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Cheap flights from Chicago (CHI) to Jamaica

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How to find the cheapest flight from
Chicago (CHI) to Jamaica

How far in advance should I book a flight from Chicago to Jamaica?

Find a great deal and save up to 3% by booking at least 49 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Jamaica within the next two weeks, with the cheapest ticket starting at $441.

What is the cheapest month to fly from Chicago to Jamaica?

The best pricing can be found in the month of August. Prices to Jamaica from Chicago average $452. You can even find prices in August for less than $452, as users have found deals to Jamaica from as low as $210. The month of December appears to be one of the more expensive times to travel to Jamaica from Chicago. Flying in the targeted month can save you up to 29%.

Cheap flights from Chicago to Jamaica in December, January 2021

The best prices found for CHI to Jamaica flights for December, January
23 Dec - 30 Dec
$222pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
20 Jan - 27 Jan
$231pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
21 Jan - 26 Jan
$232pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Jamaica 2021 flight deals

Cheap flights to Jamaica from Chicago found for this year
23 Dec - 30 Dec
$222pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
21 Dec - 31 Dec
$232pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
13 Dec - 17 Dec
$235pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Jamaica from Chicago

Save time with Chicago to Jamaica direct flight deals
26 Jan - 1 Feb
$400pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
13 Jan - 20 Jan
$404pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
13 Jan - 18 Jan
$460pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Jamaica

Late deals on round-trip flights to Jamaica from Chicago, departing today and this week
13 Dec - 17 Dec
$235pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Dec - 16 Dec
$242pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Dec - 16 Dec
$250pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MBJ
Montego Bay Sangster Intl
MBJ
Montego Bay Sangster Intl
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Jamaica from Chicago

The cheapest one-way flights from Chicago to Jamaica
12:15 am - 9:54 am
Spirit Airlines
1 Stop
8h 39m
ORD - MBJ
Spirit Airlines
$85
mytrip.com
12:15 am - 9:54 am
Spirit Airlines
1 Stop
8h 39m
ORD - MBJ
Spirit Airlines
$87
FlightNetwork
12:15 am - 9:54 am
Spirit Airlines
1 Stop
8h 39m
ORD - MBJ
Spirit Airlines
$94
FareScan

Related info for your journey

Useful info, stats and facts about Chicago to Jamaica flights.

Flight FAQs

From Chicago to Jamaica

Are flight prices decreasing from Chicago to Jamaica due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Jamaica for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Jamaica to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Jamaica. Policies will vary by airline.

Which airlines flying from Chicago to Jamaica have flexible cancellations due to COVID-19?

Some of our airline partners flying from Chicago to Jamaica have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Spirit Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Chicago to Jamaica for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Jamaica for under $300. The cheapest flight booked recently is on Spirit Airlines for just $222, but on average you can expect to pay $244.

Are there nonstop flights from Chicago to Jamaica for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Jamaica under $400. A good price for a nonstop flight from Chicago to Jamaica is less than $540.

Are there last-minute flights available from Chicago to Jamaica for under $300?

There are currently 20+ open flights from Chicago to Jamaica within the next 7 days for less than $300.

What are the most popular routes from Chicago to Jamaica?

The most popular route from Chicago to Jamaica is Chicago O'Hare Intl - Montego Bay Sangster Intl. You may also consider Chicago Midway - Montego Bay Sangster Intl or Chicago O'Hare Intl - Kingston Norman Manley.

How long is the flight from Chicago to Jamaica?

Spirit Airlines, Delta, and JetBlue can get you from Chicago to Jamaica in just under 5h 31m. Your travel time can differ by up to 55m. This flight may include one or multiple stops.

What is the cheapest airline to fly from Chicago to Jamaica round-trip?

Currently priced at $222, Spirit Airlines will fly you from Chicago to Jamaica and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip.

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

$85 is the cheapest one-way deal found within the past few days, from Spirit Airlines.

Arrival points for flights from Chicago to Jamaica

Destination information for Jamaica

Things to know before you go. Useful info for your trip from Chicago to Jamaica
Today's exchange rate
$1 = $144.39

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing

Montego Bay (MBJ)
Negril (NEG)
Ocho Rios (OCJ)

Top 7 airlines from Chicago to Jamaica

The chart below displays the airlines Cheapflights users traveling from Chicago to Jamaica choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Copa Airlines
$238 $417 No change fee 70%
Spirit Airlines
$179 $430 No cancel fee 65%
JetBlue
$200 $466 No cancel fee 62%
American Airlines
$204 $599 No cancel fee 71%
Delta
$208 $637 No cancel fee N/A
Air Canada
$316 $637 No cancel fee 67%
United Airlines
$241 $638 No cancel fee 69%
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