Cheap flights from Madrid to Historic Route 66

View AU$586 flight on Thu, 28 Aug. 2025Opens in a new window

Popular airlines from Madrid to Historic Route 66

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • United

    United

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Cheap Flights from Madrid (MAD) to Historic Route 66 (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

ITA Airways
Thu, 28 Aug. - Wed, 10 Sep.
MAD
Madrid
ORD
Chicago
AU$853 Return, found 5 days ago
AU$853
Return
found 5 days ago
Select ITA Airways flight, departing Thu, 28 Aug. from Madrid to Chicago, returning Wed, 10 Sep., priced at AU$853 found 5 days ago
United
Thu, 28 Aug. - Wed, 10 Sep.
MAD
Madrid
ORD
Chicago
AU$958 Return, found 5 days ago
AU$958
Return
found 5 days ago
Select United flight, departing Thu, 28 Aug. from Madrid to Chicago, returning Wed, 10 Sep., priced at AU$958 found 5 days ago
Delta
Thu, 28 Aug. - Wed, 10 Sep.
MAD
Madrid
ORD
Chicago
AU$991 Return, found 5 days ago
AU$991
Return
found 5 days ago
Select Delta flight, departing Thu, 28 Aug. from Madrid to Chicago, returning Wed, 10 Sep., priced at AU$991 found 5 days ago
Lufthansa
Thu, 28 Aug. - Wed, 10 Sep.
MAD
Madrid
ORD
Chicago
AU$997 Return, found 5 days ago
AU$997
Return
found 5 days ago
Select Lufthansa flight, departing Thu, 28 Aug. from Madrid to Chicago, returning Wed, 10 Sep., priced at AU$997 found 5 days ago
Swiss International Air Lines
Thu, 28 Aug. - Wed, 10 Sep.
MAD
Madrid
ORD
Chicago
AU$1,044 Return, found 5 days ago
AU$1,044
Return
found 5 days ago
Select Swiss International Air Lines flight, departing Thu, 28 Aug. from Madrid to Chicago, returning Wed, 10 Sep., priced at AU$1,044 found 5 days ago
KLM
Thu, 28 Aug. - Wed, 10 Sep.
MAD
Madrid
ORD
Chicago
AU$1,075 Return, found 5 days ago
AU$1,075
Return
found 5 days ago
Select KLM flight, departing Thu, 28 Aug. from Madrid to Chicago, returning Wed, 10 Sep., priced at AU$1,075 found 5 days ago

Find the cheapest month to fly from Madrid (MAD) to Chicago (ORD)

January is typically the cheapest month to fly

From AU$563 - AU$1,727 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.