1 stop27h 41m

$439

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

dom. 8/25

1 stop12h 42m

Chicago Midway

lun. 9/2

1 stop23h 30m

$442

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

vie. 7/19

2 stops26h 58m

Chicago Midway

lun. 7/22

1 stop6h 05m

$474

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

vie. 7/19

1 stop26h 05m

Chicago Midway

lun. 7/22

1 stop6h 05m

$480

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

mié. 7/24

1 stop14h 49m

Chicago Midway

mié. 7/31

1 stop24h 30m

$487

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

vie. 7/5

1 stop26h 05m

Chicago Midway

vie. 7/12

1 stop22h 28m

$519

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

sáb. 7/6

1 stop13h 56m

Chicago Midway

dom. 7/7

2 stops14h 37m

$692

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

mié. 7/24

2 stops15h 37m

Chicago Midway

mié. 7/31

1 stop9h 36m

$866

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

lun. 7/8

2 stops22h 44m

Chicago Midway

lun. 7/15

2 stops19h 55m

$1,546

Flights are sorted by cheapest first

Deals found on 6/4

No data available for this route at this time. Please check back soon.

Best time to book a flight from Jamaica to Midway

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

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated junio 6, 2024.
Read through reviews of airlines operating flights from Jamaica to Chicago, such as Frontier, WestJet 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

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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

Food

7.4

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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

Food

7.4

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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

Food

7.4

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Crew

8.6

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

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

  • Can I find flights from Jamaica to Chicago Midway Airport for under $500 on Cheapflights?

    Yes, there are multiple flights from Jamaica to Chicago Midway Airport for under $500. The cheapest flight booked recently is on Multiple Airlines for just $439, but on average you can expect to pay $560.

  • What does MBJ to MDW mean?

    Great question - MBJ to MDW just means Montego Bay Sangster Intl Airport to Chicago Midway Airport. Now you’ll know what these unique codes when you look for flights! Kingston Norman Manley Airport (KIN), Ocho Rios Boscobel Airport (OCJ), Negril Airport (NEG) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Jamaica to Midway 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 Jamaica to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Jamaica to Midway 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 Jamaica to Midway that include hotel bookings?

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

  • How can I find direct flights from Jamaica to Midway?

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

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

    Yes. Cheapflights offers flight deals from Jamaica to Midway 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 Jamaica to Midway that allow pets onboard?

    Many airlines flying from Jamaica to Midway 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 Jamaica to Midway?

    Yes, you can often find last-minute deals on Jamaica to Midway 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 Jamaica to Chicago Midway Airport flight deals updated?

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

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

    Currently, December is the cheapest month in which you can book a flight from Jamaica to Chicago Midway Airport (average of $141). Flying from Jamaica to Chicago Midway Airport in July is currently the most expensive (average of $249). 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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See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Jamaica to Midway

Discover the top airline that operate flights from Jamaica to Midway. 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 junio 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$216Average$296FlexibilityNo cancel feeOn-time62%
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Search flights from Jamaica to Midway by cabin class

Find flights from Jamaica to Midway, 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 Jamaica to Midway

Find hourly flight availability from Jamaica to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 6, 2024.
0%of flight departuresEarly morningMidnight to 6 am
25%of flight departuresMorning6 am to noon
75%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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