Cheap Flights > FareFinder > Cheap Flights to Europe > Cheap Flights to Spain > Cheap Flights to Madrid > Cheap flights from Chicago to Madrid
FareFinder
Compare Flights
From: 
 
To: 
 
Departure Date:
Return Date: 
Currency:
Adults:
 Children:
 Infants:
SEARCH
Refine Results
Show flights by month
December 2025
January 2026
February 2026
March 2026
April 2026
May 2026
June 2026
July 2026
August 2026
September 2026
October 2026
November 2026
Departures
Destinations

FareFinder

Flights to Madrid  |  From Chicago

All fares are indicative. Prices are correct at the date and time last updated.
Flights to Madrid - Cheapest per month
$433 USD
Air France
Check
Chicago Midway4 Feb 2026, 12:48Madrid Barajas5 Feb 2026, 09:1513h 27
1 stop		Air France
Madrid Barajas11 Feb 2026, 10:00Chicago Midway11 Feb 2026, 22:2219h 22
2 stops		Air France
Last updated: 7 Days Ago
Date: 4 Feb - 11 Feb
$433 USD
KLM
Check
Chicago Midway4 Feb 2026, 10:46Madrid Barajas5 Feb 2026, 09:1515h 29
1 stop		KLM
Madrid Barajas11 Feb 2026, 10:00Chicago Midway11 Feb 2026, 22:2219h 22
2 stops		KLM
Last updated: 7 Days Ago
Date: 4 Feb - 11 Feb
$859 USD
KLM
Check
Chicago O`Hare27 Mar 2026, 17:25Madrid Barajas28 Mar 2026, 13:4013h 15
1 stop		KLM
Madrid Barajas6 Apr 2026, 07:05Chicago O`Hare6 Apr 2026, 14:1514h 10
1 stop		KLM
Last updated: 11 Hours Ago
Date: 27 Mar - 6 Apr
$1,048 USD
Air France
Check
Chicago O`Hare27 Mar 2026, 17:25Madrid Barajas28 Mar 2026, 13:4013h 15
1 stop		KLM
Madrid Barajas6 Apr 2026, 10:05Chicago O`Hare6 Apr 2026, 16:4613h 41
1 stop		Air France
Last updated: 11 Hours Ago
Date: 27 Mar - 6 Apr

Flight Deals Madrid from:

America
Europe
Sponsored Links

About Us

Cheap Jet is an independent flight and hotel search engine. With just one click Cheap Jet will find you the best fares available from both low cost and traditional airlines as well as travel agencies and chartered flight providers.

Flights toFlights to:

View all destinations (A-Z)