Helping travelers to find the best flight offers
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Madrid
A direct flight is the most convenient and comfortable way to fly from Chicago to Madrid, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Madrid:
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We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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The cheapest one-way flight from Chicago to Madrid departs on 11/15/2025, is operated by Frontier Airlines and costs $292
The cheapest roundtrip flight from Chicago to Madrid departs on 12/04/2025, is operated by TAP Portugal and costs $359
Fastest flight from Chicago to Madrid takes 11h 40m
There are no direct flights on this route.
The distance between Chicago and Madrid is 6724km (4169 miles). There are 56 direct flights from Chicago to Madrid. The time difference between Chicago and Madrid is 7h. Flights from Chicago begin at 4:30 PM. The latest flight from Chicago departs at 10:30 PM
The route Chicago — Madrid is served by many carriers — 5 in total, including Iberia, American Airlines, Frontier Airlines, TAP Portugal, and Air Canada. This gives passengers wide opportunities: from finding the lowest fare (from $292) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
Starting at $536
Starting at $687
Starting at $292
Starting at $304
Starting at $495
Chicago — Madrid
12/25/2025
Departure
Direct flight
IB342
Starting at $1,023
Chicago — Madrid
12/26/2025
Departure
Direct flight
IB342
Starting at $536
Chicago — Madrid
04/04/2026
Departure
Direct flight
AA3837
Starting at $687
Chicago — Madrid
11/15/2025
Departure
Direct flight
IB342
Starting at $552
Unable to find information about the schedule of direct flights from
The cheapest flight ticket from Chicago to Madrid according to data for the last 48 hours costs $292
Often the best time to buy tickets from Chicago to Madrid is 2 months before departure.
The fastest flights from Chicago to Madrid start from 11 hours 40 minutes in the air.
The following airlines operate direct flights on the route Chicago — Madrid: Iberia, American Airlines
We couldn't find any special offers for flights from Chicago to Madrid