
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $696 (Kiwi.com) |
One-way from | $307 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $789 |
Fly from
Fly to
Route
Depart
Return
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
ti. 6/2
5:15 pm-7:15 am
1 stop13h 00m
Santiago Arturo Merino Benitez
ti. 6/9
7:55 pm-4:16 pm
2 stops21h 21m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
on. 6/3
5:15 pm-7:15 am
1 stop13h 00m
Santiago Arturo Merino Benitez
to. 6/11
8:40 pm-12:05 pm
1 stop16h 25m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
ma. 6/1
5:08 pm-7:15 am
1 stop13h 07m
Santiago Arturo Merino Benitez
to. 6/11
8:40 pm-12:05 pm
1 stop16h 25m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
to. 5/21
12:53 pm-7:15 am
1 stop17h 22m
Santiago Arturo Merino Benitez
ti. 5/26
8:40 pm-11:56 am
1 stop16h 16m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
sø. 5/17
12:53 pm-7:15 am
1 stop17h 22m
Santiago Arturo Merino Benitez
on. 5/27
8:40 pm-11:56 am
1 stop16h 16m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
fr. 5/29
10:59 am-4:50 am
2 stops16h 51m
Santiago Arturo Merino Benitez
fr. 6/5
7:55 pm-4:35 pm
2 stops21h 40m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
ma. 5/18
10:59 am-7:15 am
1 stop19h 16m
Santiago Arturo Merino Benitez
lø. 5/23
8:40 pm-9:59 am
1 stop14h 19m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
ma. 5/18
9:44 am-6:25 am
1 stop19h 41m
Santiago Arturo Merino Benitez
lø. 5/23
8:40 pm-11:04 am
1 stop15h 24m
ChicagoSantiago
ORD - SCL
ORDSCL
Chicago O'Hare Intl
lø. 5/30
6:31 pm-6:25 am
1 stop34h 54m
Santiago Arturo Merino Benitez
ma. 6/8
10:55 pm-7:10 pm
1 stop21h 15m
ChicagoSantiago
MDW - SCL
MDWSCL
Chicago Midway
ma. 6/1
1:22 pm-6:25 am
2 stops16h 03m
Santiago Arturo Merino Benitez
ti. 6/9
8:40 pm-12:41 pm
2 stops17h 01m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star |
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 89 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, March is the cheapest month in which you can book a flight from Chicago to Santiago (average of $302). Flying from Chicago to Santiago in October is currently the most expensive (average of $645). 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.
Panama City (PTY) – chosen by Cheapflights users on 71% of 1-stop itineraries from Chicago to Santiago on Cheapflights.
Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $558.
Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 12h 38m.
Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 24m.
About 0% of weekly flights between Chicago and Santiago have experienced delays in the past year, with the average delay time being 0 minutes.
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Overall
Boarding
Entertainment
Crew
Comfort
Food
Reviews
Barney,May 2026
JFK - ATL
Overall
Boarding
Entertainment
Crew
Comfort
Food
Reviews
Barney,May 2026
JFK - ATL
Overall
Boarding
Entertainment
Crew
Comfort
Food
Reviews
Barney,May 2026
JFK - ATL
Overall
Boarding
Entertainment
Crew
Comfort
Food
Reviews
Barney,May 2026
JFK - ATL
Overall
Boarding
Entertainment
Crew
Comfort
Food
Reviews
Barney,May 2026
JFK - ATL
Overall
Boarding
Entertainment
Crew
Comfort
Food
Reviews
Barney,May 2026
JFK - ATL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$537 | Average$680 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$540 | Average$740 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$567 | Average$774 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$568 | Average$823 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$597 | Average$890 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$626 | Average$796 | FlexibilityNo cancel fee | On-time69% |