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Cheap flights from Montego Bay to Chicago from $160

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 12/17. 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

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Spirit Airlines Logo
12:09 pm - 6:38 pmMBJ-ORD
6h 29m1 stop
Spirit Airlines Logo
5:05 am - 11:00 amORD-MBJ
5h 55m1 stop
$226Spirit Airlines
Find Deal
Thu, Oct 23 - Wed, Oct 29
Spirit Airlines Logo
12:09 pm - 6:38 pmMBJ-ORD
6h 29m1 stop
Spirit Airlines Logo
5:05 am - 11:00 amORD-MBJ
5h 55m1 stop
$234Spirit Airlines
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Fri, Oct 24 - Sun, Oct 26
American Airlines Logo
1:50 pm - 6:23 pmMBJ-ORD
4h 33mnonstop
American Airlines Logo
6:00 am - 1:30 pmORD-MBJ
7h 30m1 stop
$320American Airlines
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Thu, Oct 23 - Wed, Oct 29
American Airlines Logo
1:50 pm - 6:23 pmMBJ-ORD
4h 33mnonstop
American Airlines Logo
5:00 am - 12:00 pmORD-MBJ
7h 00m1 stop
$325American Airlines
Find Deal
Fri, Oct 24 - Sun, Oct 26
Multiple Airlines Logo
12:10 pm - 11:23 amMBJ-ORD
23h 13m2 stops
Multiple Airlines Logo
5:05 am - 11:00 amORD-MBJ
5h 55m1 stop
$335Multiple Airlines
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Thu, Oct 23 - Wed, Oct 29
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
United Airlines Logo
8:42 am - 1:46 pmORD-MBJ
4h 04mnonstop
$345United Airlines
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Fri, Dec 12 - Fri, Jan 2
United Airlines Logo
2:48 pm - 6:13 pmMBJ-ORD
4h 25mnonstop
United Airlines Logo
9:23 pm - 2:05 pmORD-MBJ
15h 42m1 stop
$350United Airlines
Find Deal
Fri, Dec 12 - Fri, Jan 2
Multiple Airlines Logo
12:10 pm - 6:54 pmMBJ-ORD
30h 44m2 stops
Multiple Airlines Logo
6:54 pm - 11:00 amORD-MBJ
16h 06m2 stops
$364Multiple Airlines
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Fri, Oct 24 - Sun, Oct 26
Delta Logo
2:29 pm - 12:02 amMBJ-ORD
10h 33m1 stop
Delta Logo
9:41 am - 8:41 pmORD-MBJ
10h 00m2 stops
$368Delta
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Fri, Dec 12 - Fri, Jan 2
Delta Logo
5:58 pm - 12:02 amMBJ-ORD
7h 04m1 stop
Delta Logo
9:41 am - 8:41 pmORD-MBJ
10h 00m2 stops
$411Delta
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Fri, Dec 12 - Fri, Jan 2

Delta flights from Montego Bay to Chicago O'Hare Intl Airport

Our best Delta deals on Montego Bay to Chicago O'Hare Intl Airport flight tickets
Delta
Dec 12
MBJ2:29 pmMontego Bay Sangster Intl
10h 33m
1 stop
ORD12:02 amChicago O'Hare Intl
Jan 2
ORD9:41 amChicago O'Hare Intl
10h 00m
2 stops
MBJ8:41 pmMontego Bay Sangster Intl
$368
Find similar
Delta
Dec 12
MBJ5:58 pmMontego Bay Sangster Intl
7h 04m
1 stop
ORD12:02 amChicago O'Hare Intl
Jan 2
ORD9:41 amChicago O'Hare Intl
10h 00m
2 stops
MBJ8:41 pmMontego Bay Sangster Intl
$411
Find similar
Delta
Jan 6
MBJ8:00 amMontego Bay Sangster Intl
9h 37m
2 stops
ORD4:37 pmChicago O'Hare Intl
Jan 9
ORD7:00 amChicago O'Hare Intl
12h 25m
2 stops
MBJ8:25 pmMontego Bay Sangster Intl
$636
Find similar

