Flights from Chicago to Santiago, Chile Starting at $504 Round Trip on United Airlines!
If you’ve ever dreamed of exploring South America, this is your chance — round-trip flights from Chicago (ORD) to Santiago, Chile are starting at just $504 on United Airlines for travel between November and March, including an option over Thanksgiving week.
This is an incredible deal, as this route typically costs $900 or more, making it one of the best values we’ve seen for reaching South America from Chicago.
☀️ Weather in Santiago (November–March)
These months mark spring through summer in the Southern Hemisphere, bringing warm, sunny, and dry weather ideal for outdoor exploration:
November: Highs in the mid-70s°F, mild and comfortable
December–February: Highs in the 80s–90s°F, perfect for sightseeing and vineyard tours
March: Highs in the 70s°F, with cooler evenings and fewer crowds
🌄 Why Travelers Love Santiago and Beyond
A stunning mountain backdrop: Santiago sits in a valley surrounded by the Andes Mountains — you can ski, hike, or simply enjoy the views from Cerro San Cristóbal.
Wine country within reach: The Maipo and Casablanca Valleys, just outside the city, are home to some of Chile’s most famous vineyards and tours.
Easy access to adventure: From Santiago, you’re just a couple of hours from the Pacific coast and the colorful port city of Valparaíso, or a short flight from Patagonia or Easter Island.
Culture, cuisine, and charm: Explore Santiago’s neighborhoods like Bellavista and Lastarria for art, music, and authentic Chilean food — including empanadas and pastel de choclo (corn pie).
The Flights
