There are most likely no direct flights on the Madrid — Chicago route
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.
In different months, ticket prices from Madrid to Chicago vary: minimum — $358 (November 2026), maximum — $700 (October 2026). Typically, the flight costs $480–$1,083.
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.
Ticket prices for Madrid — Chicago are higher at the start and end of the period but lowest in the middle. This creates a convenient window for booking at a reduced price.
Prices fall from October 2026 to November 2026 (49%), then rise from November 2026 to January 2027 (+7%). The best period is November 2026–January 2027 ($370), the most expensive is October 2026–November 2026 ($529).
The best time to buy is November 2026–January 2027, when prices are at their lowest. This can save you up to 30% compared to the expensive months (October 2026–November 2026).
Monthly price variation is 32.5%. On this route, your departure date noticeably affects the cost, and choosing wisely can lead to real savings.
There are most likely no direct flights on the Madrid — Chicago route
All airports
Madrid — Chicago
11/19/2026
Departure
Direct flight
IB341
starting at $719
Madrid — Chicago
11/23/2026
Departure
Direct flight
IB341
starting at $734
Madrid — Chicago
11/10/2026
Departure
Direct flight
IB341
starting at $1,017
Madrid — Chicago
11/09/2026
Departure
Direct flight
IB341
starting at $3,945
The route Madrid — Chicago is served by many carriers — 4 in total, including Iberia, TAP Portugal, Portugália, and Vueling. This gives passengers wide opportunities: from finding the lowest fare (from $372) 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 flight ticket from Madrid to Chicago according to data for the last 48 hours costs $372
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: November, January, October.
The fastest flights from Madrid to Chicago start from 1 hour 20 minutes in the air.
The following airlines operate direct flights on the route Madrid — Chicago: Iberia
The cheapest one-way flight from Madrid to Chicago departs on 11/19/2026, is operated by TAP Portugal and costs $372
The cheapest roundtrip flight from Madrid to Chicago departs on 12/19/2026, is operated by TAP Portugal and costs $601
Fastest flight from Madrid to Chicago takes 1d 1h 20m
There are direct flights on this route 3 days a week: Mo, Tu, and Th
The distance between Madrid and Chicago is 6724km (4169 miles). There are 28 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
We couldn't find any special offers for flights from Madrid to Chicago
