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Fly TAP Air Portugal Business Class to Portugal from 50,000 points each way in late 2026 and early 2027. Award flights to Lisbon or Porto are from Boston, Chicago, Montreal, New York, Newark, Orlando, Toronto, and Washington, DC:
- Boston BOS to Lisbon LIS: a few Nov.-Dec. 2026 and decent mid-Jan.-mid-March 2027 award availability
- LIS-BOS: good Dec. 2026 and decent Jan.-early April 2027 availability
- BOS to Porto OPO: several Jan.-March 2027 dates
- OPO-BOS: several Dec. 2026-Feb. 2027 dates
- Chicago ORD-LIS: very few Jan.-Feb. 2027 dates
- LIS-ORD: several Jan.-March 2027 dates
- Montreal YUL-LIS: several Jan.-March 2027 dates
- LIS-YUL: decent late Nov.-Dec. 2026 and Jan.-March 2027 award availability
- New York JFK-LIS: a few Nov. 2026 dates and decent mid-Jan.-mid-March 2027 availability
- LIS-JFK: decent Jan.-March 2027 availability
- Newark EWR-LIS: decent mid-Jan.-mid-March award availability
- LIS-EWR: decent Dec. 2026 and Jan.-March availability
- EWR-OPO: a few Nov.-Dec. 2026 and early March 2027 dates and good mid-Jan.-Feb. 2027 availability
- OPO-EWR: good mid-Nov.-Dec. 2026 and Jan.-Feb. 2027 availability
- Orlando MCO-LIS: several Jan.-March 2027 dates
- LIS-MCO: decent Nov.-Dec. 2026 and Jan.-March 2027 availability
- Toronto YYZ-LIS: several Feb.-early April 2027 dates
- LIS-YYZ: a few Nov. 2026 dates and decent Dec. 2026-March 2027 availability
- Washington, DC IAD-LIS: several Jan. and early-mid-March 2027 dates and devent Feb. 2027 availability
- LIS-IAD: several Jan.-Feb. 2027 dates

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If utilizing Avianca LifeMiles with the 25% Citi transfer bonus, one way awards range from 51,000 to 56,000 miles each way. Alternatively, if you already have ANA Mileage Club miles, Mileage Club charges 50K miles each way; note that you can't book one way awards with Mileage Club, and it takes 48 hours to transfer AMEX Membership Rewards points to Aeroplan, so availability could change in the meantime.
It's also possible to book award seats using other Star Alliance frequent flyer programs, such as United MileagePlus, but United is more expensive: 88,000 miles each way if you don't have a United credit card, or 80,000 miles each way if you do. Aeroplan only offers one business class award seat per flight.
Here's our TAP Air Portugal Business Class video review:
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Where to Stay in Portugal
While this TAP Air Portugal award is an easy way to access other European destinations, Portugal is also worth visiting. Our top recommendation in Lisbon is the elegant Four Seasons Ritz Lisbon, with one of our favorite luxury hotel breakfasts in Europe (included as a Four Seasons Preferred Partner benefit for TravelSort Clients), an indoor lap pool and outdoor pool, rooftop running track and fitness center, and walking distance to the Bairro Alto and other Lisbon sights.
Here's our Four Seasons Ritz Lisbon video review:
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Elsewhere in Portugal we recommend the Six Senses Douro Valley, Le Monumental Palace in Porto, and the new Viceroy at Ombria Algarve.
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