Cheap flights from Midway (MDW) to Caribbean from $68

Yes, there are multiple flights from Chicago Midway Airport to Caribbean for under $200. The cheapest flight booked recently is on Frontier for just $136, but on average you can expect to pay $167.

There are currently 20+ open flights from Chicago Midway Airport to Caribbean within the next 7 days for less than $200.

The most popular flight routes from Chicago Midway Airport to Caribbean are Chicago Midway - San Juan Luis Munoz Marin Intl, Chicago Midway - Punta Cana and Chicago Midway - Montego Bay Sangster Intl.

While on average a flight from Chicago Midway Airport to Caribbean is generally $162, our data shows the cheapest flight currently is $58. When looking at the most popular route, (Chicago Midway - San Juan Luis Munoz Marin Intl), you can expect to pay $143 for that flight.

This is defined as Chicago Midway Airport (MDW) and San Juan Luis Munoz Marin Intl Airport (SJU). Codes like San Juan Luis Munoz Marin Intl Airport are often used to just call airports uniquely. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

The amount of baggage you can bring on your Midway to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Yes, Cheapflights allows you to browse and filter Midway to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Yes. In addition to deals on Midway to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Caribbean.

Yes. Cheapflights offers flight deals from Midway to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Many airlines flying from Midway to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Yes, you can often find last-minute deals on Midway to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

The Chicago Midway Airport to Caribbean flight deals you see on this page were last updated on 6/9.

When booking a flight from Chicago Midway Airport to Caribbean, you may want to consider flying on Delta, Frontier or Spirit Airlines as they are the most popular for this route.

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Caribbean (average of $245). Flying from Chicago Midway Airport to Caribbean in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.