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$177+ Cheap flights from Jamaica to Midway (MDW)

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MDW
Nov 19 — Nov 261
1 adult
Tue 11/19
Tue 11/26
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Cheap flight deals from Jamaica to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Jamaica (JM0) to Midway (MDW). 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 November 14, 2024.

Find flight deals from Jamaica to Midway

Cheapest flights from Jamaica to Midway
Explore the most affordable flight options available from Jamaica to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 14, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Thu 12/1210:04 amMBJ - MDW
1 stop8h 14mFrontier
Thu 12/192:31 pmMDW - MBJ
1 stop17h 23mFrontier
Deal found 11/13$594
This Southwest deal was found by Cheapflights users on 11/13. 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.
Wed 12/41:45 pmMBJ - MDW
2 stops9h 35mSouthwest
Sun 12/86:25 amMDW - MBJ
2 stops7h 40mSouthwest
Deal found 11/13$642

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 2,752,363 searches. Data last updated November 14, 2024.

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Fly to

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Route

Depart

Return

Price

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Thu 12/12

10:04 am-5:18 pm

1 stop8h 14m

Chicago Midway

Thu 12/19

2:31 pm-8:54 am

1 stop17h 23m

$594

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Wed 12/4

1:45 pm-10:20 pm

2 stops9h 35m

Chicago Midway

Sun 12/8

6:25 am-3:05 pm

2 stops7h 40m

$642

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Wed 12/18

10:29 am-9:17 pm

1 stop11h 48m

$177

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Wed 12/18

2:45 pm-6:39 am

2 stops16h 54m

$200

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Thu 12/12

3:29 pm-10:06 pm

1 stop7h 37m

$251

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Sat 1/18

2:10 pm-5:25 pm

Nonstop4h 15m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/14

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.

Travel insights for flights from Jamaica to Midway

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

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

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 November 14, 2024.

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.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 November 14, 2024.
Southwest
8.1
Very good
5,045 reviews

Food

7.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,045 reviews
Southwest
8.1
Very good
5,045 reviews

Food

7.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,788 reviews
Southwest
8.1
Very good
5,045 reviews

Food

7.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,551 reviews
Southwest
8.1
Very good
5,045 reviews

Food

7.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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.

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

    $177 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $251 and $272, respectively.

  • What are the cheapest flights from Jamaica to Chicago Midway Airport?

    While on average a flight from Jamaica to Chicago Midway Airport is generally $763, our data shows the cheapest flight currently is $747. When looking at the most popular route, (Montego Bay Sangster Intl - Chicago Midway), you can expect to pay $434 for that flight.

  • 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.

  • 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 $159). Flying from Jamaica to Chicago Midway Airport in July is currently the most expensive (average of $231). 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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Alternative routes for Jamaica to Midway

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 2,752,363 searches. Data last updated November 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$332Average$465FlexibilityNo cancel feeOn-timeN/A
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