Cheap Flight Deals From Chicago (CHI) to Montego Bay (MBJ) Starting at $113

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This Weekend's Flight Deals from Chicago to Montego Bay

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 7 - Sat, Oct 14
ORD
O'Hare Intl.
MBJ
Sir Donald Sangster Intl.
$294 Roundtrip, just found
$294
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 7 from O'Hare Intl. to Sir Donald Sangster Intl., returning Sat, Oct 14, priced at $294 just found
Sun, Oct 8 - Sat, Oct 14
MDW
Midway Intl.
MBJ
Sir Donald Sangster Intl.
$301 Roundtrip, found 8 hours ago
$301
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sun, Oct 8 from Midway Intl. to Sir Donald Sangster Intl., returning Sat, Oct 14, priced at $301 found 8 hours ago

Airfares from $113 One Way, $256 Round Trip from Chicago to Montego Bay

Prices starting at $256 for return flights and $113 for one-way flights to Montego Bay were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 24 - Sat, Oct 28
ORD
Chicago
MBJ
Montego Bay
$256 Roundtrip, just found
$256
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 24 from Chicago to Montego Bay, returning Sat, Oct 28, priced at $256 just found
Tue, Oct 31 - Tue, Nov 7
ORD
Chicago
MBJ
Montego Bay
$264 Roundtrip, found 2 hours ago
$264
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Oct 31 from Chicago to Montego Bay, returning Tue, Nov 7, priced at $264 found 2 hours ago
Tue, Oct 24 - Sat, Oct 28
MDW
Chicago
MBJ
Montego Bay
$270 Roundtrip, just found
$270
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 24 from Chicago to Montego Bay, returning Sat, Oct 28, priced at $270 just found
Mon, Dec 4 - Mon, Dec 11
ORD
Chicago
MBJ
Montego Bay
$270 Roundtrip, found 2 hours ago
$270
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Dec 4 from Chicago to Montego Bay, returning Mon, Dec 11, priced at $270 found 2 hours ago
Tue, Oct 31 - Tue, Nov 7
ORD
Chicago
MBJ
Montego Bay
$324 Roundtrip, found 2 hours ago
$324
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Oct 31 from Chicago to Montego Bay, returning Tue, Nov 7, priced at $324 found 2 hours ago

Montego Bay economy flight packages

Blue Skies Beach Resort
3.5-star property

Blue Skies Beach Resort

7.8/10 Good! (8 reviews)

Nov 7 - Nov 15

8 night stay

Chicago (ORD) to Montego Bay (MBJ)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flightPrice was $1,923, price is now $1,564 per person
per person
The resort is a small resort on the section of the 7 mile beach. It is still going through renovations, which according to the owner should be done by the end of the year. The rooms were nice, unique, roomy and clean. Because of the renovations, it's not as pretty as it will hopefully be by the time it's completed. The staff was amazing and friendly. The one thing about the trip I did not like was how the owner treated her staff. I don't know why she treated them as if they were not worthy of respect. They all were very hospitable to guests and customers who were not staying at the hotel. I was very disappointed to see this. The owner seemed to bend over backwards and gave preferential treatment to those she knew personally and guests she related with. Other than the interactions with the owner and staff and the owner's tasteless actions, it was a nice resort. I personally would not return because of the owner. The area around the resort can be overwhelming with individuals constantly trying to offer substances or get you to buy their products or go on excursions with them. If going off the resort (not the beach side) be sure to use transportation provided or coordinated through the hotel. The beach area itself is very beautiful and you have multiple resorts along the beach to eat at. Lilly's was our favorite. Great food and service. It's only a half mile down from the resort. You got great food and great portions for reasonable prices.

Reviewed on Mar 21, 2023

Beaches Ocho Rios - ALL INCLUSIVE
4.5-star property

Beaches Ocho Rios - ALL INCLUSIVE

7/10 Good! (44 reviews)

Oct 30 - Nov 3

4 night stay

Chicago (ORD) to Montego Bay (MBJ)

Spirit Airlines • Non-stop roundtrip • Coach
Price was $1,574, price is now $1,327 per person
per person
Day care, but we did not use it

Reviewed on Dec 15, 2022

Sandals Montego Bay - ALL INCLUSIVE Couples Only
5.0-star property

Sandals Montego Bay - ALL INCLUSIVE Couples Only

8.6/10 Excellent! (213 reviews)

Oct 30 - Nov 3

4 night stay

Chicago (ORD) to Montego Bay (MBJ)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flightPrice was $4,092, price is now $3,454 per person
per person
Great resort. Need more Jamaican food for dinner and breakfast.

Reviewed on Jul 23, 2019

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Prices and availability subject to change. Additional terms may apply.

More About Flying To Montego Bay from Chicago

Route Information for Flights from Chicago to Montego Bay

Origin Airport IATA Code
CHI
Destination Airport IATA Code
MBJ
Distance
1725 mi
Direct Flight Airlines
American Airlines
Earliest Flight Arrival
6:06PM UTC
Latest Flight Arrival
6:06PM UTC

Fly from Chicago to Montego Bay

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Flying to Montego Bay

Many travelers visit this Jamaican tropical paradise each year to enjoy a well-deserved vacation, so it may require effort to find cheap flights to Montego Bay. Orbitz.com can help you find great deals for airfares, hotels, and rentals.

Airports in Montego Bay

Sangster International Airport will serve as your gateway to Montego Bay. The airport is only three miles east of the city and is served by major airlines like American, US Airways, Delta, United, and Spirit. Orbitz.com will help you find cheap flights to Montego Bay on these and other traditional and low-cost airlines.

Ground Transportation From the Airport

A taxi to Montego Bay will cost about $10. Rental cars represent a good option for travelers who plan to visit other areas of Jamaica. Orbitz.com can help you identify hotels offering shuttle services should you wish to stay at a property that offers airport pickups.

Weather in Montego Bay

Temperatures in Montego Bay are warm throughout the year, with highs in the mid-80s to around 90 and lows mainly in the lower 70s. Rain can fall throughout the year but is most common from April through November. Prepare for your trip by packing comfortable resort and beachwear, and don't forget an umbrella.

Activities in Montego Bay

There is no bad time of the year to visit Montego Bay, as there is always something to do. Spending time at your resort or the beach is always a great option. Golfers may enjoy a game at Cinnamon Hill Golf Course, while history buffs may enjoy the Croydon Plantation. After searching Orbitz.com for cheap flights to Montego Bay, stay on the site and study some possible activities for your trip.

Frequently asked questions

Am I able to catch a flight from Chicago to Montego Bay now?
The Covid-19 Travel Advisor can answer all your queries about quarantine and travel restrictions when taking a flight from Chicago to Montego Bay.
Are there non-stop flights from Chicago to Montego Bay?
There is. You can fly directly from Chicago to Montego Bay with United Airlines. It’s the only carrier that travels nonstop from O’Hare Intl. Airport (ORD) to Montego Bay (MBJ-Sir Donald Sangster Intl.).
What is the shortest flight from Chicago to Montego Bay?
The quickest flight time from Chicago to Montego Bay is 4 hours and 29 minutes, which gives you loads of time to indulge in a drink or get carried away with a good book.
What airlines fly from Chicago to Montego Bay most frequently?
United Airlines offers the most flights along this route. This top-rated air carrier operates 4 flights from O’Hare Airport to Montego Bay (MBJ-Sir Donald Sangster Intl.) each month.
If I am not able to travel due to COVID-19, can I cancel my flight to Montego Bay?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Montego Bay have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Montego Bay with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Montego Bay without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.