How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Montego Bay , which takes 4h 26m , and Kingston , which takes 8h 52m.

How far is Chicago Midway Airport from central Chicago?

Chicago Midway Airport is 9 miles from the center of Chicago.

What is the cheapest day to fly to Chicago?

Based on KAYAK data, the cheapest day to fly to Chicago is Saturday where round-trip tickets can be as cheap as $548. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $548 on average.

How does KAYAK find such low prices on flights to Chicago Midway Airport?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights to Chicago Midway Airport?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

What is the cheapest time of day to fly to Chicago Midway Airport?

The cheapest time of day to fly to Chicago Midway Airport is generally in the afternoon , when round-trip flights cost $479 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $479.

How many direct flights to Chicago Midway Airport are there each day?

There are around 229 direct flights from within Jamaica to Chicago Midway Airport every day. Most flights depart in the morning, with 41% of flights departing in the morning.

How many direct flights to Chicago Midway Airport are there each week?

Each week there are around 1,597 direct flights from within Jamaica to Chicago Midway Airport. The most common day for departures is Sunday, with 17% of flights taking off on this day.

$238 CHEAP FLIGHTS from Jamaica to Chicago Midway (MDW)

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Flight Deals

Cheap Flights from Jamaica to Midway

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Jamaica to Midway

Wed, Dec 23 - Tue, Dec 29

2:59 pm - 12:01 amMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 02m1 stop Atlanta Hartsfield-Jackson

1:11 pm - 1:44 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

23h 33m1 stop Atlanta Hartsfield-Jackson

$504Frontier

Tue, Nov 17 - Tue, Dec 1

1:50 pm - 9:20 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

8h 30m1 stop Orlando

8:10 am - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

5h 35m1 stop Orlando

$550Southwest

Tue, Nov 17 - Tue, Dec 1

1:50 pm - 10:40 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 50m2 stops Orlando Dallas Love Field

6:00 am - 2:25 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

7h 25m1 stop Baltimore/Washington

$555Southwest

Wed, Dec 23 - Tue, Dec 29

2:59 pm - 12:01 amMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 02m1 stop Atlanta Hartsfield-Jackson

8:35 pm - 1:44 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

16h 09m2 stops Orlando Atlanta Hartsfield-Jackson

$573Frontier

Wed, Dec 23 - Tue, Dec 29

3:45 pm - 12:20 amMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 35m2 stops Orlando Nashville Intl

9:05 pm - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

16h 40m2 stops Baltimore/Washington Orlando

$603Southwest

Thu, Dec 17 - Thu, Dec 24

2:59 pm - 11:17 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 18m1 stop Atlanta Hartsfield-Jackson

6:43 am - 1:44 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

30h 01m1 stop Atlanta Hartsfield-Jackson

$753Frontier

Tue, Dec 15 - Sat, Dec 19

1:00 pm - 10:45 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 45m2 stops Baltimore/Washington Nashville Intl

8:55 pm - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

16h 50m2 stops Baltimore/Washington Orlando

$767Southwest

Tue, Dec 15 - Sat, Dec 19

1:00 pm - 9:30 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 30m1 stop Baltimore/Washington

8:55 pm - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

16h 50m2 stops Baltimore/Washington Orlando

$767Southwest

Thu, Dec 17 - Thu, Dec 24

1:50 pm - 11:10 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 20m2 stops Orlando Baltimore/Washington

8:15 am - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

5h 30m1 stop Orlando

$823Southwest

Thu, Mar 25 - Thu, Apr 1

12:55 pm - 11:15 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 20m2 stops Orlando Baltimore/Washington

8:35 pm - 2:30 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

17h 55m2 stops Orlando Baltimore/Washington

$858Southwest

Recent last minute flight deals from Jamaica to Midway

Fri, Nov 6 - Sun, Nov 8

4:23 pm - 11:47 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

8h 24m1 stop Atlanta Hartsfield-Jackson

6:08 am - 3:29 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

8h 21m1 stop Atlanta Hartsfield-Jackson

$383Frontier

Fri, Nov 6 - Sun, Nov 8

3:45 pm - 11:00 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

8h 15m1 stop Orlando

5:10 am - 12:50 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

6h 40m1 stop Orlando

$486Southwest

Fri, Nov 6 - Sun, Nov 8

1:50 pm - 11:00 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 10m1 stop Orlando

