Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Montego Bay to Chicago from $187

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montego Bay to Chicago departing on 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Montego Bay to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
8:40 am - 12:50 pm
ORD
-
MBJ
4h 10mnonstop
$302United Airlines
Sat, Jul 11 - Sat, Jul 18
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
6:30 am - 1:30 pm
ORD
-
MBJ
7h 00m
1 stop
$306United Airlines
Sat, Jul 11 - Sat, Jul 18
United Airlines Logo
4:12 pm - 11:26 pm
MBJ
-
ORD
7h 14m
1 stop
United Airlines Logo
8:40 am - 12:50 pm
ORD
-
MBJ
4h 10mnonstop
$312United Airlines
Tue, Jun 9 - Sat, Jun 13
United Airlines Logo
2:40 pm - 7:59 am
MBJ
-
ORD
17h 19m
1 stop
United Airlines Logo
6:30 am - 3:10 pm
ORD
-
MBJ
8h 40m
1 stop
$316United Airlines
Wed, Jun 24 - Tue, Jun 30
United Airlines Logo
2:40 pm - 7:59 am
MBJ
-
ORD
17h 19m
1 stop
United Airlines Logo
6:30 am - 3:10 pm
ORD
-
MBJ
8h 40m
1 stop
$356United Airlines
Wed, Jun 24 - Tue, Jun 30
United Airlines Logo
4:12 pm - 11:26 pm
MBJ
-
ORD
7h 14m
1 stop
United Airlines Logo
6:30 am - 3:10 pm
ORD
-
MBJ
8h 40m
1 stop
$382United Airlines
Tue, Jun 2 - Tue, Jun 9
American Airlines Logo
2:31 pm - 7:10 pm
MBJ
-
ORD
4h 39mnonstop
American Airlines Logo
9:31 am - 1:31 pm
ORD
-
MBJ
4h 00mnonstop
$406American Airlines
Wed, Jun 24 - Tue, Jun 30
American Airlines Logo
5:17 pm - 12:24 am
MBJ
-
ORD
7h 07m
1 stop
American Airlines Logo
5:00 am - 10:50 am
ORD
-
MBJ
5h 50m
1 stop
$409American Airlines
Thu, May 28 - Wed, Sep 9
American Airlines Logo
2:31 pm - 7:10 pm
MBJ
-
ORD
4h 39mnonstop
American Airlines Logo
6:29 am - 2:00 pm
ORD
-
MBJ
7h 31m
1 stop
$411American Airlines
Wed, Jun 24 - Tue, Jun 30
American Airlines Logo
2:08 pm - 12:24 am
MBJ
-
ORD
10h 16m
1 stop
American Airlines Logo
5:00 am - 12:45 pm
ORD
-
MBJ
7h 45m
2 stops
$414American Airlines
Thu, May 28 - Wed, Sep 9

United Airlines flights from Montego Bay to Chicago O'Hare Intl Airport

Our best United Airlines deals on Montego Bay to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jul 11
MBJ1:52 pmMontego Bay Sangster Intl
4h 23m
ORD6:15 pmChicago O'Hare Intl
Jul 18
ORD8:40 amChicago O'Hare Intl
4h 10m
MBJ12:50 pmMontego Bay Sangster Intl
$302
United Airlines
Jul 11
MBJ1:52 pmMontego Bay Sangster Intl
4h 23m
ORD6:15 pmChicago O'Hare Intl
Jul 18
ORD6:30 amChicago O'Hare Intl
7h 00m
1 stop
MBJ1:30 pmMontego Bay Sangster Intl
$306
United Airlines
Jun 5
MBJ4:12 pmMontego Bay Sangster Intl
24h 50m
1 stop
ORD5:02 pmChicago O'Hare Intl
Jun 20
ORD8:40 amChicago O'Hare Intl
4h 10m
MBJ12:50 pmMontego Bay Sangster Intl
$312

Air Canada flights from Montego Bay to Chicago O'Hare Intl Airport

Our best Air Canada deals on Montego Bay to Chicago O'Hare Intl Airport flight tickets
Air Canada
Jun 13
MBJ12:30 pmMontego Bay Sangster Intl
20h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
Jun 20
ORD3:45 pmChicago O'Hare Intl
19h 35m
1 stop
MBJ11:20 amMontego Bay Sangster Intl
$459
Air Canada
Jun 13
MBJ12:30 pmMontego Bay Sangster Intl
19h 15m
2 stops
ORD7:45 amChicago O'Hare Intl
Jun 20
ORD8:40 pmChicago O'Hare Intl
14h 40m
1 stop
MBJ11:20 amMontego Bay Sangster Intl
$480
Air Canada
Jun 13
MBJ12:30 pmMontego Bay Sangster Intl
19h 15m
2 stops
ORD7:45 amChicago O'Hare Intl
Jun 20
ORD6:22 pmChicago O'Hare Intl
16h 58m
2 stops
MBJ11:20 amMontego Bay Sangster Intl
$485

momondo Fare Finder

 
Customize your flight search to find flights from Montego Bay to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated May 18, 2026.
Use the filters below to find and compare flights from Montego Bay to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 7/11

