
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $655 (American Airlines) |
One-way from | $289 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $1,131 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
Mon 1/12
3:55 pm-9:00 am
1 stop14h 05m
Santiago Arturo Merino Benitez
Mon 1/26
10:35 pm-11:35 am
2 stops16h 00m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
Sat 1/17
3:53 pm-8:50 am
1 stop13h 57m
Santiago Arturo Merino Benitez
Sat 1/24
10:45 pm-10:07 am
1 stop14h 22m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
Thu 1/22
4:50 pm-8:50 am
1 stop13h 00m
Santiago Arturo Merino Benitez
Sat 2/14
10:45 pm-9:17 am
1 stop13h 32m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
Mon 2/2
9:33 am-7:40 am
2 stops19h 07m
Santiago Arturo Merino Benitez
Tue 2/17
11:10 pm-5:37 pm
2 stops21h 27m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
Mon 2/2
10:35 am-7:40 am
2 stops18h 05m
Santiago Arturo Merino Benitez
Tue 2/17
11:10 pm-4:41 pm
2 stops20h 31m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
Sun 12/7
10:20 pm-3:20 pm
1 stop14h 00m
Santiago Arturo Merino Benitez
Mon 12/8
1:35 am-8:20 pm
1 stop21h 45m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
Sun 12/7
7:20 am-5:30 am
2 stops19h 10m
Santiago Arturo Merino Benitez
Mon 12/8
1:35 am-8:20 pm
1 stop21h 45m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
Thu 1/22
10:48 am-7:40 am
1 stop17h 52m
Santiago Arturo Merino Benitez
Sat 2/14
11:10 pm-3:21 pm
1 stop19h 11m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
Sat 1/17
11:21 am-7:40 am
1 stop17h 19m
Santiago Arturo Merino Benitez
Sat 1/24
6:30 pm-9:53 am
2 stops18h 23m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
Fri 1/16
11:21 am-7:40 am
1 stop17h 19m
Santiago Arturo Merino Benitez
Fri 1/23
11:10 pm-9:53 am
1 stop13h 43m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars |
The price you pay for your flight from Chicago to Santiago may vary depending on when you book. For the best chance of a lower fare, look to book 22 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, February is the cheapest month in which you can book a flight from Chicago to Santiago (average of $452). Flying from Chicago to Santiago in August is currently the most expensive (average of $889). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Chicago to Santiago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 25% versus a flight in the afternoon.
Panama City (PTY) – chosen by Cheapflights users on 80% of 1-stop itineraries from Chicago to Santiago on Cheapflights.
Panama City (PTY) is the most affordable 1-stop option, with an average round-trip price of $667.
Flights via Bogotá (BOG) have the shortest average one-way travel time for 1-stop routes: 12h 40m.
Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 24m.
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$484 | Average$951 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$564 | Average$738 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$626 | Average$869 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$626 | Average$890 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$639 | Average$1,028 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$641 | Average$851 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$684 | Average$911 | FlexibilityNo cancel fee | On-time81% |