Cheap flights from Jamaica to Midway (MDW) from $159
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 8/20. 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.
How far in advance should I book a flight from Jamaica to Chicago Midway Airport?
To save on the cost of your flight from Jamaica to Chicago Midway Airport, book at least 29 days before your planned departure. Booking around this time can save you about 75% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $357 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $499.
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 $461 on average during April, but can be found for as low as $213.
When is the cheapest time to fly from Jamaica to Chicago Midway Airport (JM - 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 Frontier flights from Jamaica to Midway
Explore cheap flight options specifically provided by Frontier for the route between Jamaica and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Check out some of the cheapest Frontier flights we've come across from Jamaica to Chicago. It's recommended that users confirm their flight details before booking.
Cheap Delta flights from Jamaica to Midway
Explore cheap flight options specifically provided by Delta for the route between Jamaica and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
To aid your search, here are some of the cheapest Delta flights we've found from Jamaica to Chicago. Check back soon if you're not seeing flights that suit your needs.
Cheap Jamaica to Midway flights in May & June 2024
Find cheap flight options from Jamaica to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 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.
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 2,637,452 searches. Data last updated May 16, 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.
Jamaica to Midway flights leaving soon
Find last-minute flight options from Jamaica to Midway 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 2,637,452 searches. Data last updated May 16, 2024.
Have a look at some of the flights available from Jamaica to Chicago departing last-minute. It's wise to confirm all flight details are correct before booking.
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 2,637,452 searches. Data last updated May 16, 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.
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 2,637,452 searches. Data last updated May 16, 2024.
Fly from
Fly to
Budget
$406 - $899
Route
Depart
Return
Price
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sun 8/4
1 stop23h 14m
Chicago Midway
Sat 8/17
1 stop24h 57m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Thu 6/13
1 stop23h 11m
Chicago Midway
Thu 6/20
1 stop27h 42m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sun 5/26
2 stops12h 00m
Chicago Midway
Tue 6/4
1 stop27h 12m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Thu 6/13
2 stops19h 13m
Chicago Midway
Thu 6/20
1 stop27h 42m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sun 5/26
1 stop14h 56m
Chicago Midway
Tue 6/4
1 stop9h 34m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Thu 6/13
3 stops30h 14m
Chicago Midway
Thu 6/20
3 stops25h 29m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Thu 6/13
2 stops15h 45m
Chicago Midway
Thu 6/20
2 stops18h 01m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sun 8/4
2 stops15h 43m
Chicago Midway
Sat 8/17
1 stop17h 21m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Thu 6/6
2 stops18h 23m
Chicago Midway
Mon 6/10
2 stops18h 01m
No data available for this route at this time. Please check back soon.
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 May 16, 2024.
Read through reviews of airlines operating flights from Jamaica to Chicago, such as 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.
Food
Crew
Entertainment
Overall
Comfort
Boarding
Reviews
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.
Food
Crew
Entertainment
Overall
Comfort
Boarding
Reviews
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.
Food
Crew
Entertainment
Overall
Comfort
Boarding
Reviews
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.
Food
Crew
Entertainment
Overall
Comfort
Boarding
Reviews
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.
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Alternative routes for Jamaica to MidwaySee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
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 2,637,452 searches. Data last updated May 16, 2024.
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.
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 May 16, 2024.
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 0%of flight departures | Morning6 am to noon |
| 100%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
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By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Jamaica.
Can Cheapflights find flights from Jamaica to Midway with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Jamaica to Midway flexibly with Cheapflights today.
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Not ready to book yet? You can track prices for flights from Jamaica to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.