Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Madrid to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Madrid to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
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.
There are most likely no direct flights on the Madrid — Chicago route
When flying from Madrid, you have a choice between two airports: Adolfo Suárez Madrid-Barajas Airport and Madrid-Cuatro Vientos Airport. Adolfo Suárez Madrid-Barajas Airport, located in the northeast of the city, is the main international airport and offers a wide range of domestic and international flights. With top-notch facilities, numerous airlines, and great connectivity, it is a popular choice for travelers. Enjoy fast check-in and security procedures, a variety of shops, restaurants, and lounges, and efficient public transportation links to the city center. However, keep in mind that due to its size and popularity, it can get quite crowded, especially during peak travel times. Plan accordingly and allow for extra time. Madrid-Cuatro Vientos Airport, situated to the southwest, primarily caters to general aviation and private flights. While it may not offer as many options as the main airport, it boasts a convenient location, making it an excellent choice for charter flights or those looking for a more exclusive experience. With less congestion and quick access to the city, you can save time on your travels. However, limited commercial airlines operate here, so be sure to check the available options before making your reservation. When considering which airport to depart from, factor in the time and cost it takes to reach each one, as well as the prestige of the airlines that use them as a hub. Adolfo Suárez Madrid-Barajas Airport offers extensive connections, competitive fares, and renowned carriers, making it an ideal choice for most travelers. However, if you prefer a more private and efficient departure, Madrid-Cuatro Vientos Airport might be the perfect fit for you. Search for your air tickets with us and find the best flights from Madrid's airports to your desired destination.
Madrid — Chicago
06/12/2026
Departure
Direct flight
AA125
starting at $4,484
Madrid — Chicago
06/15/2026
Departure
Direct flight
IB341
starting at $2,020
Madrid — Chicago
06/18/2026
Departure
Direct flight
AA3836
starting at $1,152
Madrid — Chicago
06/20/2026
Departure
Direct flight
IB341
starting at $2,214
Madrid — Chicago
06/24/2026
Departure
Direct flight
IB8049
starting at $1,339
Madrid — Chicago
06/29/2026
Departure
Direct flight
IB341
starting at $1,670
Madrid — Chicago
06/30/2026
Departure
Direct flight
IB8049
starting at $1,331
Madrid — Chicago
09/02/2026
Departure
Direct flight
IB341
starting at $458
starting at $1,152
starting at $458
starting at $397
starting at $439
starting at $474
starting at $475
starting at $486
The route Madrid — Chicago is served by many carriers — 7 in total, including American Airlines, Iberia, Avianca, TAP Portugal, Portugália, Westjet, and Ryanair. This gives passengers wide opportunities: from finding the lowest fare (from $397) 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.
The cheapest one-way flight from Madrid to Chicago departs on 09/02/2026, is operated by Avianca and costs $397
The cheapest roundtrip flight from Madrid to Chicago departs on 08/28/2026, is operated by ITA Airways and costs $621
Fastest flight from Madrid to Chicago takes 20h 10m
There are direct flights on this route 6 days a week: Mo, Tu, We, Th, Fr, and Sa
The distance between Madrid and Chicago is 6724km (4169 miles). There are 8 direct flights from Madrid to Chicago. The time difference between Madrid and Chicago is 7h. Flights from Madrid begin at 11:45 AM. The latest flight from Madrid departs at 1:35 PM
The cheapest flight ticket from Madrid to Chicago according to data for the last 48 hours costs $397
Often the best time to buy tickets from Madrid to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Madrid to Chicago can be found flying in these months: January, September, June.
The fastest flights from Madrid to Chicago start from 20 hours 10 minutes in the air.
The following airlines operate direct flights on the route Madrid — Chicago: American Airlines, Iberia
In different months, ticket prices from Madrid to Chicago vary: minimum — $394 (January 2027), maximum — $473 (July 2026). Typically, the flight costs $434–$458.
On the Madrid — Chicago route, ticket prices are stable. Whichever month you choose, the difference will be minimal.
There is a slight difference: it's a bit cheaper in September 2026–January 2027 (averaging $402) and slightly more in June 2026–July 2026 ($466). But overall, the difference is small.
On this route, you don't need to target specific months — prices are stable. The difference between the cheapest and most expensive period is only 14%. Book whenever it's convenient.
Monthly price variation is just 7.6%. Ticket costs on this route are among the most predictable.