5:05 am - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

8h 40m2 stops Baltimore/Washington Orlando

$531Southwest

Fri, Nov 6 - Sun, Nov 8

1:50 pm - 11:15 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

10h 25m2 stops Orlando Baltimore/Washington

8:40 pm - 2:25 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

16h 45m2 stops Orlando Baltimore/Washington

$571Southwest

Wed, Nov 11 - Thu, Dec 10

2:16 pm - 10:54 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 38m1 stop Atlanta Hartsfield-Jackson

6:00 am - 12:54 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

5h 54m1 stop Atlanta Hartsfield-Jackson

$646Delta

Wed, Nov 11 - Wed, Nov 25

2:16 pm - 10:54 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 38m1 stop Atlanta Hartsfield-Jackson

6:00 am - 2:03 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

7h 03m1 stop Atlanta Hartsfield-Jackson

$651Delta

Wed, Nov 11 - Wed, Nov 25

3:25 pm - 9:30 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

7h 05m1 stop Baltimore/Washington

5:20 am - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

8h 25m2 stops Dallas Love Field Orlando

$679Southwest

Wed, Nov 11 - Wed, Nov 25

1:50 pm - 10:45 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 55m2 stops Orlando Nashville Intl

5:20 am - 2:45 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

8h 25m2 stops Dallas Love Field Orlando

$724Southwest

Wed, Nov 11 - Thu, Dec 10

1:50 pm - 10:45 pmMBJ Montego Bay Sangster Intl-MDW Chicago Midway

9h 55m2 stops Orlando Nashville Intl

6:00 am - 2:25 pmMDW Chicago Midway-MBJ Montego Bay Sangster Intl

7h 25m1 stop Baltimore/Washington

$724Southwest

Mon, Nov 9 - Sat, Jan 9

9:00 am - 4:18 pmKIN Kingston Norman Manley-MDW Chicago Midway

8h 18m1 stop Atlanta Hartsfield-Jackson

6:00 am - 8:00 pmMDW Chicago Midway-KIN Kingston Norman Manley

13h 00m1 stop Atlanta Hartsfield-Jackson

$943Delta

Booking Insights

KAYAK's insights & trends for flights to Midway

Get data-powered insights and trends for flights to Midway to help you find the cheapest flights, the best time to fly and much more.

Prices

What is the cheapest day to fly to Chicago? The average price of all round-trip flights to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.: Based on KAYAK data, the cheapest day to fly to Chicago is Saturday where round-trip tickets can be as cheap as $548. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $548 on average.
What is the cheapest time of day to fly to Chicago Midway Airport? The average price for all round-trip flights to Chicago Midway Airport depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.: The cheapest time of day to fly to Chicago Midway Airport is generally in the afternoon, when round-trip flights cost $479 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $479.

Find deals

Cheapest flight	$238

Flight from Montego Bay to Chicago Midway Airport

How far is Chicago Midway Airport from central Chicago?
Chicago Midway Airport is 9 miles from the center of Chicago.
How does KAYAK find such low prices on flights to Chicago Midway Airport?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago Midway Airport?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights to Chicago Midway Airport?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago Midway Airport?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.
How many direct flights to Chicago Midway Airport are there each week?
Each week there are around 1,597 direct flights from within Jamaica to Chicago Midway Airport. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Merrillville

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Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$238 Find Cheap Flights from Jamaica to Chicago Midway Airport - Compare and Save

Cheap Flights from Jamaica to Midway

Recent round-trip flight deals from Jamaica to Midway

Recent one-way flight deals from Jamaica to Midway

Recent last minute flight deals from Jamaica to Midway

KAYAK's insights & trends for flights to Midway

What is the cheapest day to fly to Chicago?

What is the cheapest time of day to fly to Chicago Midway Airport?

How long is the flight to Chicago Midway Airport?

How many direct flights to Chicago Midway Airport are there each day?

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