Chicago → São Paulo · Business return from US$2,380

Business return to São Paulo from US$2,380 — ~58% off. Limited availability.

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Business return to São Paulo from US$2,380 — ~58% off. Limited availability.

~58% off the usual price for this route. You're looking at Business class from US$2,380 return with Avianca. All prices in US dollars.

✓ We confirmed this fare was bookable on 14 Jul. Prices change fast — always check before you book.

Chicago to São Paulo route map

The deal at a glance

RouteChicago (ORD) → São Paulo (GRU)
CabinBusiness class
TripReturn
Flights1 stop · ORD-BOG-GRU
AirlineAvianca
Travel dates2026-11-11 to 2026-11-21
Book byWhile it lasts
Distance~8,428 km · ~10.5h flying each way

Cheapest dates in the window: 11 Nov, 17 Oct, 28 Aug. Prices vary by day — flexible dates find the best fare.

Check current price →

Why it's a deal

$2,380 in business class is around 58% below what this route normally goes for up front. Premium-cabin fares this far under the usual price tend to sell out quickly, so it's worth moving fast if the dates work for you.

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

USDEURGBPAUDCAD
$2,3802,0881,7813,4363,367

Converted 2026-07-14. Rates move — treat as a guide.

How to book

Check current price →

Limited availability — a fare like this can disappear any time.

Where to stay in São Paulo

Pair the fare with somewhere to land. We use Trip.com for hotels in São Paulo — over a million properties, prices shown in your currency, and free cancellation on many rooms.

Find hotels in São Paulo →

Hotel links are affiliate links — booking through them supports us at no extra cost.

Stay connected when you land

Skip roaming charges and airport SIM queues. A Saily eSIM installs before you fly and switches on the moment you reach São Paulo — data plans from a few dollars, nothing physical to swap.

Get a Saily eSIM →

Saily links are affiliate links — grabbing one supports us at no extra cost.

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