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Cheap flights from Montego Bay to Chicago from $159

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 4/25. 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

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Find the cheapest flights from Montego Bay to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
1:21 pm - 12:24 am
MBJ
-
ORD
11h 03m
1 stop
Spirit Airlines Logo
5:05 am - 12:31 pm
ORD
-
MBJ
7h 26m
1 stop
$263Spirit Airlines
Tue, Apr 28 - Tue, May 5
American Airlines Logo
1:15 pm - 5:55 pm
MBJ
-
ORD
4h 40mnonstop
American Airlines Logo
8:30 am - 12:31 pm
ORD
-
MBJ
4h 01mnonstop
$281American Airlines
Sat, Apr 25 - Sun, Aug 23
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
9:56 pm - 1:30 pm
ORD
-
MBJ
15h 34m
1 stop
$286United Airlines
Sat, May 16 - Mon, May 18
American Airlines Logo
1:15 pm - 5:55 pm
MBJ
-
ORD
4h 40mnonstop
American Airlines Logo
5:00 am - 1:25 pm
ORD
-
MBJ
8h 25m
1 stop
$291American Airlines
Wed, Apr 29 - Wed, May 6
United Airlines Logo
4:12 pm - 11:43 pm
MBJ
-
ORD
7h 31m
1 stop
United Airlines Logo
4:25 pm - 3:10 pm
ORD
-
MBJ
22h 45m
1 stop
$292United Airlines
Wed, Apr 29 - Wed, May 6
United Airlines Logo
2:40 pm - 1:27 am
MBJ
-
ORD
10h 47m
1 stop
United Airlines Logo
11:00 pm - 1:30 pm
ORD
-
MBJ
14h 30m
1 stop
$296United Airlines
Fri, May 8 - Fri, May 15
United Airlines Logo
12:52 pm - 11:16 pm
MBJ
-
ORD
10h 24m
1 stop
United Airlines Logo
5:30 am - 1:30 pm
ORD
-
MBJ
8h 00m
1 stop
$333United Airlines
Wed, Sep 9 - Sat, Sep 19
American Airlines Logo
12:47 pm - 11:37 pm
MBJ
-
ORD
10h 50m
1 stop
American Airlines Logo
9:20 am - 1:30 pm
ORD
-
MBJ
4h 10mnonstop
$342American Airlines
Wed, May 27 - Fri, May 29
American Airlines Logo
12:31 pm - 11:59 pm
MBJ
-
ORD
11h 28m
1 stop
American Airlines Logo
5:00 am - 1:55 pm
ORD
-
MBJ
8h 55m
1 stop
$346American Airlines
Wed, May 27 - Fri, May 29
Multiple Airlines Logo
1:16 pm - 7:55 am
MBJ
-
ORD
18h 39m
1 stop
Multiple Airlines Logo
6:21 pm - 11:20 am
ORD
-
MBJ
16h 59m
2 stops
$347Multiple Airlines
Tue, May 12 - Sun, Aug 30

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
Apr 28
MBJ1:21 pmMontego Bay Sangster Intl
11h 03m
1 stop
ORD12:24 amChicago O'Hare Intl
May 5
ORD5:05 amChicago O'Hare Intl
7h 26m
1 stop
MBJ12:31 pmMontego Bay Sangster Intl
$263
Spirit Airlines
Apr 10
MBJ12:00 pmMontego Bay Sangster Intl
26h 16m
2 stops
ORD2:16 pmChicago O'Hare Intl
Apr 14
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
$596
Spirit Airlines
Apr 8
MBJ12:00 pmMontego Bay Sangster Intl
7h 51m
1 stop
ORD7:51 pmChicago O'Hare Intl
Apr 15
ORD2:09 pmChicago O'Hare Intl
22h 07m
2 stops
MBJ12:16 pmMontego Bay Sangster Intl
$659

