$398 Cheap flight deals from Chicago (CHI) to Sintra (LIS)

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This Weekend's Flight Deals from Chicago to Sintra

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, Feb 1 - Sun, Feb 8
ORD
O'Hare Intl.
LIS
Humberto Delgado
$400 Roundtrip, just found
$400
Roundtrip
just found
Select TAP Portugal flight, departing Sun, Feb 1 from O'Hare Intl. to Humberto Delgado, returning Sun, Feb 8, priced at $400 just found

Airfares from $398 One Way, $399 Round Trip from Chicago to Sintra

Prices starting at $399 for return flights and $398 for one-way flights to Sintra were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 6 - Sun, Feb 15
ORD
Chicago
LIS
Lisbon
$399 Roundtrip, just found
$399
Roundtrip
just found
Select TAP Portugal flight, departing Fri, Feb 6 from Chicago to Lisbon, returning Sun, Feb 15, priced at $399 just found
Sat, Apr 11 - Sun, Apr 19
ORD
Chicago
LIS
Lisbon
$400 Roundtrip, found 5 days ago
$400
Roundtrip
found 5 days ago
Select Icelandair flight, departing Sat, Apr 11 from Chicago to Lisbon, returning Sun, Apr 19, priced at $400 found 5 days ago
Mon, Feb 2 - Mon, Feb 9
ORD
Chicago
LIS
Lisbon
$448 Roundtrip, found 6 days ago
$448
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Feb 2 from Chicago to Lisbon, returning Mon, Feb 9, priced at $448 found 6 days ago
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
LIS
Lisbon
$459 Roundtrip, found 3 days ago
$459
Roundtrip
found 3 days ago
Select Iberia flight, departing Wed, Feb 4 from Chicago to Lisbon, returning Tue, Feb 10, priced at $459 found 3 days ago
Wed, Feb 25 - Wed, Mar 4
ORD
Chicago
LIS
Lisbon
$492 Roundtrip, just found
$492
Roundtrip
just found
Select Swiss International Air Lines flight, departing Wed, Feb 25 from Chicago to Lisbon, returning Wed, Mar 4, priced at $492 just found

Sintra economy flight packages

Price found within the past 48 hours. Click for updated prices.
Casagrand Luxury Suites Lisboa
4.0-star property

Casagrand Luxury Suites Lisboa

10/10 Exceptional! (13 reviews)

Mar 11 - Mar 16

5 night stay

Chicago (ORD) to Lisbon (LIS)

Delta • Non-stop roundtrip • Coach
Price was $2,059, price is now $1,496 per person
$1,496
per person
found 1 day ago
Beautiful accommodation, truly a home away from home with washer and dryer in the unit and a full kitchen. Staff could not have been more welcoming and helpful. And in a perfect location, too! Thank you for a wonderful stay!!

Reviewed on Aug 25, 2025

Aurea Museum by Eurostars Hotel Company
5.0-star property

Aurea Museum by Eurostars Hotel Company

9.4/10 Exceptional! (1,002 reviews)

Mar 21 - Mar 27

6 night stay

Chicago (CHI) to Lisbon (LIS)

United • Non-stop roundtrip • Coach
Price was $2,233, price is now $1,598 per person
$1,598
per person
found 1 day ago
Fabulous hotel in a truly historic hotel! First though, I would like to mention the amazing staff at Check in.. very pleasant, informative, and welcoming. The hotel has ancient Roman ruins underneath that have been meticulously excavated. The hotel offers private tour every day at 10am for its guests. This is a great location walkable to everything, yet slightly removed from the hustle & bustle.

Reviewed on Sep 12, 2025

Eurostars Lisboa Baixa
4.0-star property

Eurostars Lisboa Baixa

9.8/10 Exceptional! (217 reviews)

Mar 21 - Mar 27

6 night stay

Chicago (CHI) to Lisbon (LIS)

United • Non-stop roundtrip • Coach
Price was $2,162, price is now $1,572 per person
$1,572
per person
found 1 day ago
Great staff and excellent location.

Reviewed on Jun 9, 2025

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More About Flying To Sintra from Chicago

Route Information for Flights from Chicago to Sintra

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

Chicago to Sintra

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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.