US cities to Madrid, Spain from only $273 roundtrip

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Cheap flights from US cities to Madrid, Spain from only $273 roundtrip with TAP Air Portugal.

Depart from:
New York: $273
Chicago: $274
Boston: $275
Washington DC: $275

DEPART:
New York/Chicago/Boston/Washington DC, USA

ARRIVE:
Madrid, Spain

RETURN:
New York/Chicago/Boston/Washington DC, USA

DATES:
Availability from August 2025 to March 2026 (excluding Christmas/New Year)

Example dates:

New York – Madrid: $273
8th-15th Sep
30th Sep – 7th Oct
8th-15th Oct
14th-21st Oct
16th-23rd Oct
22nd-29th Oct
24th-31st Oct
30th Oct – 6th Nov
5th-12th Nov
11th-18th Nov
13th-20th Nov
17th-24th Nov
19th-26th Nov
25th Nov – 2nd Dec
–
More dates are available for $275 roundtrip:
4th-11th Oct
6th-13th Oct
28th Oct – 4th Nov
3rd-10th Nov
9th-16th Nov
21st-28th Nov
1st-8th Dec
3rd-10th Dec
5th-12th Dec
14th-21st Jan
20th-27th Jan
22nd-29th Jan
28th Jan – 4th Feb
1st-8th Feb
3rd-10th Feb
5th-12th Feb
11th-18th Feb
19th-26th Feb
25th Feb – 4th Mar
5th-12th Mar
11th-18th Mar

Chicago – Madrid: $274
31st Aug – 7th Sep
2nd-9th Oct
24th-31st Oct
5th-12th Nov
7th-14th Nov
16th-23rd Jan
28th Jan – 4th Feb
11th-18th Feb

Boston – Madrid: $275
2nd-9th Sep
6th-13th Sep
14th-21st Sep
30th Sep – 7th Oct
20th-27th Oct
26th Oct – 2nd Nov
30th Oct – 6th Nov
1st-8th Nov
3rd-10th Dec
7th-14th Dec

Washington DC – Madrid: $275
10th-17th Sep
22nd-29th Sep
8th-15th Oct
16th-23rd Oct
28th Oct – 4th Nov
30th Oct – 6th Nov
5th-12th Nov
19th-26th Nov
27th Nov – 4th Dec
1st-8th Dec
3rd-10th Dec
22nd-29th Jan
5th-12th Mar
–
More dates are available for $278 roundtrip:
23rd-30th Aug
4th-11th Sep
8th-15th Sep
18th-25th Sep
10th-17th Oct

and more…

STOPS:
Lisbon

AIRLINES:
TAP Air Portugal