$327 Cheap flight deals from Chicago (CHI) to Alentejo (FAO)

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This Weekend's Flight Deals from Chicago to Alentejo

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Oct 25 - Sat, Dec 5
ORD
O'Hare Intl.
LIS
Humberto Delgado
$853 Roundtrip, found 5 hours ago
$853
Roundtrip
found 5 hours ago
Select Swiss International Air Lines flight, departing Sun, Oct 25 from O'Hare Intl. to Humberto Delgado, returning Sat, Dec 5, priced at $853 found 5 hours ago
Fri, Oct 23 - Wed, Oct 28
ORD
O'Hare Intl.
FAO
Faro Intl.
$1,246 Roundtrip, found 21 hours ago
$1,246
Roundtrip
found 21 hours ago
Select TAP Portugal flight, departing Fri, Oct 23 from O'Hare Intl. to Faro Intl., returning Wed, Oct 28, priced at $1,246 found 21 hours ago
Fri, Oct 23 - Mon, Oct 26
MDW
Midway Intl.
LIS
Humberto Delgado
$2,560 Roundtrip, found 3 days ago
$2,560
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 23 from Midway Intl. to Humberto Delgado, returning Mon, Oct 26, priced at $2,560 found 3 days ago

Airfares from $327 One Way, $611 Round Trip from Chicago to Alentejo

Prices starting at $611 for return flights and $327 for one-way flights to Alentejo were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 7 - Tue, Dec 15
ORD
Chicago
LIS
Lisbon
$611 Roundtrip, found 1 hour ago
$611
Roundtrip
found 1 hour ago
Select Icelandair flight, departing Mon, Dec 7 from Chicago to Lisbon, returning Tue, Dec 15, priced at $611 found 1 hour ago
Mon, Nov 16 - Sun, Nov 22
ORD
Chicago
LIS
Lisbon
$622 Roundtrip, found 2 days ago
$622
Roundtrip
found 2 days ago
Select Scandinavian Airlines flight, departing Mon, Nov 16 from Chicago to Lisbon, returning Sun, Nov 22, priced at $622 found 2 days ago
Sun, Jan 31 - Sat, Feb 6
ORD
Chicago
FAO
Algarve
$643 Roundtrip, found 4 days ago
$643
Roundtrip
found 4 days ago
Select Scandinavian Airlines flight, departing Sun, Jan 31 from Chicago to Algarve, returning Sat, Feb 6, priced at $643 found 4 days ago
Fri, Jan 8 - Fri, Jan 15
ORD
Chicago
LIS
Lisbon
$689 Roundtrip, just found
$689
Roundtrip
just found
Select TAP Portugal flight, departing Fri, Jan 8 from Chicago to Lisbon, returning Fri, Jan 15, priced at $689 just found
Tue, Dec 1 - Tue, Dec 8
ORD
Chicago
LIS
Lisbon
$713 Roundtrip, found 22 hours ago
$713
Roundtrip
found 22 hours ago
Select United flight, departing Tue, Dec 1 from Chicago to Lisbon, returning Tue, Dec 8, priced at $713 found 22 hours ago

Alentejo economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Emerald House Lisbon, Curio Collection By Hilton
4.0-star property

The Emerald House Lisbon, Curio Collection By Hilton

9.6/10 Exceptional! (605 reviews)

Nov 16 - Nov 22

6 night stay

Chicago (CHI) to Lisbon (LIS)

TAP Portugal • Roundtrip • Coach
Price was $1,595, price is now $1,143 per person
$1,143
per person
found 1 day ago
We had a wonderful stay! The hotel was beautiful, the room was clean and comfortable, and the staff were friendly and helpful. The location was great for exploring Lisbon, and the atmosphere made our stay even more special. Room 1502 has the best view! absolutely breathtaking! Waking up to that view was a real highlight of our trip. We would happily return and highly recommend this hotel to anyone visiting Lisbon!

Reviewed on Oct 15, 2026

Bacalhoeiros 125 Hotel
3.0-star property

Bacalhoeiros 125 Hotel

9.6/10 Exceptional! (150 reviews)

Nov 24 - Dec 2

8 night stay

Chicago (ORD) to Lisbon (LIS)

British Airways • Non-stop • Coach

Lisbon (LIS) to Chicago (ORD)

Iberia • Non-stop • Coach
Save 100% on your flight
Price was $2,144, price is now $1,248 per person
$1,248
per person
found 1 day ago
Close to the cruise terminal - approx 10 min walk. Very clean.

Reviewed on Oct 5, 2026

Eurostars Lisboa Baixa
4.0-star property

Eurostars Lisboa Baixa

9.8/10 Exceptional! (352 reviews)

Dec 5 - Dec 10

5 night stay

Chicago (CHI) to Lisbon (LIS)

TAP Portugal • Coach

Lisbon (LIS) to Chicago (CHI)

Aer Lingus • Coach
Price was $1,628, price is now $1,219 per person
$1,219
per person
found 1 day ago
Very helpful staff and front desk. Would walk you to show you directions. The room was large and modern and location cannot be beaten if you love to be in the middle of the action. Would come back thanks.

Reviewed on Oct 16, 2026

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More About Flying To Alentejo from Chicago

Route Information for Flights from Chicago to Alentejo

Origin Airport IATA Code
CHI
Destination Airport IATA Code
FAO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Alentejo

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.