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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 August , September 2026

23 Aug - 05 Sep $ 858.00
CHI
Chicago
TAP Portugal
1 STOPS
MAD
Madrid
MAD
Madrid
TAP Portugal
1 STOPS
CHI
Chicago
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19 Aug - 08 Sep $ 925.00
CHI
Chicago
Finnair
DIRECT
MAD
Madrid
MAD
Madrid
Finnair
DIRECT
CHI
Chicago
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19 Aug - 19 Sep $ 1,149.00
CHI
Chicago
Finnair
DIRECT
MAD
Madrid
MAD
Madrid
Finnair
DIRECT
CHI
Chicago
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Last minute flights from Chicago to Madrid

19 Aug - 31 Aug $ 1,123.00
CHI
Chicago
Finnair
DIRECT
MAD
Madrid
MAD
Madrid
Finnair
DIRECT
CHI
Chicago
Pick dates
24 Aug - 31 Aug $ 1,152.00
CHI
Chicago
Iberia Airlines
DIRECT
MAD
Madrid
MAD
Madrid
Iberia Airlines
DIRECT
CHI
Chicago
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23 Aug - 01 Sep $ 1,375.00
CHI
Chicago
Turkish Airlines
1 STOPS
MAD
Madrid
MAD
Madrid
Turkish Airlines
1 STOPS
CHI
Chicago
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One-way flights to Madrid from Chicago

4:40 PM - 7:05 PM
TAP Portugal
1 Stops
21h 45m
CHI - MAD
$ 447
Kiwi
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10:25 PM - 10:25 PM
Iberia Airlines
0 Stops
8h 5m
CHI - MAD
$ 465
Kiwi
Pick dates
10:25 PM - 10:25 PM
Finnair
0 Stops
8h 5m
CHI - MAD
$ 511
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)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
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.