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
Apr 25
MBJ1:15 pmMontego Bay Sangster Intl
4h 40m
ORD5:55 pmChicago O'Hare Intl
Aug 23
ORD8:30 amChicago O'Hare Intl
4h 01m
MBJ12:31 pmMontego Bay Sangster Intl
$281
American Airlines
Apr 29
MBJ1:15 pmMontego Bay Sangster Intl
4h 40m
ORD5:55 pmChicago O'Hare Intl
May 6
ORD5:00 amChicago O'Hare Intl
8h 25m
1 stop
MBJ1:25 pmMontego Bay Sangster Intl
$291
American Airlines
May 27
MBJ12:47 pmMontego Bay Sangster Intl
10h 50m
1 stop
ORD11:37 pmChicago O'Hare Intl
May 29
ORD9:20 amChicago O'Hare Intl
4h 10m
MBJ1:30 pmMontego Bay Sangster Intl
$342

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 April 2, 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

Tue 4/28

1:21 pm-12:24 am

1 stop11h 03m

Chicago O'Hare Intl

Tue 5/5

5:05 am-12:31 pm

1 stop7h 26m

$263
Quickest round-trip

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 4/25

1:15 pm-5:55 pm

Nonstop4h 40m

Chicago O'Hare Intl

Sun 8/23

8:30 am-12:31 pm

Nonstop4h 01m

$281

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 5/16

1:52 pm-6:15 pm

Nonstop4h 23m

Chicago O'Hare Intl

Mon 5/18

9:56 pm-1:30 pm

1 stop15h 34m

$286

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 4/29

1:15 pm-5:55 pm

Nonstop4h 40m

Chicago O'Hare Intl

Wed 5/6

5:00 am-1:25 pm

1 stop8h 25m

$291

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 4/29

4:12 pm-11:43 pm

1 stop7h 31m

Chicago O'Hare Intl

Wed 5/6

4:25 pm-3:10 pm

1 stop22h 45m

$292

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/8

2:40 pm-1:27 am

1 stop10h 47m

Chicago O'Hare Intl

Fri 5/15

11:00 pm-1:30 pm

1 stop14h 30m

$296

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/9

12:52 pm-11:16 pm

1 stop10h 24m

Chicago O'Hare Intl

Sat 9/19

5:30 am-1:30 pm

1 stop8h 00m

$333

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 5/27

12:47 pm-11:37 pm

1 stop10h 50m

Chicago O'Hare Intl

Fri 5/29

9:20 am-1:30 pm

Nonstop4h 10m

$342

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 5/27

12:31 pm-11:59 pm

1 stop11h 28m

Chicago O'Hare Intl

Fri 5/29

5:00 am-1:55 pm

1 stop8h 55m

$346

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 5/12

1:16 pm-7:55 am

1 stop18h 39m

Chicago O'Hare Intl

Sun 8/30

6:21 pm-11:20 am

2 stops16h 59m

$347

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 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 $419. 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 $622.

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 $479. 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.

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

As of April 2026, prices for Montego Bay to Chicago O'Hare Intl Airport flights are approximately 27% 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

$202

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 $202. The best round-trip flight deal from Montego Bay to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $300.
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
Spirit AirlinesPriceFrom $146Free CancellationRating
6.3
8,578 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $281Free CancellationRating
7.4
9,532 reviews
Search United Airlines flights
American AirlinesPriceFrom $305Free CancellationRating
7.1
11,548 reviews
Search American Airlines flights

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

    United Airlines flight deals from Montego Bay to Chicago O'Hare Intl Airport start from $281 round-trip. Over the 5 United Airlines flights for this route in a normal week, average airfare is usually $409 round-trip - but some users have found much cheaper deals with momondo.

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

    American Airlines is also a popular choice for this route. American Airlines flight deals for Montego Bay to Chicago O'Hare Intl Airport start from as low as $305 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $464. American Airlines operates 6 flights to Chicago O'Hare Intl Airport from Montego Bay in an average week. Users have rated it 7.1/10 across 11,548 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Rosemont
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New Buffalo
Orland Park
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Janesville
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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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