Flights from Chicago to Madrid

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Oct 20 - Thu, Nov 6

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$368 Roundtrip, found 4 days ago

$368

Roundtrip

found 4 days ago

Select Delta flight, departing Mon, Oct 20 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 6, priced at $368 found 4 days ago

Sun, Oct 19 - Thu, Nov 6

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$368 Roundtrip, found 4 days ago

$368

Roundtrip

found 4 days ago

Select Virgin Atlantic flight, departing Sun, Oct 19 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 6, priced at $368 found 4 days ago

Mon, Oct 20 - Fri, Nov 7

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$368 Roundtrip, found 4 days ago

$368

Roundtrip

found 4 days ago

Select Delta flight, departing Mon, Oct 20 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Nov 7, priced at $368 found 4 days ago

Mon, Oct 6 - Fri, Oct 17

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$368 Roundtrip, found 1 day ago

$368

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Oct 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Oct 17, priced at $368 found 1 day ago

Tue, Nov 25 - Tue, Dec 2

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$370 Roundtrip, found 5 days ago

$370

Roundtrip

found 5 days ago

Select Air Canada flight, departing Tue, Nov 25 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Dec 2, priced at $370 found 5 days ago

Tue, Nov 25 - Tue, Dec 2

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$374 Roundtrip, found 5 days ago

$374

Roundtrip

found 5 days ago

Select United flight, departing Tue, Nov 25 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Dec 2, priced at $374 found 5 days ago

Sun, Oct 5 - Thu, Oct 16

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$382 Roundtrip, found 1 day ago

$382

Roundtrip

found 1 day ago

Select British Airways flight, departing Sun, Oct 5 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Oct 16, priced at $382 found 1 day ago

Tue, Nov 25 - Tue, Dec 2

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$387 Roundtrip, found 5 days ago

$387

Roundtrip

found 5 days ago

Select Swiss International Air Lines flight, departing Tue, Nov 25 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Dec 2, priced at $387 found 5 days ago

Tue, Nov 25 - Tue, Dec 2

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$392 Roundtrip, found 5 days ago

$392

Roundtrip

found 5 days ago

Select Lufthansa flight, departing Tue, Nov 25 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Dec 2, priced at $392 found 5 days ago

Thu, Nov 6 - Thu, Nov 20

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$413 Roundtrip, found 4 days ago

$413

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 20, priced at $413 found 4 days ago

Wed, Nov 19 - Sat, Dec 6

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$473 Roundtrip, found 4 days ago

$473

Roundtrip

found 4 days ago

Select Scandinavian Airlines flight, departing Wed, Nov 19 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Sat, Dec 6, priced at $473 found 4 days ago

Thu, Nov 6 - Thu, Nov 20

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$603 Roundtrip, found 4 days ago

$603

Roundtrip

found 4 days ago

Select Finnair flight, departing Thu, Nov 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 20, priced at $603 found 4 days ago

Thu, Nov 6 - Thu, Nov 20

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$623 Roundtrip, found 4 days ago

$623

Roundtrip

found 4 days ago

Select Turkish Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 20, priced at $623 found 4 days ago

Thu, Sep 18 - Thu, Oct 2

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$636 Roundtrip, found 3 days ago

$636

Roundtrip

found 3 days ago

Select Iberia flight, departing Thu, Sep 18 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Oct 2, priced at $636 found 3 days ago

Thu, Nov 6 - Thu, Nov 20

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$647 Roundtrip, found 4 days ago

$647

Roundtrip

found 4 days ago

Select Aer Lingus flight, departing Thu, Nov 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 20, priced at $647 found 4 days ago

Thu, Sep 18 - Thu, Oct 2

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$656 Roundtrip, found 3 days ago

$656

Roundtrip

found 3 days ago

Select TAP Portugal flight, departing Thu, Sep 18 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Oct 2, priced at $656 found 3 days ago

Thu, Nov 6 - Thu, Nov 20

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$723 Roundtrip, found 4 days ago

$723

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 20, priced at $723 found 4 days ago

Thu, Nov 6 - Thu, Nov 20

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$871 Roundtrip, found 4 days ago

$871

Roundtrip

found 4 days ago

Select LOT-Polish Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Thu, Nov 20, priced at $871 found 4 days ago

Tue, Nov 25 - Tue, Dec 2

MDW

Midway Intl.

MAD

Adolfo Suárez Madrid-Barajas

$885 Roundtrip, found 5 days ago

$885

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Nov 25 from Midway Intl. to Adolfo Suárez Madrid-Barajas, returning Tue, Dec 2, priced at $885 found 5 days ago

Thu, Nov 20 - Fri, Nov 21

ORD

O'Hare Intl.

MAD

Adolfo Suárez Madrid-Barajas

$4,603 Roundtrip, found 4 days ago

$4,603

Roundtrip

found 4 days ago

Select Air Europa flight, departing Thu, Nov 20 from O'Hare Intl. to Adolfo Suárez Madrid-Barajas, returning Fri, Nov 21, priced at $4,603 found 4 days ago