1:52 pm-6:15 pm

Nonstop4h 23m

Chicago O'Hare Intl

Sat 7/18

8:40 am-12:50 pm

Nonstop4h 10m

$302

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 7/11

1:52 pm-6:15 pm

Nonstop4h 23m

Chicago O'Hare Intl

Sat 7/18

6:30 am-1:30 pm

1 stop7h 00m

$306

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 6/9

4:12 pm-11:26 pm

1 stop7h 14m

Chicago O'Hare Intl

Sat 6/13

8:40 am-12:50 pm

Nonstop4h 10m

$312

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 6/24

2:40 pm-7:59 am

1 stop17h 19m

Chicago O'Hare Intl

Tue 6/30

6:30 am-3:10 pm

1 stop8h 40m

$316

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 6/24

2:40 pm-7:59 am

1 stop17h 19m

Chicago O'Hare Intl

Tue 6/30

6:30 am-3:10 pm

1 stop8h 40m

$356

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 6/2

4:12 pm-11:26 pm

1 stop7h 14m

Chicago O'Hare Intl

Tue 6/9

6:30 am-3:10 pm

1 stop8h 40m

$382

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 6/24

2:31 pm-7:10 pm

Nonstop4h 39m

Chicago O'Hare Intl

Tue 6/30

9:31 am-1:31 pm

Nonstop4h 00m

$406

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 5/28

5:17 pm-12:24 am

1 stop7h 07m

Chicago O'Hare Intl

Wed 9/9

5:00 am-10:50 am

1 stop5h 50m

$409

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 6/24

2:31 pm-7:10 pm

Nonstop4h 39m

Chicago O'Hare Intl

Tue 6/30

6:29 am-2:00 pm

1 stop7h 31m

$411

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 5/28

2:08 pm-12:24 am

1 stop10h 16m

Chicago O'Hare Intl

Wed 9/9

5:00 am-12:45 pm

2 stops7h 45m

$414

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Montego Bay to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Montego Bay and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montego Bay averaging around $326.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $410. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Montego Bay because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $533.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Montego Bay at noon is the least expensive time of day to depart. momondo users have found prices as low as $453 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $454. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Montego Bay Sangster Intl to Chicago O'Hare Intl flight route?

Fly from Montego Bay Sangster Intl to Chicago O'Hare Intl for the best Montego Bay Sangster Intl - Chicago O'Hare Intl flight prices

Can stopping save me money on Montego Bay to Chicago O'Hare Intl Airport flights?

You could potentially save up to 5% on your flight if you consider stops on a Montego Bay to Chicago O'Hare Intl Airport flight.

How have Montego Bay to Chicago O'Hare Intl Airport flight prices changed over time?

As of May 2026, prices for Montego Bay to Chicago O'Hare Intl Airport flights are approximately 14% cheaper when compared to flights at the same time last year.

When to book flights from Montego Bay to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montego Bay to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Montego Bay to Chicago O'Hare Intl Airport (MBJ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montego Bay to Chicago O'Hare Intl Airport

Best Price Found

$233

Fastest flight time

4h 23m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montego Bay in the past 72 hours is $233. The best round-trip flight deal from Montego Bay to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $320.
The fastest flight from Montego Bay to Chicago O'Hare Intl Airport takes 4h 23m
Direct flights go from Montego Bay to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Montego Bay to Chicago O'Hare Intl Airport

  • How far is Montego Bay Sangster Intl to Chicago O'Hare Intl by plane?

    The distance between Montego Bay Sangster Intl and Chicago O'Hare Intl is about 1726.0 mi. A reasonable flight in good conditions will take 4h 23m.

  • When did momondo last update prices for flights from Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Montego Bay to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Montego Bay to Chicago O'Hare Intl Airport?

Best airlines flying from Montego Bay to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Montego Bay to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $281Free CancellationRating
7.4
9,737 reviews
Search United Airlines flights
American AirlinesPriceFrom $281Free CancellationRating
7.1
11,649 reviews
Search American Airlines flights

  • American Airlines Flights From Montego Bay to Chicago O'Hare Intl Airport

    American Airlines flight deals from Montego Bay to Chicago O'Hare Intl Airport start from $281 round-trip. Over the 6 American Airlines flights for this route in a normal week, average airfare is usually $430 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

Why use momondo?

Why should I use momondo to find a flight deal from Montego Bay to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Montego Bay.

Can I find flights from Montego Bay to Chicago with flexible booking policies on momondo?

Flights from Montego Bay to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Montego Bay to Chicago?

Once all potential Montego Bay to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Montego Bay to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Montego Bay and alert you when they change.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 6/17
Wed 6/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago