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Find Santiago to Chicago flights starting at CAD 363.

Book one-way or return flights from Santiago to Chicago from as little as CAD 363. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Santiago to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Santiago to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Find Cheapest Airlines Flying from Santiago to Chicago

View airlines operating flights from Santiago to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Sky Airline
From CAD 343
Avianca
From CAD 344
Delta Air Lines
From CAD 363
LATAM Airlines
From CAD 377
Copa Airlines
From CAD 399
American Airlines
From CAD 517
JetSMART Airlines
From CAD 527
FlexFlight
From CAD 775
Euroairlines
From CAD 803
Air Canada
From CAD 813
ANA airlines

Find more flights and airlines

Alternative Routes for Santiago to Chicago Flights

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Santiago to Chicago.

  • Cheapest
    Sky Airline
    SCL
    20:15
    24h 3m
    2 transfer
    MDW
    19:18
    Arturo Merino Benitez Airport - Midway International Airport
    Tue, May 21Sky Airline
    CAD 343
  • Avianca
    SCL
    14:30
    19h 25m
    2 transfer
    ORD
    08:55
    Arturo Merino Benitez Airport - O'Hare International Airport
    Wed, May 29Avianca
    CAD 355
  • Avianca
    SCL
    14:30
    19h 25m
    2 transfer
    ORD
    08:55
    Arturo Merino Benitez Airport - O'Hare International Airport
    Wed, May 29Avianca
    CAD 355
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Santiago (SCL) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Santiago to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Santiago (SCL) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around CAD 1,121.
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • How many airports in Chicago (CHI)?

How to find a cheap flight from Santiago to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Santiago to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information for Santiago to Chicago Flights

Cheapest direct flight price

CAD 362

Cheapest month

May

Peak season for travel

July

Flight distance

8,544.66km

Popular airline

American Airlines