Chicago to Sao Paulo (GRU) flight deals
Chicago to Sao Paulo (GRU) from $795 round trip, Nov 7 to 17, 2026 (airline price $837), seen Oct 20.
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Fare examples by month
Round-trip totals · Economy · USD, saved from earlier searches. Each month opens its day-by-day date picker for live prices.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| November 2026 | 1 adult · 9–10 days | $795–$3,509 | $837–$3,698 |
| December 2026 | 2 adults · 1 child · 22 days | $5,235–$17,009 | $5,511–$17,933 |
| December 2026 | 1 adult · 16 days | $1,912–$5,968 | $2,018–$6,312 |
| May 2027 | 1 adult · 5 days | $945–$3,509 | $1,000–$3,698 |
| June 2027 | 1 adult · 21–22 days | $861–$1,014 | $910–$1,068 |
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Fares observed October 18 – 23, 2026. USD for the travelers shown. Search a trip for current prices.
November 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 7–17, 2026 · 10 days | Out: Copa Airlines 236 / 725 · 1 stop (PTY) · 13h 35m · 07:35–00:10 (November 8, 2026) local; Return: Copa Airlines 758 / 228 · 1 stop (PTY) · 14h 6m · 01:40–12:46 local | $795 · Save $42 | $837 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Nov 7–17, 2026 · 10 days | Out: Copa Airlines 236 / 725 · 1 stop (PTY) · 13h 35m · 07:35–00:10 (November 8, 2026) local; Return: United Airlines 844 · Nonstop · 10h 45m · 21:30–05:15 (November 18, 2026) local | $3,509 · Save $189 | $3,698 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Nov 8–17, 2026 · 9 days | Out: Copa Airlines 236 / 725 · 1 stop (PTY) · 13h 35m · 07:35–00:10 (November 9, 2026) local; Return: Copa Airlines 758 / 228 · 1 stop (PTY) · 14h 6m · 01:40–12:46 local | $795 · Save $42 | $837 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Nov 8–17, 2026 · 9 days | Out: Copa Airlines 236 / 725 · 1 stop (PTY) · 13h 35m · 07:35–00:10 (November 9, 2026) local; Return: United Airlines 844 · Nonstop · 10h 45m · 21:30–05:15 (November 18, 2026) local | $3,509 · Save $189 | $3,698 | Customer link — Open these flights in Axel · Optional: check axel prices |
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December 2026
2 adults · 1 child · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 12, 2026–Jan 3, 2027 · 22 days | Out: Avianca 263 / 185 · 1 stop (BOG) · 14h 45m · 22:30–16:15 (December 13, 2026) local; Return: Avianca 160 / 262 · 1 stop (BOG) · 21h 5m · 02:25–20:30 local | $5,235 · Save $276 | $5,511 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 12, 2026–Jan 3, 2027 · 22 days | Out: Avianca 263 / 185 · 1 stop (BOG) · 14h 45m · 22:30–16:15 (December 13, 2026) local; Return: United Airlines 844 · Nonstop · 10h 45m · 21:30–05:15 (January 4, 2027) local | $17,009 · Save $924 | $17,933 | Customer link — Open these flights in Axel · Optional: check axel prices |
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 18, 2026–Jan 3, 2027 · 16 days | Out: Avianca 263 / 185 · 1 stop (BOG) · 14h 45m · 22:30–16:15 (December 19, 2026) local; Return: Avianca 160 / 262 · 1 stop (BOG) · 21h 5m · 02:25–20:30 local | $1,912 · Save $106 | $2,018 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Dec 18, 2026–Jan 3, 2027 · 16 days | Out: Avianca 263 / 185 · 1 stop (BOG) · 14h 45m · 22:30–16:15 (December 19, 2026) local; Return: United Airlines 844 · Nonstop · 10h 45m · 21:30–05:15 (January 4, 2027) local | $5,968 · Save $344 | $6,312 | Customer link — Open these flights in Axel · Optional: check axel prices |
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May 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | May 27–Jun 1, 2027 · 5 days | Out: Copa Airlines 229 / 759 · 1 stop (PTY) · 13h 17m · 15:13–06:30 (May 28, 2027) local; Return: Copa Airlines 758 / 228 · 1 stop (PTY) · 14h 14m · 01:20–13:34 local | $945 · Save $55 | $1,000 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | May 27–Jun 1, 2027 · 5 days | Out: Copa Airlines 229 / 759 · 1 stop (PTY) · 13h 17m · 15:13–06:30 (May 28, 2027) local; Return: United Airlines 844 · Nonstop · 10h 25m · 22:20–06:45 (June 2, 2027) local | $3,509 · Save $189 | $3,698 | Customer link — Open these flights in Axel · Optional: check axel prices |
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June 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jun 18–Jul 10, 2027 · 22 days | Out: United Airlines 845 · Nonstop · 10h 5m · 21:30–09:35 (June 19, 2027) local; Return: United Airlines 844 · Nonstop · 10h 25m · 22:20–06:45 (July 11, 2027) local | $861 · Save $49 | $910 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Jun 19–Jul 10, 2027 · 21 days | Out: United Airlines 2202 / 861 · 1 stop (IAD) · 13h 26m · 18:04–09:30 (June 20, 2027) local; Return: United Airlines 844 · Nonstop · 10h 25m · 22:20–06:45 (July 11, 2027) local | $1,014 · Save $54 | $1,068 | Customer link — Open these flights in Axel · Optional: check axel prices |
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The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
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Hotels in Sao Paulo with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Sao Paulo has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Sao Paulo: the 10 best neighborhoods, ranked · Sao Paulo hotels where a family of four can share one room
For AI assistants
- This page: Chicago to Sao Paulo (GRU) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
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