$361+ Cheap flights from Chicago (CHI) to Santiago (SCL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SCL
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Santiago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to SantiagoExplore the most affordable flight options available from Chicago to Santiago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
Explore the most affordable flight options available from Chicago to Santiago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
This Gotogate deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:45 am -
2 stops19h 05m
Wed 12/168:25 am -
1 stop29h 42m
Deal found 10/25![Air Canada logo]()
$737
This Trip.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:05 am -
1 stop20h 45m
Sun 12/278:25 am -
1 stop33h 37m
Deal found 10/26![Air Canada logo]()
$742
This Air Canada deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:05 am -
1 stop20h 45m
Wed 12/98:25 am -
1 stop29h 42m
Deal found 10/23![Air Canada logo]()
$743
This Air Canada deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:20 am -
2 stops20h 30m
Wed 12/238:25 am -
1 stop33h 27m
Deal found 10/22![Air Canada logo]()
$748
This Air Canada deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:05 am -
1 stop20h 45m
Fri 12/188:25 am -
2 stops27h 43m
Deal found 10/23![Air Canada logo]()
$751
This Trip.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/303:40 pm -
1 stop36h 10m
Fri 12/48:25 am -
1 stop33h 27m
Deal found 10/23![Air Canada logo]()
$754
This Air Canada deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/303:40 pm -
1 stop36h 10m
Sun 12/138:25 am -
2 stops27h 43m
Deal found 10/22![Air Canada logo]()
$756
This Trip.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:05 am -
1 stop20h 45m
Mon 12/149:55 pm -
1 stop25h 03m
Deal found 10/22![Air Canada logo]()
$764
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:35 pm -
3 stops31h 10m
Mon 11/237:30 am -
2 stops20h 13m
Deal found 10/22![Multiple Airlines logo]()
$770
This Booking.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:20 am -
2 stops20h 30m
Fri 12/118:25 am -
1 stop33h 37m
Deal found 10/25![Air Canada logo]()
$773
This FlightHub deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:59 am -
2 stops16h 06m
Tue 11/37:40 am -
2 stops17h 53m
Deal found 10/22![LATAM Airlines logo]()
$864
This LATAM Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:59 am -
1 stop18h 41m
Sun 11/18:40 am -
2 stops16h 53m
Deal found 10/25![LATAM Airlines logo]()
$885
Best flights from Chicago to SantiagoDiscover carefully curated flight deals from Chicago to Santiago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Chicago to Santiago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:50 am -
1 stop23h 00m
Sun 12/2710:45 pm -
1 stop15h 30m
Deal found 10/26![United Airlines logo]()
$886
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/910:35 am -
2 stops17h 55m
Mon 3/159:50 pm -
1 stop14h 02m
Deal found 10/26![Delta logo]()
$896
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/82:22 pm -
1 stop15h 28m
Wed 2/2410:45 pm -
1 stop14h 22m
Deal found 10/22![United Airlines logo]()
$890
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/911:28 am -
1 stop17h 12m
Sun 12/279:50 pm -
1 stop14h 23m
Deal found 10/26![Delta logo]()
$896
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:22 pm -
1 stop15h 28m
Sun 12/2010:45 pm -
1 stop24h 13m
Deal found 10/22![United Airlines logo]()
$890
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:00 am -
1 stop22h 40m
Thu 12/2411:00 pm -
1 stop18h 41m
Deal found 10/26![Delta logo]()
$896
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:30 am -
1 stop19h 20m
Sat 12/1210:45 pm -
1 stop15h 30m
Deal found 10/23![United Airlines logo]()
$890
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/205:45 pm -
2 stops18h 15m
Mon 1/258:25 pm -
2 stops16h 39m
Deal found 10/24![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:08 pm -
1 stop12h 32m
Sat 12/269:50 pm -
1 stop17h 20m
Deal found 10/26![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1610:35 am -
1 stop18h 05m
Sat 2/279:50 pm -
1 stop15h 02m
Deal found 10/22![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:28 am -
1 stop17h 12m
Sat 12/269:50 pm -
1 stop17h 20m
Deal found 10/26![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/46:10 pm -
2 stops17h 50m
Mon 3/2211:10 pm -
1 stop21h 22m
Deal found 10/22![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:34 pm -
1 stop15h 06m
Sun 12/279:50 pm -
1 stop14h 02m
Deal found 10/23![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:49 am -
1 stop21h 51m
Sat 12/269:50 pm -
1 stop22h 39m
Deal found 10/22![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:51 am -
2 stops18h 39m
Sat 11/2111:50 pm -
1 stop20h 30m
Deal found 10/23![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2711:10 am -
2 stops18h 20m
Fri 4/910:55 pm -
1 stop19h 52m
Deal found 10/22![Delta logo]()
$896
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/159:38 am -
2 stops19h 02m
Thu 4/156:00 pm -
2 stops16h 52m
Deal found 10/24![Delta logo]()
$900
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/319:38 am -
2 stops19h 02m
Sun 2/148:25 pm -
2 stops16h 27m
Deal found 10/25![Delta logo]()
$999
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:19 pm -
1 stop12h 21m
Mon 11/1611:10 pm -
1 stop14h 14m
Deal found 10/23![Delta logo]()
$1,079
This KAYAK deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/225:25 pm -
2 stops18h 35m
Sat 1/307:40 am -
2 stops17h 30m
Deal found 10/21![Delta logo]()
$1,086
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2211:27 am -
1 stop17h 13m
Fri 11/277:40 am -
2 stops18h 14m
Deal found 10/25![Delta logo]()
$1,094
Last-minute flights from Chicago to SantiagoDiscover last-minute flight deals from Chicago to Santiago. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Santiago. Data last updated October 26, 2026 and is based on user searches.
