$181+ Cheap flights from South America to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOG — CHI
Mar 1 — Mar 81
1 adult, Economy
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Find cheap flights from South America to Chicago 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 South America to ChicagoExplore the most affordable flight options available from South America to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2026.
Explore the most affordable flight options available from South America to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:59 pm
GYE
- ORD
1 stop19h 47m
Spirit Airlines
Wed 3/257:17 am
ORD
- GYE
1 stop15h 47m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$254
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Fri 3/612:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Tue 3/177:17 am
ORD
- GYE
1 stop15h 47m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$260
This Spirit deal was found by Cheapflights users on 1/29. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Tue 3/247:17 am
ORD
- MDE
1 stop17h 04m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$271
This Mytrip deal was found by Cheapflights users on 1/29. 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 3/1011:59 pm
GYE
- ORD
1 stop19h 12m
Spirit Airlines
Tue 3/245:05 am
ORD
- GYE
1 stop17h 59m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$272
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:30 pm
LIM
- ORD
1 stop12h 52m
Spirit Airlines
Sun 3/85:15 am
ORD
- LIM
1 stop16h 20m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$276
This Spirit deal was found by Cheapflights users on 1/27. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Mon 3/25:15 am
ORD
- MDE
1 stop7h 58m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$277
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:59 pm
GYE
- ORD
1 stop19h 49m
Spirit Airlines
Sat 5/97:05 am
ORD
- GYE
1 stop15h 56m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 3/2311:59 pm
GYE
- ORD
1 stop10h 37m
Multiple Airlines
Tue 3/316:36 pm
ORD
- GYE
1 stop28h 28m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$285
This Expedia deal was found by Cheapflights users on 1/28. 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.
Fri 2/2712:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Wed 3/115:15 am
ORD
- GYE
1 stop17h 49m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$286
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Fri 3/1311:59 pm
GYE
- ORD
1 stop18h 22m
Spirit Airlines
Wed 3/185:05 am
ORD
- GYE
1 stop17h 59m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$287
This Expedia deal was found by Cheapflights users on 1/29. 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.
Tue 2/1011:33 pm
LIM
- ORD
1 stop12h 49m
Spirit Airlines
Mon 3/25:15 am
ORD
- LIM
1 stop16h 20m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$288
This Spirit deal was found by Cheapflights users on 1/29. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Wed 3/254:36 pm
ORD
- MDE
1 stop7h 45m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$291
Best flights from South America to ChicagoDiscover carefully curated flight deals from South America to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 30, 2026.
Discover carefully curated flight deals from South America to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 30, 2026.
This Spirit deal was found by Cheapflights users on 1/29. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Tue 3/247:17 am
ORD
- MDE
1 stop17h 04m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$271
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1812:42 pm
MDE
- ORD
1 stop12h 22m
Copa Airlines
Sun 2/227:34 am
ORD
- MDE
1 stop12h 01m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$299
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Mon 3/92:15 pm
MDE
- ORD
1 stop9h 32m
Multiple Airlines
Tue 3/245:05 am
ORD
- MDE
2 stops14h 40m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 1/29. 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 2/197:00 am
BOG
- MDW
2 stops11h 45m
Delta
Sat 2/2111:06 am
MDW
- BOG
1 stop7h 24m
Delta
Deal found 1/29![Delta logo]()
$333
This LATAM Airlines deal was found by Cheapflights users on 1/29. 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 2/109:00 am
BOG
- MDW
1 stop9h 29m
LATAM Airlines
Sun 2/156:00 am
MDW
- BOG
1 stop12h 30m
LATAM Airlines
Deal found 1/29![LATAM Airlines logo]()
$342
This Mytrip deal was found by Cheapflights users on 1/29. 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 3/1011:59 pm
GYE
- ORD
1 stop19h 12m
Spirit Airlines
Tue 3/245:05 am
ORD
- GYE
1 stop17h 59m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$272
This Copa Airlines deal was found by Cheapflights users on 1/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:17 am
MDE
- ORD
1 stop15h 47m
Copa Airlines
Sat 3/72:22 pm
ORD
- MDE
1 stop16h 56m
Copa Airlines
Deal found 1/28![Copa Airlines logo]()
$299
This Spirit deal was found by Cheapflights users on 1/27. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Mon 3/25:15 am
ORD
- MDE
1 stop7h 58m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$277
This Arajet deal was found by Cheapflights users on 1/29. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/154:10 am
GRU
- ORD
1 stop20h 00m
Arajet
Sat 3/2111:27 am
ORD
- GRU
1 stop13h 43m
Arajet
Deal found 1/29![Arajet logo]()
$624
This GOL deal was found by Cheapflights users on 1/28. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/297:20 am
GRU
- ORD
1 stop31h 55m
GOL
Sun 4/192:35 pm
ORD
- GRU
1 stop32h 05m
GOL
Deal found 1/28![GOL logo]()
$633
This Copa Airlines deal was found by Cheapflights users on 1/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:42 pm
MDE
- ORD
1 stop12h 22m
Copa Airlines
Tue 3/103:22 pm
ORD
- MDE
1 stop16h 56m
Copa Airlines
Deal found 1/27![Copa Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 1/28. 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 2/267:00 am
BOG
- MDW
2 stops11h 45m
Delta
Thu 3/56:00 am
MDW
- BOG
1 stop12h 30m
Delta
Deal found 1/28![Delta logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 4/2411:59 pm
GYE
- ORD
1 stop21h 18m
Multiple Airlines
Fri 5/2911:20 pm
ORD
- GYE
1 stop9h 35m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Fri 3/1310:15 pm
GRU
- ORD
Nonstop10h 45m
United Airlines
Tue 3/244:30 pm
ORD
- GRU
1 stop13h 20m
United Airlines
Deal found 1/28![United Airlines logo]()
$672
This Spirit deal was found by Cheapflights users on 1/29. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/92:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Wed 3/254:36 pm
ORD
- MDE
1 stop7h 45m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 1/27. 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 2/149:00 am
BOG
- MDW
1 stop14h 31m
Delta
Wed 2/186:00 am
MDW
- BOG
1 stop12h 30m
Delta
Deal found 1/27![Delta logo]()
$333
This Copa Airlines deal was found by Cheapflights users on 1/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/1512:42 pm
MDE
- ORD
1 stop12h 22m
Copa Airlines
Mon 3/303:28 pm
ORD
- MDE
1 stop18h 12m
Copa Airlines
Deal found 1/28![Copa Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 4/1410:30 pm
LIM
- ORD
1 stop22h 47m
Multiple Airlines
Wed 4/221:27 pm
ORD
- LIM
1 stop32h 08m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 1/28. 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 2/910:55 am
BOG
- MDW
2 stops12h 27m
Delta
Fri 3/66:00 am
MDW
- BOG
1 stop12h 30m
Delta
Deal found 1/28![Delta logo]()
$333
This Copa Airlines deal was found by Cheapflights users on 1/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:14 pm
MDE
- ORD
1 stop9h 59m
Copa Airlines
Fri 5/153:21 pm
ORD
- MDE
1 stop18h 19m
Copa Airlines
Deal found 1/28![Copa Airlines logo]()
$317
This Air Canada deal was found by Cheapflights users on 1/29. 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.
Thu 4/234:30 pm
EZE
- ORD
2 stops24h 25m
Air Canada
Tue 4/2812:50 pm
ORD
- EZE
2 stops23h 40m
Air Canada
Deal found 1/29![Air Canada logo]()
$849
This Avianca Connect deal was found by Cheapflights users on 1/28. 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 Avianca Connect is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:05 am
GYE
- ORD
1 stop12h 15m
Multiple Airlines
Sat 5/96:34 pm
ORD
- GYE
1 stop10h 46m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 1/29. 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 2/137:00 am
BOG
- MDW
2 stops16h 31m
Delta
Sat 2/216:00 am
MDW
- BOG
1 stop7h 25m
Delta
Deal found 1/29![Delta logo]()
$333
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Fri 3/612:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Tue 3/1712:44 pm
ORD
- GYE
3 stops34h 20m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$333
This Copa Airlines deal was found by Cheapflights users on 1/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:00 am
MDE
- ORD
1 stop8h 58m
Copa Airlines
Wed 5/273:21 pm
ORD
- MDE
1 stop7h 29m
Copa Airlines
Deal found 1/28![Copa Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 1/28. 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 2/910:55 am
BOG
- MDW
2 stops12h 27m
Delta
Mon 2/166:00 am
MDW
- BOG
1 stop7h 25m
Delta
Deal found 1/28![Delta logo]()
$333
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Wed 4/296:04 am
LIM
- ORD
1 stop17h 43m
Multiple Airlines
Thu 5/75:15 am
ORD
- LIM
1 stop16h 20m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$376
This Spirit deal was found by Cheapflights users on 1/28. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:30 pm
LIM
- ORD
1 stop12h 57m
Spirit Airlines
Wed 4/225:15 am
ORD
- LIM
1 stop16h 20m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$354
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:08 pm
BOG
- ORD
1 stop19h 23m
Copa Airlines
Sun 3/12:22 pm
ORD
- BOG
1 stop18h 03m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 1/29. 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 2/249:00 am
BOG
- MDW
1 stop9h 45m
Delta
Sun 3/16:00 am
MDW
- BOG
1 stop12h 30m
Delta
Deal found 1/29![Delta logo]()
$333
Last-minute flights from South America to ChicagoDiscover last-minute flight deals from South America to Chicago. Data last updated January 30, 2026 and is based on user searches.
Discover last-minute flight deals from South America to Chicago. Data last updated January 30, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/301:26 am
GYE
- ORD
1 stop10h 56m
Spirit Airlines
Sun 3/15:15 am
ORD
- GYE
1 stop17h 49m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$309
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/212:42 pm
MDE
- ORD
1 stop12h 22m
Copa Airlines
Sun 2/222:22 pm
ORD
- MDE
1 stop18h 29m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$299
This Expedia deal was found by Cheapflights users on 1/29. 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.
Tue 2/1011:33 pm
LIM
- ORD
1 stop12h 49m
Spirit Airlines
Mon 3/25:15 am
ORD
- LIM
1 stop16h 20m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$288
This Orbitz deal was found by Cheapflights users on 1/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/101:26 am
GYE
- ORD
1 stop10h 56m
Spirit Airlines
Thu 2/197:00 am
ORD
- GYE
1 stop16h 04m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$292
This Travelocity deal was found by Cheapflights users on 1/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2312:59 am
GYE
- ORD
1 stop19h 12m
Spirit Airlines
Mon 5/115:15 am
ORD
- GYE
1 stop17h 46m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$299
This Expedia deal was found by Cheapflights users on 1/28. 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.
Tue 2/2412:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Mon 3/27:00 am
ORD
- GYE
1 stop16h 04m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$304
This Spirit deal was found by Cheapflights users on 1/27. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Mon 3/25:15 am
ORD
- MDE
1 stop7h 58m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$277
This Travelocity deal was found by Cheapflights users on 1/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Sat 3/77:00 am
ORD
- GYE
1 stop16h 04m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$284
This Expedia deal was found by Cheapflights users on 1/28. 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.
Fri 2/2712:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Wed 3/115:15 am
ORD
- GYE
1 stop17h 49m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/276:55 pm
GYE
- ORD
2 stops16h 43m
Multiple Airlines
Fri 3/68:16 pm
ORD
- GYE
1 stop26h 48m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/276:55 pm
GYE
- ORD
2 stops16h 43m
Multiple Airlines
Wed 3/116:36 pm
ORD
- GYE
1 stop28h 28m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$300
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:59 am
GYE
- ORD
1 stop11h 23m
Spirit Airlines
Mon 3/97:00 am
ORD
- GYE
1 stop16h 04m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$310
One-way flights from South America to ChicagoSearch for one-way flight options from South America to Chicago. Find affordable one-way fares based on user searches. Data last updated January 30, 2026.
Search for one-way flight options from South America to Chicago. Find affordable one-way fares based on user searches. Data last updated January 30, 2026.
This Travelocity deal was found by Cheapflights users on 1/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:17 am
MDE
- ORD
1 stop18h 29m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$185
This FlightHub deal was found by Cheapflights users on 1/28. 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 2/101:30 pm
MDE
- ORD
1 stop10h 45m
Arajet
Deal found 1/28![Arajet logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/123:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$195
This Trip.com deal was found by Cheapflights users on 1/28. 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.
Wed 2/41:29 pm
UIO
- ORD
2 stops22h 53m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$201
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Wed 3/47:05 pm
UIO
- ORD
2 stops25h 06m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$204
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Thu 3/51:30 pm
UIO
- ORD
2 stops22h 52m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$205
This Super.com deal was found by Cheapflights users on 1/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1111:55 am
MDE
- ORD
1 stop9h 25m
Avianca
Deal found 1/29![Avianca logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 2/53:15 pm
MDE
- ORD
1 stop9h 32m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$208
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:09 am
UIO
- ORD
1 stop10h 22m
Copa Airlines
Deal found 1/29![Copa Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/411:58 pm
MDE
- ORD
2 stops22h 05m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sun 3/222:17 pm
MDE
- ORD
1 stop21h 04m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$211
Find flight deals from South America to Chicago
Keep the following information in mind while searching for South America to Chicago flight deals. Data was last updated January 30, 2026.
Round-trip from | $254 (Cheapflightsfares) |
|---|---|
One-way from | $181 (Travelocity) |
Popular in | April |
Cheapest in | February |
Average price | $379 |
Good round-trip deal | $452 or less |
Good one-way deal | $293 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from South America to Chicago 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 2,558,603 searches. Data last updated January 30, 2026.
Use the filters below to find and compare flights from South America to Chicago that are best for you.
Fly from
South America
Fly to
Chicago
Route
Depart
Return
Price
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Mon 3/9
2:15 pm-11:47 pm
1 stop9h 32m
Chicago O'Hare Intl
Tue 3/24
7:17 am-12:21 am
1 stop17h 04m
$271
GuayaquilChicago
GYE - ORD
GYEORD
Guayaquil Jose Joaquin de Olmedo
Tue 3/10
11:59 pm-7:11 pm
1 stop19h 12m
Chicago O'Hare Intl
Tue 3/24
5:05 am-11:04 pm
1 stop17h 59m
$272
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Thu 2/26
3:15 pm-11:47 pm
1 stop9h 32m
Chicago O'Hare Intl
Mon 3/2
5:15 am-2:13 pm
1 stop7h 58m
$277
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Mon 3/9
2:15 pm-11:47 pm
1 stop9h 32m
Chicago O'Hare Intl
Wed 3/25
4:36 pm-12:21 am
1 stop7h 45m
$291
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Wed 2/18
12:42 pm-12:04 am
1 stop12h 22m
Chicago O'Hare Intl
Sun 2/22
7:34 am-8:35 pm
1 stop12h 01m
$299
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Mon 3/2
9:17 am-12:04 am
1 stop15h 47m
Chicago O'Hare Intl
Sat 3/7
2:22 pm-8:18 am
1 stop16h 56m
$299
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Tue 2/24
12:42 pm-12:04 am
1 stop12h 22m
Chicago O'Hare Intl
Tue 3/10
3:22 pm-8:18 am
1 stop16h 56m
$299
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Sun 3/15
12:42 pm-1:04 am
1 stop12h 22m
Chicago O'Hare Intl
Mon 3/30
3:28 pm-9:40 am
1 stop18h 12m
$308
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Mon 3/9
2:15 pm-11:47 pm
1 stop9h 32m
Chicago O'Hare Intl
Tue 3/24
5:05 am-7:45 pm
2 stops14h 40m
$311
MedellínChicago
MDE - ORD
MDEORD
Medellín Jose Maria Cordova Intl
Tue 4/21
3:14 pm-1:13 am
1 stop9h 59m
Chicago O'Hare Intl
Fri 5/15
3:21 pm-9:40 am
1 stop18h 19m
$317
Showing 1-10 of 60 results
Best time to book a flight from South America to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from South America with our price prediction graph.
MDE-ORD
BOG-MDW
GYE-ORD
GRU-ORD
LIM-ORD
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 South America to Chicago
0SA-CHI
MDE-ORD
BOG-MDW
GYE-ORD
GRU-ORD
What is the cheapest month to book a flight from South America to Chicago?
Currently, September is the cheapest month in which you can book a flight from South America to Chicago (average of $130). Flying from South America to Chicago in February is currently the most expensive (average of $282). 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.
What is the cheapest time of day to fly from SA to CHI?
Find hourly flight availability from South America to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 30, 2026.
When flying from South America to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated January 30, 2026.
Read through reviews of airlines operating flights from South America to Chicago, such as Delta, Copa Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Food
7.2
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from South America to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for South America to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from South America to Chicago
Discover the top 7 airlines that operate flights from South America to Chicago. 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 2,558,603 searches. Data last updated January 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$180 | Average$675 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$196 | Average$880 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$679 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$244 | Average$711 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$303 | Average$782 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$328 | Average$674 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$488 | Average$506 | FlexibilityNo cancel fee | On-time65% |