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Cheap flights from Montego Bay to Chicago from $149

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 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Spirit Airlines Logo
12:10 pm - 10:48 pmMBJ-ORD
10h 38m1 stop
Spirit Airlines Logo
5:05 am - 11:05 amORD-MBJ
6h 00m1 stop
$210Spirit Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 16
Spirit Airlines Logo
12:10 pm - 10:48 pmMBJ-ORD
10h 38m1 stop
Spirit Airlines Logo
5:05 am - 11:05 amORD-MBJ
6h 00m1 stop
$239Spirit Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 30
Spirit Airlines Logo
12:19 pm - 11:59 pmMBJ-ORD
11h 40m1 stop
Spirit Airlines Logo
5:05 am - 11:14 amORD-MBJ
6h 09m1 stop
$260Spirit Airlines
Find Deal
Thu, Aug 28 - Mon, Sep 1
Spirit Airlines Logo
12:19 pm - 11:59 pmMBJ-ORD
11h 40m1 stop
Spirit Airlines Logo
6:44 pm - 11:05 amORD-MBJ
16h 21m1 stop
$264Spirit Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 13
American Airlines Logo
2:00 pm - 6:30 pmMBJ-ORD
4h 30mnonstop
American Airlines Logo
8:30 am - 12:31 pmORD-MBJ
4h 01mnonstop
$334American Airlines
Find Deal
Thu, Aug 28 - Mon, Sep 1
American Airlines Logo
2:00 pm - 6:30 pmMBJ-ORD
4h 30mnonstop
American Airlines Logo
5:00 am - 1:49 pmORD-MBJ
8h 49m1 stop
$338American Airlines
Find Deal
Thu, Aug 28 - Mon, Sep 1
Logo
12:19 pm - 10:26 amMBJ-ORD
22h 07m2 stops
Logo
5:05 am - 1:20 pmORD-MBJ
8h 15m1 stop
$537
Find Deal
Sun, Aug 24 - Wed, Aug 27
Logo
7:00 am - 11:59 pmMBJ-ORD
16h 59m3 stops
Logo
5:16 pm - 11:14 amORD-MBJ
17h 58m2 stops
$974
Find Deal
Thu, Aug 28 - Mon, Sep 1
Air Canada Logo
12:00 pm - 9:09 amMBJ-ORD
21h 09m1 stop
Air Canada Logo
6:06 pm - 11:10 amORD-MBJ
17h 04m2 stops
$1,303Air Canada
Find Deal
Thu, Aug 28 - Mon, Sep 1
Air Canada Logo
12:00 pm - 8:01 amMBJ-ORD
20h 01m2 stops
Air Canada Logo
6:06 pm - 11:10 amORD-MBJ
17h 04m2 stops
$1,513Air Canada
Find Deal
Thu, Aug 28 - Mon, Sep 1

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

Our best Spirit Airlines deals on Montego Bay to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Sep 10
MBJ12:10 pmMontego Bay Sangster Intl
10h 38m
1 stop
ORD10:48 pmChicago O'Hare Intl
Sep 16
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
$210
Find similar
Spirit Airlines
Sep 10
MBJ12:10 pmMontego Bay Sangster Intl
10h 38m
1 stop
ORD10:48 pmChicago O'Hare Intl
Sep 30
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
$239
Find similar
Spirit Airlines
Aug 28
MBJ12:19 pmMontego Bay Sangster Intl
11h 40m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 1
ORD5:05 amChicago O'Hare Intl
6h 09m
1 stop
MBJ11:14 amMontego Bay Sangster Intl
$260
Find similar

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
Aug 28
MBJ2:00 pmMontego Bay Sangster Intl
4h 30m
ORD6:30 pmChicago O'Hare Intl
Sep 1
ORD8:30 amChicago O'Hare Intl
4h 01m
MBJ12:31 pmMontego Bay Sangster Intl
$334
Find similar
American Airlines
Aug 28
MBJ2:00 pmMontego Bay Sangster Intl
4h 30m
ORD6:30 pmChicago O'Hare Intl
Sep 1
ORD5:00 amChicago O'Hare Intl
8h 49m
1 stop
MBJ1:49 pmMontego Bay Sangster Intl
$338
Find similar
American Airlines
Sep 10
MBJ1:55 pmMontego Bay Sangster Intl
9h 53m
2 stops
ORD11:48 pmChicago O'Hare Intl
Sep 30
ORD5:00 amChicago O'Hare Intl
8h 38m
1 stop
MBJ1:38 pmMontego Bay Sangster Intl
$353
Find similar

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 August 14, 2025.
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

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/10

12:10 pm-10:48 pm

1 stop10h 38m

Chicago O'Hare Intl

Tue 9/16

5:05 am-11:05 am

1 stop6h 00m

$210

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/10

12:10 pm-10:48 pm

1 stop10h 38m

Chicago O'Hare Intl

Tue 9/30

5:05 am-11:05 am

1 stop6h 00m

$239

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/28

12:19 pm-11:59 pm

1 stop11h 40m

Chicago O'Hare Intl

Mon 9/1

5:05 am-11:14 am

1 stop6h 09m

$260

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 8/30

12:19 pm-11:59 pm

1 stop11h 40m

Chicago O'Hare Intl

Sat 9/13

6:44 pm-11:05 am

1 stop16h 21m

$264

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/28

2:00 pm-6:30 pm

Nonstop4h 30m

Chicago O'Hare Intl

Mon 9/1

8:30 am-12:31 pm

Nonstop4h 01m

$334

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/28

2:00 pm-6:30 pm

Nonstop4h 30m

Chicago O'Hare Intl

Mon 9/1

5:00 am-1:49 pm

1 stop8h 49m

$338

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 8/24

12:19 pm-10:26 am

2 stops22h 07m

Chicago O'Hare Intl

Wed 8/27

5:05 am-1:20 pm

1 stop8h 15m

$537

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/28

7:00 am-11:59 pm

3 stops16h 59m

Chicago O'Hare Intl

Mon 9/1

5:16 pm-11:14 am

2 stops17h 58m

$974

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/28

12:00 pm-9:09 am

1 stop21h 09m

Chicago O'Hare Intl

Mon 9/1

6:06 pm-11:10 am

2 stops17h 04m

$1,303

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 8/28

12:00 pm-8:01 am

2 stops20h 01m

Chicago O'Hare Intl

Mon 9/1

6:06 pm-11:10 am

2 stops17h 04m

$1,513

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montego Bay averaging around $408.

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 $440. 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 $634.

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 $446 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $498. 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 Sangster Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Montego Bay Sangster Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of August 2025, prices for Montego Bay to Chicago O'Hare Intl Airport flights are approximately 13% more expensive 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

$149

Fastest flight time

4h 28m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montego Bay in the past 72 hours is $149. The best round-trip flight deal from Montego Bay to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $210.
The fastest flight from Montego Bay to Chicago O'Hare Intl Airport takes 4h 28m
Direct flights go from Montego Bay to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 30m.

  • 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
Spirit AirlinesPriceFrom $251Free CancellationRating
6.3
8,045 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $383Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
American AirlinesPriceFrom $410Free CancellationRating
7.2
10,000 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 $410 round-trip. Over the 7 American Airlines flights for this route in a normal week, average airfare is usually $490 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
Rockford
South Haven
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Orland Park
Elgin
Aurora
Janesville
Benton Harbor

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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