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Cheap flights from Montego Bay to Chicago from $209

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 12/25. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Montego Bay to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:14 pm - 8:55 pm
MBJ
-
ORD
7h 41m
1 stop
Delta Logo
6:40 am - 3:34 pm
ORD
-
MBJ
8h 54m
1 stop
$337Delta
Wed, Sep 16 - Sat, Sep 26
American Airlines Logo
2:12 pm - 6:55 pm
MBJ
-
ORD
4h 43mnonstop
American Airlines Logo
9:00 am - 1:12 pm
ORD
-
MBJ
4h 12mnonstop
$414American Airlines
Tue, Aug 25 - Sat, Sep 5
American Airlines Logo
2:12 pm - 6:55 pm
MBJ
-
ORD
4h 43mnonstop
American Airlines Logo
8:49 pm - 2:23 pm
ORD
-
MBJ
17h 34m
1 stop
$419American Airlines
Tue, Aug 25 - Sat, Sep 5
American Airlines Logo
3:23 pm - 7:30 am
MBJ
-
ORD
16h 07m
1 stop
American Airlines Logo
7:00 am - 4:08 pm
ORD
-
MBJ
9h 08m
1 stop
$429American Airlines
Tue, Aug 25 - Sat, Sep 5
American Airlines Logo
1:00 pm - 11:36 pm
MBJ
-
ORD
10h 36m
2 stops
American Airlines Logo
5:20 am - 12:53 pm
ORD
-
MBJ
7h 33m
2 stops
$434American Airlines
Wed, Sep 16 - Sat, Sep 26
American Airlines Logo
2:09 pm - 12:26 am
MBJ
-
ORD
10h 17m
1 stop
American Airlines Logo
6:00 am - 4:08 pm
ORD
-
MBJ
10h 08m
1 stop
$436American Airlines
Fri, Jul 31 - Sun, Aug 9
Copa Airlines Logo
12:22 pm - 1:57 pm
MBJ
-
ORD
25h 35m
1 stop
Copa Airlines Logo
3:21 pm - 11:15 am
ORD
-
MBJ
19h 54m
1 stop
$447Copa Airlines
Mon, Jul 6 - Sat, Aug 22
Copa Airlines Logo
12:22 pm - 1:02 am
MBJ
-
ORD
12h 40m
1 stop
Copa Airlines Logo
8:02 am - 10:11 am
ORD
-
MBJ
26h 09m
1 stop
$451Copa Airlines
Wed, Aug 12 - Sat, Aug 29
American Airlines Logo
2:36 pm - 7:27 pm
MBJ
-
ORD
4h 51mnonstop
American Airlines Logo
8:05 am - 12:06 pm
ORD
-
MBJ
4h 01mnonstop
$453American Airlines
Sat, Jul 11 - Sat, Oct 24
American Airlines Logo
2:36 pm - 7:27 pm
MBJ
-
ORD
4h 51mnonstop
American Airlines Logo
8:05 am - 12:06 pm
ORD
-
MBJ
4h 01mnonstop
$454American Airlines
Sat, Jul 11 - Sat, Oct 24

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

Our best American Airlines deals on Montego Bay to Chicago O'Hare Intl Airport flight tickets
American Airlines
Oct 16
MBJ12:13 pmMontego Bay Sangster Intl
11h 49m
1 stop
ORD12:02 amChicago O'Hare Intl
Oct 20
ORD6:00 amChicago O'Hare Intl
10h 12m
1 stop
MBJ4:12 pmMontego Bay Sangster Intl
$346
American Airlines
Oct 16
MBJ12:13 pmMontego Bay Sangster Intl
11h 01m
2 stops
ORD11:14 pmChicago O'Hare Intl
Oct 20
ORD5:00 amChicago O'Hare Intl
11h 12m
1 stop
MBJ4:12 pmMontego Bay Sangster Intl
$351
American Airlines
Jul 4
MBJ5:14 pmMontego Bay Sangster Intl
17h 24m
2 stops
ORD10:38 amChicago O'Hare Intl
Jul 11
ORD4:45 pmChicago O'Hare Intl
20h 24m
2 stops
MBJ1:09 pmMontego Bay Sangster Intl
$408

