$217 Find Cheap Flights from the Dominican Republic to Chicago - Compare and Save

Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where round-trip tickets can be as cheap as $359. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $476 on average.

The cheapest month for flights to Chicago is August, where tickets cost $139 on average for return flights. On the other hand, the most expensive months are July and October, where the average cost of tickets from the Dominican Republic is $296 and $235 respectively. For one-way flights, the best month to travel is December with an average price of $83.

The cheapest time of day to fly to Chicago is generally at night, when round-trip flights cost $297 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $437.

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Punta Cana $318 round-trip.

The most popular airline among KAYAK users flying to Chicago is American Airlines, followed by Arajet.

Of the 4 airlines that fly to Chicago, American Airlines offers the most flights, with around 7 per week, followed by Southwest with 7 flights per week.

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 94% of all flights arriving there.

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Punta Cana, which takes 5h 09m, Santo Domingo, which takes 8h 29m, and Santiago de los Caballeros, which takes 8h 49m.

There are around 6,167 direct flights from within Dominican Republic to Chicago every day. Most flights depart in the morning, with 49% of flights departing in the morning.

Each week there are around 43,166 direct flights from within Dominican Republic to Chicago. The most common day for departures is Sunday, with 16% of flights taking off on this day.

There are not any long-haul (6-12 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Chicago. Instead, there are 32 medium-haul flights (3-6 hour flight duration), with the most arriving from Punta Cana.

From the Dominican Republic, there are direct flights to Chicago from 1 city. This city is Punta Cana and there are 24 direct flights each week.