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
Oct 23
MBJ12:09 pmMontego Bay Sangster Intl
6h 29m
1 stop
ORD6:38 pmChicago O'Hare Intl
Oct 29
ORD5:05 amChicago O'Hare Intl
5h 55m
1 stop
MBJ11:00 amMontego Bay Sangster Intl
$226
Find similar
Spirit Airlines
Oct 24
MBJ12:09 pmMontego Bay Sangster Intl
6h 29m
1 stop
ORD6:38 pmChicago O'Hare Intl
Oct 26
ORD5:05 amChicago O'Hare Intl
5h 55m
1 stop
MBJ11:00 amMontego Bay Sangster Intl
$234
Find similar
Spirit Airlines
Oct 24
MBJ12:09 pmMontego Bay Sangster Intl
6h 29m
1 stop
ORD6:38 pmChicago O'Hare Intl
Oct 26
ORD6:54 pmChicago O'Hare Intl
16h 06m
2 stops
MBJ11:00 amMontego Bay Sangster Intl
$276
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 October 9, 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

Thu 10/23

12:09 pm-6:38 pm

1 stop6h 29m

Chicago O'Hare Intl

Wed 10/29

5:05 am-11:00 am

1 stop5h 55m

$226

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 10/24

12:09 pm-6:38 pm

1 stop6h 29m

Chicago O'Hare Intl

Sun 10/26

5:05 am-11:00 am

1 stop5h 55m

$234

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 10/23

1:50 pm-6:23 pm

Nonstop4h 33m

Chicago O'Hare Intl

Wed 10/29

6:00 am-1:30 pm

1 stop7h 30m

$320

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 10/24

1:50 pm-6:23 pm

Nonstop4h 33m

Chicago O'Hare Intl

Sun 10/26

5:00 am-12:00 pm

1 stop7h 00m

$325

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 10/23

12:10 pm-11:23 am

2 stops23h 13m

Chicago O'Hare Intl

Wed 10/29

5:05 am-11:00 am

1 stop5h 55m

$335

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 12/12

2:48 pm-6:13 pm

Nonstop4h 25m

Chicago O'Hare Intl

Fri 1/2

8:42 am-1:46 pm

Nonstop4h 04m

$345

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 12/12

2:48 pm-6:13 pm

Nonstop4h 25m

Chicago O'Hare Intl

Fri 1/2

9:23 pm-2:05 pm

1 stop15h 42m

$350

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 10/24

12:10 pm-6:54 pm

2 stops30h 44m

Chicago O'Hare Intl

Sun 10/26

6:54 pm-11:00 am

2 stops16h 06m

$364

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 12/12

2:29 pm-12:02 am

1 stop10h 33m

Chicago O'Hare Intl

Fri 1/2

9:41 am-8:41 pm

2 stops10h 00m

$368

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 12/12

5:58 pm-12:02 am

1 stop7h 04m

Chicago O'Hare Intl

Fri 1/2

9:41 am-8:41 pm

2 stops10h 00m

$411

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 $388.

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 Saturday when prices can be found for as low as $399. 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 $537.

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 $411 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $500. 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 3 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.

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

No. A direct flight is the cheapest option for a flight between Montego Bay to Chicago O'Hare Intl Airport.

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

As of October 2025, 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

$220

Fastest flight time

4h 22m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montego Bay in the past 72 hours is $220. The best round-trip flight deal from Montego Bay to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $339.
The fastest flight from Montego Bay to Chicago O'Hare Intl Airport takes 4h 22m
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 25m.

  • 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
8,087 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $348Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights
United AirlinesPriceFrom $409Free CancellationRating
7.4
8,966 reviews
Search United 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 $348 round-trip. Over the 7 American Airlines flights for this route in a normal week, average airfare is usually $480 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
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Orland Park
Hammond
Tinley Park
Elgin
Janesville
Aurora
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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