Chicago to Naples (NAP) flight deals
Chicago to Naples (NAP) from $826 round trip, Jul 24 to 31, 2027, TAP Air Portugal 1 stop each way, airline price $870. Checked Oct 23, 2026.
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Fare examples by month
Round-trip totals · Economy · USD. Choose a month to see the dates.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| November 2026 | 1 adult · 7 days | $1,808 | $1,911 |
| June 2027 | 1 adult · 7 days | $985 | $1,041 |
| July 2027 | 1 adult · 7 days | $826–$1,475 | $870–$1,561 |
| August 2027 | 1 adult · 7 days | $847–$1,475 | $893–$1,561 |
Flights from Chicago · Chicago to Europe flight deals · Chicago to Italy flight deals
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Fares observed October 18 – 23, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
November 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 10–17, 2026 · 7 days | Out: United Airlines 970 / 1921 · 1 stop (FCO) · 14h 0m · 15:40–12:40 (November 11, 2026) local; Return: ITA Airways 1922 / 237 / 945 · 2 stops (FCO, FRA) · 30h 15m · 11:50–11:05 (November 18, 2026) local | $1,808 · Save $103 | $1,911 | 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 26–Jul 3, 2027 · 7 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 18h 20m · 17:45–19:05 (June 27, 2027) local; Return: TAP Air Portugal 885 / 243 · 1 stop (LIS) · 27h 5m · 19:55–16:00 (July 4, 2027) local | $985 · Save $56 | $1,041 | Customer link — Open these flights in Axel · Optional: check axel prices |
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jun 25–Jul 3, 2027 · 8 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 42h 20m · 17:45–19:05 (June 27, 2027) local | From $1,058 · Save $59 | From $1,117 | Check Axel prices |
| ORD | Jun 25–Jul 3, 2027 · 8 days | Out: American Airlines 180 · Nonstop · 9h 35m · 17:50–10:25 (June 26, 2027) local | From $1,225 · Save $71 | From $1,296 | Check Axel prices |
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July 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jul 10–17, 2027 · 7 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 18h 20m · 17:45–19:05 (July 11, 2027) local; Return: British Airways 531 / 55 · 1 stop (LHR) · 14h 20m · 07:55–15:15 local | $903 · Save $53 | $956 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Jul 24–31, 2027 · 7 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 18h 20m · 17:45–19:05 (July 25, 2027) local; Return: TAP Air Portugal 883 / 243 · 1 stop (LIS) · 34h 30m · 12:30–16:00 (August 1, 2027) local | $826 · Save $44 | $870 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Jul 24–31, 2027 · 7 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 18h 20m · 17:45–19:05 (July 25, 2027) local; Return: TAP Air Portugal 883 / 203 / 530 · 2 stops (LIS, EWR) · 26h 1m · 12:30–07:31 (August 1, 2027) local | $1,475 · Save $86 | $1,561 | Customer link — Open these flights in Axel · Optional: check axel prices |
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August 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Aug 7–14, 2027 · 7 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 18h 20m · 17:45–19:05 (August 8, 2027) local; Return: TAP Air Portugal 885 / 243 · 1 stop (LIS) · 27h 5m · 19:55–16:00 (August 15, 2027) local | $847 · Save $46 | $893 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Aug 7–14, 2027 · 7 days | Out: TAP Air Portugal 244 / 884 · 1 stop (LIS) · 18h 20m · 17:45–19:05 (August 8, 2027) local; Return: TAP Air Portugal 883 / 203 / 530 · 2 stops (LIS, EWR) · 26h 1m · 12:30–07:31 (August 15, 2027) local | $1,475 · Save $86 | $1,561 | 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.
Trip ideas from Chicago with Naples (NAP)
- Summer vacation trips from Chicago: fly Jun 26 – Jul 3, 2027
- Food and wine trips from Chicago
- Honeymoon destinations from Chicago
- Italian heritage trips from Chicago
- Premier League and European football trips from Chicago
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Hotels in Amalfi Coast with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Amalfi Coast has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Chicago to Naples (NAP) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
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