This LATAM Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:59 am -
1 stop18h 41m
Sun 11/18:40 am -
2 stops16h 53m
Deal found 10/25![LATAM Airlines logo]()
$885
This FlightHub deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:59 am -
2 stops16h 06m
Tue 11/37:40 am -
2 stops17h 53m
Deal found 10/22![LATAM Airlines logo]()
$864
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:35 pm -
3 stops31h 10m
Mon 11/237:30 am -
2 stops20h 13m
Deal found 10/22![Multiple Airlines logo]()
$770
This LATAM Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:27 am -
3 stops24h 33m
Sat 11/218:35 am -
3 stops28h 49m
Deal found 10/21![LATAM Airlines logo]()
$900
This FlightHub deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2710:30 am -
1 stop17h 25m
Thu 12/311:50 pm -
1 stop16h 00m
Deal found 10/22![LATAM Airlines logo]()
$804
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:27 am -
1 stop17h 13m
Thu 12/1011:10 pm -
1 stop14h 18m
Deal found 10/22![Delta logo]()
$896
This Justfly.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/287:05 am -
1 stop20h 45m
Sun 12/68:25 am -
1 stop29h 42m
Deal found 10/22![Air Canada logo]()
$793
This Expedia deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/287:05 am -
1 stop20h 45m
Mon 12/74:15 pm -
1 stop31h 15m
Deal found 10/22![Multiple Airlines logo]()
$794
This Air Canada deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/287:05 am -
1 stop20h 45m
Fri 12/118:25 am -
2 stops27h 43m
Deal found 10/22![Air Canada logo]()
$801
This Air Canada deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/303:40 pm -
1 stop36h 10m
Wed 12/168:25 am -
1 stop29h 42m
Deal found 10/22![Air Canada logo]()
$748
This Trip.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/303:40 pm -
1 stop36h 10m
Fri 12/48:25 am -
1 stop33h 27m
Deal found 10/23![Air Canada logo]()
$754
This Air Canada deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/303:40 pm -
1 stop36h 10m
Sun 12/138:25 am -
2 stops27h 43m
Deal found 10/22![Air Canada logo]()
$756
One-way flights from Chicago to SantiagoSearch for one-way flight options from Chicago to Santiago. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Chicago to Santiago. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:35 am -
3 stops28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$361
This Air Canada deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/207:05 am -
1 stop20h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Air Canada logo]()
$373
This Booking.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:45 am -
1 stop21h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Arajet logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:42 pm -
3 stops29h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:40 am -
3 stops22h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:40 am -
2 stops21h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:42 pm -
3 stops36h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/16:17 pm -
3 stops51h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$413
This Air Canada deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:40 pm -
1 stop36h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:42 pm -
2 stops24h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:26 pm -
3 stops31h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/185:16 pm -
2 stops35h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$432
Find flight deals from Chicago to Santiago
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santiago (SCL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 26, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $737 (Gotogate) |
One-way from | $361 (Kiwi.com) |
Popular in | July |
Cheapest in | October |
Average price | $756 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Santiago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 26, 2026.
