Madrid (MAD) to Chicago (ORD) cheap flight deal from $2053 USD in business class

TPTAP Portugal

Round Trip•Business Class

MAD

Madrid-Barajas Airport

Madrid, Spain

ORD

O'Hare International Airport

Chicago, United States

$3,035 USD

-32%$2,053 USD

Verified Sep 21, 2025 at 6:17 AM

September 2025

Today

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1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21$4,886 22$4,886 23$4,893 24$4,123 25$4,123 26$4,123 27$4,123 28$4,123 29$4,123 30$3,366 1$4,123 2$4,123 3$4,827 4$4,123 5$3,470

Fair Availability

36% of dates checked are available within 10% of the lowest price

Monday, September 22nd, 2025

7 round-trip options

Returning

Sat, Sep 27, 2025•5 Day Trip

$4,890 USD

Google Flights

Returning

Sun, Sep 28, 2025•6 Day Trip

$4,886 USD

Google Flights

Returning

Mon, Sep 29, 2025•7 Day Trip

$4,886 USD

Google Flights

Returning

Wed, Oct 1, 2025•9 Day Trip

$4,890 USD

Google Flights

Returning

Thu, Oct 2, 2025•10 Day Trip

$5,591 USD

Google Flights

Returning

Fri, Oct 3, 2025•11 Day Trip

$5,591 USD

Google Flights

Returning

Sun, Oct 5, 2025•13 Day Trip

$4,886 USD

Google Flights