
$183 Cheap flight deals from Chicago (CHI) to Santiago de los Caballeros (POP)
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This Weekend's Flight Deals from Chicago to Santiago de los Caballeros
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $183 One Way, $393 Round Trip from Chicago to Santiago de los Caballeros
Prices starting at $393 for return flights and $183 for one-way flights to Santiago de los Caballeros were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Santiago de los Caballeros economy flight packages

Senator Puerto Plata
Jun 19 - Jun 23
Chicago (CHI) to Santiago (STI)
Santiago (STI) to Chicago (CHI)
Reviewed on Apr 8, 2025


BlueBay Villas Doradas - Adults Only - All Inclusive
Jun 19 - Jun 23
Chicago (CHI) to Santiago (STI)
Santiago (STI) to Chicago (CHI)
Reviewed on Mar 27, 2025
More About Flying To Santiago de los Caballeros from Chicago
Route Information for Flights from Chicago to Santiago de los Caballeros
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Destination Airport IATA Code | POP |
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Finding Flights from Chicago to Santiago
Airports in Chicago
The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.
Chicago Airport Parking
Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.
Chicago Airport Transportation
There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.
Chicago Airport Restaurants
Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.
Santiago International Airport
When you're looking for affordable flights to Santiago, Chile, make sure you utilize Orbitz.com as your main flight search tool. The website can help you find discount fares on flights, as well as affordable hotel prices. Flights into Santiago land at Santiago International Airport, also commonly referred to as Comodoro Arturo Merino Benitez International Airport or Pudahuel Airport. The airport offers domestic and international flight service and is situated about 9.3 miles northwest of the city of Santiago. It's one of the busiest airports in Latin America.
Transportation From the Airport
You can take a taxi from the airport, but the airport recommends that you use one of its official taxi services: Taxi Oficial and Taxi VIP. Both are located on the first level of the Central International Hall. Buses also run from the airport and make stops at several major stations in the city. TurBus charges about $3.30 for a one-way trip, and it runs every day of the year. You can also book a rental car when you make your reservation through Orbitz.com.
Weather in Santiago
Santiago's weather ranges from hot, dry summers from November to March, with temperatures reaching 95 degrees Fahrenheit or higher. Winters are more humid and run from June to August with temperatures hovering around 55 degrees Fahrenheit. The most rain is typically seen during the cooler months.
Things to Do in Santiago
You can't visit Santiago without checking out the natural beauty of Chile's countryside. AndoAndes offers eco tours that take you through the glaciers, waterfalls and forests located just outside town. The Museo Interactivo Mirador is an interactive science museum with 3-D displays and plenty of places for children to learn while having fun. Let Orbitz.com help you find your discount flights to Santiago, so you can experience all this amazing city has to offer.
Frequently asked questions
- Flights to Santiago de los Caballeros
- Flights from Chicago
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- Santiago de los Caballeros Airports
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Flights to Santiago de los Caballeros
- New York to Santiago de los Caballeros
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Flights from Chicago
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Santiago de los Caballeros Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.