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

Our best Copa Airlines deals on Montego Bay to Chicago O'Hare Intl Airport flight tickets
Copa Airlines
Jul 6
MBJ12:22 pmMontego Bay Sangster Intl
25h 35m
1 stop
ORD1:57 pmChicago O'Hare Intl
Aug 22
ORD3:21 pmChicago O'Hare Intl
19h 54m
1 stop
MBJ11:15 amMontego Bay Sangster Intl
$447
Copa Airlines
Aug 12
MBJ12:22 pmMontego Bay Sangster Intl
12h 40m
1 stop
ORD1:02 amChicago O'Hare Intl
Aug 29
ORD8:02 amChicago O'Hare Intl
26h 09m
1 stop
MBJ10:11 amMontego Bay Sangster Intl
$451
Copa Airlines
Jul 15
MBJ12:22 pmMontego Bay Sangster Intl
25h 35m
1 stop
ORD1:57 pmChicago O'Hare Intl
Oct 24
ORD8:01 amChicago O'Hare Intl
27h 17m
1 stop
MBJ11:18 amMontego Bay Sangster Intl
$458

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 July 3, 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

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/16

1:14 pm-8:55 pm

1 stop7h 41m

Chicago O'Hare Intl

Sat 9/26

6:40 am-3:34 pm

1 stop8h 54m

$337

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 8/25

2:12 pm-6:55 pm

Nonstop4h 43m

Chicago O'Hare Intl

Sat 9/5

9:00 am-1:12 pm

Nonstop4h 12m

$414

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 8/25

2:12 pm-6:55 pm

Nonstop4h 43m

Chicago O'Hare Intl

Sat 9/5

8:49 pm-2:23 pm

1 stop17h 34m

$419

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 8/25

3:23 pm-7:30 am

1 stop16h 07m

Chicago O'Hare Intl

Sat 9/5

7:00 am-4:08 pm

1 stop9h 08m

$429

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/16

1:00 pm-11:36 pm

2 stops10h 36m

Chicago O'Hare Intl

Sat 9/26

5:20 am-12:53 pm

2 stops7h 33m

$434

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 7/31

2:09 pm-12:26 am

1 stop10h 17m

Chicago O'Hare Intl

Sun 8/9

6:00 am-4:08 pm

1 stop10h 08m

$436

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 7/6

12:22 pm-1:57 pm

1 stop25h 35m

Chicago O'Hare Intl

Sat 8/22

3:21 pm-11:15 am

1 stop19h 54m

$447

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 8/12

12:22 pm-1:02 am

1 stop12h 40m

Chicago O'Hare Intl

Sat 8/29

8:02 am-10:11 am

1 stop26h 09m

$451
Quickest round-trip

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 7/11

2:36 pm-7:27 pm

Nonstop4h 51m

Chicago O'Hare Intl

Sat 10/24

8:05 am-12:06 pm

Nonstop4h 01m

$453

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 7/11

2:36 pm-7:27 pm

Nonstop4h 51m

Chicago O'Hare Intl

Sat 10/24

8:05 am-12:06 pm

Nonstop4h 01m

$454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montego Bay averaging around $348.

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 $413. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $531.

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 in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $454 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $467. 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

What cabin class options are available on Montego Bay to Chicago O'Hare Intl Airport flights?

There are 3 cabin classes available to choose from on Montego Bay to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 19% 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 July 2026, prices for Montego Bay to Chicago O'Hare Intl Airport flights are approximately 17% 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

$274

Fastest flight time

4h 26m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montego Bay in the past 72 hours is $274. The best round-trip flight deal from Montego Bay to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $311.
The fastest flight from Montego Bay to Chicago O'Hare Intl Airport takes 4h 26m
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 26m.

  • 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
9,927 reviews
Search United Airlines flights
American AirlinesPriceFrom $281Free CancellationRating
7.1
11,764 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 7 American Airlines flights for this route in a normal week, average airfare is usually $411 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

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.

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