Cheap flights from Montego Bay to Chicago Midway

How to find cheap flights to Chicago (MDW) from Montego Bay (MBJ) in 2024

Looking for cheap tickets from Montego Bay to Chicago Midway? Round-trip tickets start from C$577 and one-way flights to Chicago Midway from Montego Bay start from C$231

Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

• Simply hit "search." From American Airlines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Montego Bay to Chicago Midway. And with us, there are no hidden fees – what you see is what you pay.
• Compare flight deals to Chicago from Montego Bay from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flight tickets to Chicago start from C$231 one-way.
• Flex your dates to find the best MBJ–MDW ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to Chicago Midway from Montego Bay.
• Set up a Price Alert. You can easily track the fare of your cheap Montego Bay-Chicago Midway flights by creating an alert. Whenever prices go up or down, you'll get an email or push notification to help make sure you get the best possible flight deal.
• Fly without stops. Only interested in direct flights between Montego Bay and Chicago Midway? Make sure to check "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results. Airlines that fly direct include: Southwest Airlines
• Find the cheapest Business class flights from Montego Bay and Chicago Midway. We scour the Internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute deal. Note that not all cabin classes are available for every destination or airline.
• Flexible on when you travel? The cheapest month to fly from Montego Bay to Chicago Midway is May.
• Include nearby airports in your search. Widen your search for Montego Bay to Chicago Midway flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.
• Search for cheap flights regardless of where you are. To get the best flight booking experience when out and about, download the app and search for plane tickets between Montego Bay and Chicago Midway whenever you want.

Combine your flight to Chicago Midway from Montego Bay with hotels and car rental

Once you've secured your cheap flight ticket from Montego Bay to Chicago Midway, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car rental companies all at once so you get the best car rental price for your trip.