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Cheap flights from Montego Bay to Chicago from $166

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 9/4. 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

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Find the cheapest flights from Montego Bay to Chicago

Cheap round-trip flights

Spirit Airlines Logo
10:48 am - 11:53 pmMBJ-ORD
13h 05m1 stop
Spirit Airlines Logo
5:05 am - 11:05 amORD-MBJ
6h 00m1 stop
$301Spirit Airlines
Find Deal
jue., jul. 24 - lun., ago. 4
Spirit Airlines Logo
10:48 am - 11:53 pmMBJ-ORD
13h 05m1 stop
Spirit Airlines Logo
5:05 am - 11:05 amORD-MBJ
6h 00m1 stop
$302Spirit Airlines
Find Deal
jue., jul. 24 - lun., ago. 4
American Airlines Logo
2:26 pm - 7:00 pmMBJ-ORD
4h 34mnonstop
American Airlines Logo
8:45 pm - 9:25 amORD-MBJ
12h 40m1 stop
$338American Airlines
Find Deal
jue., jul. 24 - lun., ago. 4
American Airlines Logo
2:00 pm - 6:30 pmMBJ-ORD
4h 30mnonstop
American Airlines Logo
7:13 am - 3:20 pmORD-MBJ
8h 07m1 stop
$363American Airlines
Find Deal
vie., ago. 22 - vie., ago. 29
 Logo
9:05 am - 12:22 amMBJ-ORD
15h 17m1 stop
 Logo
8:12 pm - 11:14 amORD-MBJ
15h 02m1 stop
lun., ago. 4 - jue., ago. 21
United Airlines Logo
4:12 pm - 11:30 pmMBJ-ORD
7h 18m1 stop
United Airlines Logo
9:31 pm - 3:10 pmORD-MBJ
17h 39m1 stop
$403United Airlines
Find Deal
jue., jul. 24 - lun., ago. 4
Frontier Logo
9:05 am - 10:40 amMBJ-MDW
25h 35m1 stop
Frontier Logo
6:15 am - 7:55 amMDW-MBJ
25h 40m1 stop
$408Frontier
Find Deal
lun., ago. 4 - jue., ago. 21
Frontier Logo
9:05 am - 11:27 pmMBJ-MDW
14h 22m1 stop
Frontier Logo
6:15 am - 8:48 amMDW-MBJ
26h 33m1 stop
$433Frontier
Find Deal
vie., ago. 22 - vie., ago. 29
United Airlines Logo
12:52 pm - 9:28 pmMBJ-ORD
8h 36m1 stop
United Airlines Logo
8:42 am - 1:46 pmORD-MBJ
4h 04mnonstop
$477United Airlines
Find Deal
mié., ago. 6 - lun., nov. 24
 Logo
2:09 pm - 7:04 amMBJ-ORD
16h 55m2 stops
 Logo
2:00 pm - 1:05 pmORD-MBJ
22h 05m1 stop
mié., ago. 6 - lun., nov. 24

American Airlines flights from Montego Bay to Chicago

Our best American Airlines deals on Montego Bay to Chicago flight tickets
American Airlines
Jul 24
MBJ2:26 pmMontego Bay Sangster Intl
4h 34m
ORD7:00 pmChicago O'Hare Intl
Aug 4
ORD8:45 pmChicago O'Hare Intl
12h 40m
1 stop
MBJ9:25 amMontego Bay Sangster Intl
American Airlines
Aug 22
MBJ2:00 pmMontego Bay Sangster Intl
4h 30m
ORD6:30 pmChicago O'Hare Intl
Aug 29
ORD7:13 amChicago O'Hare Intl
8h 07m
1 stop
MBJ3:20 pmMontego Bay Sangster Intl
American Airlines
Jul 24
MBJ2:26 pmMontego Bay Sangster Intl
4h 34m
ORD7:00 pmChicago O'Hare Intl
Aug 4
ORD8:55 amChicago O'Hare Intl
4h 05m
MBJ1:00 pmMontego Bay Sangster Intl

Spirit Airlines flights from Montego Bay to Chicago

Our best Spirit Airlines deals on Montego Bay to Chicago flight tickets
Spirit Airlines
Jul 24
MBJ10:48 amMontego Bay Sangster Intl
13h 05m
1 stop
ORD11:53 pmChicago O'Hare Intl
Aug 4
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
Spirit Airlines
Jul 24
MBJ10:48 amMontego Bay Sangster Intl
13h 05m
1 stop
ORD11:53 pmChicago O'Hare Intl
Aug 4
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl
Spirit Airlines
Jul 22
MBJ12:10 pmMontego Bay Sangster Intl
11h 01m
2 stops
ORD11:11 pmChicago O'Hare Intl
Aug 2
ORD5:05 amChicago O'Hare Intl
6h 00m
1 stop
MBJ11:05 amMontego Bay Sangster Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Montego Bay to Chicago

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?

The month of September is, on average, the cheapest month to fly to Chicago from Montego Bay, with most prices found around $330. If you’re not able to fly to Chicago in September, then April is your next best option. Flight prices from Montego Bay to Chicago during April average around $406.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $462. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Montego Bay to Chicago for around $634.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Montego Bay to Chicago during this time can be as low as $489. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $504.

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

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

What cabin class options are available on Montego Bay Sangster Intl to Chicago flights?

There are 4 cabin classes available to choose from on Montego Bay Sangster Intl to Chicago 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 flights?

No. A direct flight is the cheapest option for a flight between Montego Bay to Chicago.

How have Montego Bay to Chicago flight prices changed over time?

As of July 2025, prices for Montego Bay to Chicago flights are approximately 70% more expensive when compared to flights at the same time last year.

When to book flights from Montego Bay to Chicago

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

Cheap Montego Bay to Chicago (MBJ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montego Bay to Chicago

Best Price Found

$166

Fastest flight time

4h 10m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montego Bay in the past 72 hours is $166. The best round-trip flight deal from Montego Bay to Chicago found on momondo in the last 72 hours is $301.
The fastest flight from Montego Bay to Chicago takes 4h 10m
Direct flights go from Montego Bay to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    The distance between Montego Bay Sangster Intl and Chicago is about 1713.9 mi. 4h 10m is a normal flight duration for this route.

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

    Prices for flights from Montego Bay Sangster Intl Airport to Chicago are refreshed on a daily basis.

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

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

    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.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Montego Bay to Chicago?

  • What is the most popular airline from Montego Bay to Chicago?


Best airlines flying from Montego Bay to Chicago

Compare and see reviews for airlines that fly from Montego Bay to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $251Free CancellationRating
6.3
8,064 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
8,844 reviews
Search United Airlines flights
American AirlinesPriceFrom $376Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $509Free CancellationRating
8.0
4,258 reviews
Search Southwest flights
  • Southwest Flights From Montego Bay to Chicago

    Across 5 Southwest flights from Montego Bay to Chicago this week, the average price was $608, with the best Southwest deals starting from $509 round-trip. 4,256 users have rated Southwest on momondo, with an average score of 8.0/10.

  • American Airlines Flights From Montego Bay to Chicago

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Montego Bay to Chicago about 3 times each week, with ticket deals ranging from $376 to $491. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Saint Joseph
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Montego Bay to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from Montego Bay with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Montego Bay to Chicago.

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 not ready to book a flight from Montego Bay to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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1 adult
dom. 7/13
dom. 7/20

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago