Chicago → Sao Paulo · Business return from US$2,431
Business return to Sao Paulo from US$2,431, well below typical. Checked against live availability.
Well below the usual price for this route. You're looking at Business class from US$2,431 return with Avianca. All prices in US dollars.
✓ We confirmed this fare was bookable on 17 Aug. Prices move, so always check the live fare before you book.
The deal at a glance
| Route | Chicago (ORD) → Sao Paulo (GRU) |
| Cabin | Business class |
| Trip | Return |
| Flights | 2 stops · ORD-BOG-GRU |
| Airline | |
| Travel dates | 26 discounted departure days found between 1 Oct and 30 Oct |
| Book by | While it lasts |
| Distance | ~8,428 km · ~10.5h flying each way |
The fare we priced: depart 4 Oct, return 14 Oct. That exact itinerary was live at the price above when we checked.
Cheapest departure days in the window: 4 Oct, 6 Oct, 9 Oct, 11 Oct, 27 Oct, 28 Oct. Prices vary by day; flexible dates find the best fare.
Check this US$2,431 fare →
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Make it a trip
Booked the fare? The rest of Sao Paulo, sorted. We may earn a commission on these, which never affects which deals we publish.
Why it's a deal
$2,431 in business class is well below what this route normally goes for up front. We only see availability at the moment we check, so if the dates work for you, the button shows whether the price is still there.
Fare rules & what to check
Before booking, confirm the essentials:
- Baggage & seat: what's included at this fare
- Changes & refunds: discounted premium fares are often non-refundable
- Routing: long layovers or a different return path
Price in your currency
Converted 2026-08-17. Rates move, so treat it as a guide.
Paying in another currency? Get a free multi-currency travel card and spend at great exchange rates while you travel.
How to book
Check this US$2,431 fare →
Opens the live fare on the booking site. You always see the current price before you book.
We may earn a commission if you book, at no extra cost to you.
No fixed sale end date. The price was live when we checked; the button always opens the current fare.
Where to stay in Sao Paulo
Over a million hotels on Trip.com, with prices in your currency and free cancellation on many rooms.
Flying out of Chicago often? Our Chicago departure guide tracks every live business and first class fare leaving Chicago: who flies where, what each route normally costs, and when it’s cheapest. See every business class deal from Chicago →
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Cover photo by Agustin Diaz Gargiulo on Unsplash.
