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Not ready to book? to track prices.Find the cheapest flights from Montego Bay to Chicago
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Frontier flights from Montego Bay to Chicago Midway Airport
Our best Frontier deals on Montego Bay to Chicago Midway Airport flight tickets
Southwest flights from Montego Bay to Chicago Midway Airport
Our best Southwest deals on Montego Bay to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from Montego Bay to Chicago Midway 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 Midway Airport?
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Montego Bay at noon is the least expensive time of day to depart. momondo users have found prices as low as $568 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $763. 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 Midway flight route?
Fly from Montego Bay Sangster Intl to Chicago Midway for the best Montego Bay Sangster Intl - Chicago Midway flight prices
How many flights depart from Montego Bay to Chicago Midway Airport on average per day?
The number of flights available between Montego Bay and Chicago Midway Airport is 1 per day as of June 2025. The most frequent departure time is 2:00PM, with 100% of daily flights leaving in the afternoon.
How many flights depart from Montego Bay to Chicago Midway Airport on average per week?
As of June 2025, there are 7 flights per week flying from Montego Bay to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.
When to book flights from Montego Bay to Chicago Midway Airport
Cheap Montego Bay to Chicago Midway Airport (MBJ to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Montego Bay to Chicago Midway Airport
How far is Montego Bay Sangster Intl to Chicago Midway by plane?
The straight-line distance from Montego Bay Sangster Intl to Chicago Midway is 1710.6 mi. A reasonable flight in good conditions will take 7h 24m.
When did momondo last update prices for flights from Montego Bay Sangster Intl Airport to Chicago Midway Airport?
Prices for flights from Montego Bay Sangster Intl Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Montego Bay Sangster Intl Airport to Chicago Midway Airport?
As of June 2025, there is 1 operator available to choose from for flights from Montego Bay Sangster Intl Airport to Chicago Midway Airport.
How old do you have to be to fly from Montego Bay Sangster Intl Airport to Chicago Midway 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 Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport 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 Midway Airport. 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 Midway Airport?
Based on momondo bookings for flights between Montego Bay and Chicago Midway Airport, the leading plane model is Boeing 737-800 Passenger/BBJ2 (winglets), making up 45.45% of the total bookings. Other popular models include Boeing 737 MAX 8 with 18.18%, Boeing 737-800 with 18.18%, and Airbus A321-100/200 with 9.09%.
What is the most popular airline from Montego Bay to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Montego Bay to Chicago Midway Airport is Southwest, representing 100% of all bookings.
Best airlines flying from Montego Bay to Chicago Midway Airport
Compare and see reviews for airlines that fly from Montego Bay to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $509 | Free Cancellation | Rating 8.0 4,285 reviews |
Southwest Flights From Montego Bay to Chicago Midway Airport
Southwest operates around 7 flights from Montego Bay to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $608, but momondo users have found Southwest deals from Montego Bay to Chicago Midway Airport from as low as $509 round-trip. Southwest has been scored 8.0/10 in 4,285 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Montego Bay to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Montego Bay to Chicago for you.
Can I find flights from Montego Bay to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Montego Bay which offer a flexible booking policy as well as other useful filters and features.
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?
Of course. momondo tracks the price of Montego Bay to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.