Cheap Flights from Montego Bay to Chicago
Find flight deals from Montego Bay to Chicago
Compare prices, find the best time to fly, and save money.
Round-trip from
$513
American Airlines
2 stops
Montego Bay to Chicago
One-way from
$321
United Airlines
Nonstop
Montego Bay to Chicago
Popular in
December
Highest demand for flights based on searches. Prices may increase by up to 15%.
Cheapest in
Sep
Lowest prices on average. 15% potential savings. best time to book.
What is the cheapest month to fly?
Currently, Sep is the cheapest month to book a flight from Montego Bay to Chicago. Prices can fluctuate, so booking in advance is recommended.
What is the cheapest day to fly?
Travelers seeking maximum savings should consider departing on weekdays. Monday often offers the lowest fares.
Best time of day to fly?
Flying early in the morning can often save you money compared to midday flights.
Flight Schedule: Montego Bay to Chicago
| Airline | Departure | Arrival | Duration |
|---|---|---|---|
| American Airlines | 08:00 AM | 01:30 PM | 4h 00m |
| United Airlines | 02:15 PM | 07:45 PM | 4h 30m |
| Delta Air Lines | 10:30 PM | 03:00 AM (+1) | 5h 00m |
Stopover Options
Cheapest Stopover
Muscat (MCT)
Flights with a stop here start from $288.
Most Popular Stopover
Bahrain (BAH)
Travelers often choose to connect through Bahrain (BAH).
Airlines Flying This Route
Return Flight: Chicago to Montego Bay
Planning your return trip? Flights from Chicago to Montego Bay are also available with competitive pricing. It's often cheaper to book a round-trip ticket, but if you need flexibility, one-way fares are a great option.
Chicago to Montego Bay FlightsFrequently Asked Questions
How long is the flight from Montego Bay to Chicago?
The average flight time is approximately 9h 32 m, though this varies based on wind speeds and the specific flight path utilized by the airline.
What is the best price for this route?
Our data shows that Sep is typically the cheapest month to fly this route, with prices starting from $321. Booking 30-60 days in advance often yields the best savings.
Are there direct flights available?
Yes, there are typically direct flights available for this route daily. However, connecting flights with stops in major hubs like Dubai or Doha may sometimes offer better value.
What are the baggage allowance policies?
Most international airlines on this route offer 23-30kg of checked baggage for Economy class. Low-cost carriers may charge extra for checked bags, so always verify before booking.
Do I need a visa for travel?
Visa requirements depend on your nationality. Travelers should check with the embassy of Chicago for specific entry requirements before their trip.
What time of day is cheapest to fly?
Early morning flights (before 8 AM) are often less expensive than flights during peak daytime hours. Red-eye flights can also offer significant discounts.
Can I cancel or change my flight?
Cancellation policies vary by airline and ticket class. Basic Economy tickets are often non-refundable, while Standard or Flex tickets allow changes for a fee. Check the specific fare rules during checkout.
Trending from UAE
Popular from Dubai (DXB)
Popular from Sharjah (SHJ)
Popular from Montego Bay
Flights to Chicago
Explore Cheap Holidays in Chicago
Complete your trip with our best-value holiday packages.
Top Tours & Activities in Chicago
Discover the best experiences and adventures near you.
Estonia Capital City Discovery
Explore the vibrant capital city of Estonia with guided tours of iconic landmarks, museums, and local markets.
From
AED 479
Bolivia Nature & Adventure Tour
Discover the natural beauty of Bolivia through hiking, wildlife viewing, and outdoor adventures in stunning landscapes.
From
AED 539
Andorra Sunset & Photography Tour
Capture stunning sunset views at Andorra's most scenic locations with professional photography guidance.
From
AED 379
Italy Beach & Water Activities
Relax on pristine beaches and enjoy water sports including snorkeling, swimming, and beach activities in Italy.
From
AED 559
Antigua and Barbuda Nature & Adventure Tour
Discover the natural beauty of Antigua and Barbuda through hiking, wildlife viewing, and outdoor adventures in stunning landscapes.
From
AED 539
San Marino Beach & Water Activities
Relax on pristine beaches and enjoy water sports including snorkeling, swimming, and beach activities in San Marino.
From
AED 559
Haiti Food & Culinary Tour
Taste authentic Haiti cuisine through street food tours, market visits, and traditional cooking experiences.
From
AED 219
Palau Nature & Adventure Tour
Discover the natural beauty of Palau through hiking, wildlife viewing, and outdoor adventures in stunning landscapes.
From
AED 899