Use the filters below to find and compare flights from Chicago to Santiago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSantiago
MDW Chicago Midway - SCL Santiago Arturo Merino Benitez
MDWSCL
Chicago Midway
Wed 11/25
1:16 pm-3:38 am
3 stops35h 22m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$444
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Fri 11/27
5:45 am-6:38 am
1 stop21h 53m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$480
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Tue 11/24
5:12 pm-11:36 pm
2 stops27h 24m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$482
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Sun 1/17
3:45 pm-6:50 am
1 stop36h 05m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$507
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Thu 1/28
7:25 am-6:50 am
2 stops20h 25m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$512
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Fri 11/13
10:30 am-6:55 am
1 stop17h 25m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$531
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Tue 11/3
7:35 am-5:46 am
1 stop19h 11m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$583
ChicagoSantiago
ORD Chicago O'Hare Intl - SCL Santiago Arturo Merino Benitez
ORDSCL
Chicago O'Hare Intl
Mon 11/2
7:35 am-5:46 am
1 stop19h 11m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$583
ChicagoSantiago
MDW Chicago Midway - SCL Santiago Arturo Merino Benitez
MDWSCL
Chicago Midway
Fri 11/13
5:13 pm-3:00 pm
2 stops18h 47m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$585
Quickest round-trip
ChicagoSantiago
MDW Chicago Midway - SCL Santiago Arturo Merino Benitez
MDWSCL
Chicago Midway
Thu 1/28
10:35 am-6:40 am
1 stop17h 05m
Santiago Arturo Merino Benitez
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$596
Showing 1-10 of 37 resultsSorted by cheapest first
Compare providers for flights from Chicago to Santiago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Santiago in October.
| 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 Accuracy2 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 | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago-Santiago flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Santiago flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Santiago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Santiago flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Santiago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Santiago
Have a flexible travel schedule? Discover the best time to fly to Santiago from Chicago with our price prediction graph.
CHI-SCL
ORD-SCL
MDW-SCL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Santiago
CHI-SCL
ORD-SCL
MDW-SCL
What is the cheapest month to book a flight from Chicago to Santiago?
Currently, June is the cheapest month in which you can book a flight from Chicago to Santiago (average of $666). Flying from Chicago to Santiago in December is currently the most expensive (average of $1,116). 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.
How much does it cost to fly round-trip from Chicago to Santiago?
Airfare is typical for this route at the moment.
Chicago to Santiago flights typically cost between $658 and $996 in December.The cheapest round-trip price found within the last 5 days was $737 on Air Canada (Dec 3-Dec 16).
What’s the top layover airport for flights from Chicago to Santiago?
Share of 1-stop round-trip flights from Chicago to Santiago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Panama City (PTY) – chosen by Cheapflights users on 80% of 1-stop itineraries from Chicago to Santiago on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Santiago?
Average round-trip fare for 1-stop flights from Chicago to Santiago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $558.
What’s the fastest layover option from Chicago to Santiago?
Shortest average travel time for 1-stop one-way flights from Chicago to Santiago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 12h 38m.
Which airport typically offers the quickest layover for flights from Chicago to Santiago?
Average layover duration for 1-stop one-way flights from Chicago to Santiago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 16m.
How often are flights from Chicago to Santiago delayed?
About 0% of weekly flights between Chicago and Santiago have experienced delays in the past year, with the average delay time being 0 minutes.
What is the most punctual flight time for Chicago to Santiago flights?
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.
What day of the week experiences the fewest flight delays on this route?
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.
How far ahead should I book a flight from Chicago to Santiago?
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 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Santiago
Get insights into the airlines that provide service to Santiago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santiago. Reviews last updated October 26, 2026.
Read through reviews of airlines operating flights from Chicago to Santiago, such as Copa Airlines,LATAM Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.8
Overall
7.6
Comfort
7.5
Crew
8.1
Entertainment
6.9
Food
7.0
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Boarding
7.8
Overall
7.6
Comfort
7.5
Crew
8.1
Entertainment
6.9
Food
7.0
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Boarding
7.8
Overall
7.6
Comfort
7.5
Crew
8.1
Entertainment
6.9
Food
7.0
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Boarding
7.8
Overall
7.6
Comfort
7.5
Crew
8.1
Entertainment
6.9
Food
7.0
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Boarding
7.8
Overall
7.6
Comfort
7.5
Crew
8.1
Entertainment
6.9
Food
7.0
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Boarding
7.8
Overall
7.6
Comfort
7.5
Crew
8.1
Entertainment
6.9
Food
7.0
Reviews
1 / 20
2.0
MediocreAnonymous,Oct 2026
BOS - PTY
Related info for your journey
Find useful and relevant information for your journey from Chicago to Santiago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Search flights from Chicago to Santiago by cabin class
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Chicago and Santiago flights
Browse other Chicago and Santiago flight options. Last updated on October 26, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.
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Other flights to Santiago
Explore flights to Santiago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.
Top 6 airlines flying from Chicago to Santiago
Discover the top 6 airlines that operate flights from Chicago to Santiago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$331 | Average$786 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$501 | Average$894 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$530 | Average$1,131 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$537 | Average$700 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$596 | Average$831 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$597 | Average$1,030 | FlexibilityNo cancel fee | On-time71% |