⭐Excellent DealAiFly Score: 63/100Verified 9 Nov 2026 23:41 UTC

Chicago to São Paulo with Arajet from $490 — 37% below the typical deal price of $780. Verified 9 Nov 2026 at 23:41 UTC

✓ Verified DealJust published

🏷️ 37% below typical deal priceTypical deal price: $780

This deal vs. typical deal price for this route — verified 9 Nov 2026 at 23:41 UTC

Tickets from $490 both ways. Checked baggage is not included in the base fare.

✈️ Arajet — AFR 40/100 (ulcc)

In this fare:

Checked baggage: Not included — paid checked baggage extra
Onboard meal: Buy-on-board
WiFi: No wifi
Cabin: 29″ pitch on Boeing 737 MAX 8

📍 Routing & layovers

Outbound — Layover in Bogota (BOG): 1h 40m
Outbound — Layover in Rio De Janeiro (GIG): 14h 10m (Very long layover) 🌆
Outbound — 🌆 Long layover in Rio De Janeiro — an opportunity to explore the city.
Return — Layover in Bogota (BOG): 2h 55m (Acceptable connection)

📖 Traveler Resources:
✈️ Airport Guides
📍 Chicago O’Hare International Airport (ORD) — Terminals, Transport & Tips
📍 São Paulo Guarulhos (GRU) Airport — Terminals, Transport & Tips
🌍 Destination Guide
📍 Brazil travel guide

Available Dates

Select a date to check live prices on Skyscanner.

23 Feb – 28 Feb$490✈︎ 29h 40m · 2 stops out / 1 stop return · 1h 40m in Bogota + 14h 10m in Rio de JaneiroSkyscanner →
24 Feb – 1 Mar$490✈︎ 29h 40m · 2 stops out / 1 stop return · 1h 40m in Bogota + 14h 10m in Rio de JaneiroSkyscanner →
25 Feb – 2 Mar$490✈︎ 29h 40m · 2 stops out / 1 stop return · 1h 40m in Bogota + 14h 10m in Rio de JaneiroSkyscanner →
27 Feb – 4 Mar$490✈︎ 29h 40m · 2 stops out / 1 stop return · 1h 40m in Bogota + 14h 10m in Rio de JaneiroSkyscanner →

Prices verified at time of publication. Always confirm on Skyscanner before booking.

🧳 Baggage Allowance

Bag Type	Dimensions / Weight	Included
👜 Personal Item	40 × 25 × 20 cm, 6 kg (10 kg to/from Brazil)	✅ Yes
🎒 Cabin Bag	Not included — buy separately	❌ No
🧳 Checked Bag	Not included — buy separately	❌ No

⚠️ Arajet Basic: personal item only, identical on every route.

📋 Full Arajet baggage allowance & fees →

🌍 About São Paulo

São Paulo is Brazil's restaurant city, built by waves of immigrants, and the food shows it. Go to the Mercadão (Municipal Market, open since 1933) for the mortadela sandwich — roughly 300g of pan-fried mortadella stacked on a French roll at Bar do Mané. The other distinctive quarter is Liberdade, home to the largest Japanese community outside Japan, where you eat ramen and gyoza rather than feijoada. Paulistanos are also serious about pizza thanks to the huge Italian descent — locals argue it rivals Naples. Come June to August: it's the coolest, driest stretch, which makes a sprawling concrete megacity far more walkable. Skip December to March, the hot rainy season when afternoon downpours flood streets.

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