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Cheap flights from Chicago (CHI) to Madrid (MAD)

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0 Children (2~11)
0 Infants (0~2)
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How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)

How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)
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How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)
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How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)
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Cheap flights from Chicago to Madrid in February , March 2026

27 Feb - 11 Mar $ 465.00
CHI
Chicago
TAP Portugal
1 STOPS
MAD
Madrid
MAD
Madrid
TAP Portugal
1 STOPS
CHI
Chicago
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27 Feb - 11 Mar $ 495.00
CHI
Chicago
TAP Portugal
1 STOPS
MAD
Madrid
MAD
Madrid
TAP Portugal
1 STOPS
CHI
Chicago
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27 Feb - 12 Mar $ 1,770.00
CHI
Chicago
Iberia Airlines
DIRECT
MAD
Madrid
MAD
Madrid
Iberia Airlines
DIRECT
CHI
Chicago
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Last minute flights from Chicago to Madrid

27 Feb - 01 Mar $ 655.00
CHI
Chicago
TAP Portugal
1 STOPS
MAD
Madrid
MAD
Madrid
TAP Portugal
1 STOPS
CHI
Chicago
Pick dates
27 Feb - 01 Mar $ 937.00
CHI
Chicago
TAP Portugal
1 STOPS
MAD
Madrid
MAD
Madrid
TAP Portugal
1 STOPS
CHI
Chicago
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27 Feb - 28 Feb $ 3,810.00
CHI
Chicago
Aer Lingus
DIRECT
MAD
Madrid
MAD
Madrid
Aer Lingus
DIRECT
CHI
Chicago
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One-way flights to Madrid from Chicago

8:15 PM - 11:45 AM
TAP Portugal
1 Stops
10h 50m
CHI - MAD
$ 321
Kiwi
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8:15 PM - 6:00 PM
TAP Portugal
1 Stops
17h 5m
CHI - MAD
$ 321
Kiwi
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5:40 PM - 5:40 PM
Iberia Airlines
0 Stops
8h 10m
CHI - MAD
$ 574
Kiwi
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How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)

Related info for your journey
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How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)
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How to find the cheapest flight from Chicago (CHI) to Madrid (MAD)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.