How much is a flight from Chicago to Santiago de los Caballeros?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Santiago.

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Chicago - Santiago de los Caballeros route.

Flying between Chicago and Santiago? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Santiago: The only active option is Santiago - Cibao International.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Chicago airports in a single search.

Plan your perfect flight from Chicago to Santiago de los Caballeros

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers and more.

Other popular destinations

Planning a trip to Dominican Republic? Other frequent searches include: La Romana, Puerto Plata, Punta Cana, Santiago, Santo Domingo.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.