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Flight Deals from Madrid to Chicago from $427

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Stops

  • Up to 1 stop
    $623
  • Up to 2 stops
    $802

Airlines

  • APG Airlines
    $688
  • Austrian Airlines
    $802
  • AVIANCA
    $1753
  • British Airways
    $723
  • Condor
    $1112
  • Finnair
    $874
  • IBERIA
    $880
  • ITA Airways
    $623
  • JetBlue
    $725
  • KLM
    $731
  • Turkish Airlines
    $693
  • United Airlines
    $1269

Cabin Class

  • Economy
    $623

Departure Airports

  • Adolfo Suárez Madrid–Barajas Airport
    $623

Arrival Airports

  • Chicago Midway Airport
    $1112
  • Chicago O Hare Airport
    $623

Layover Airports

  • Amsterdam Airport Schiphol
    $731
  • El Dorado International Airport
    $1753
  • Frankfurt am Main Airport
    $1112
  • General Edward Lawrence Logan International Airport
    $725
  • Istanbul Airport
    $693
  • London Heathrow Airport
    $723
  • Munich Airport
    $802
  • Paris Charles de Gaulle Airport
    $731
  • Philadelphia International Airport
    $874
  • Rome Fiumicino Airport
    $623
  • Toronto Pearson Airport
    $802
  • Vienna International Airport
    $802

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ITA Airways Logo
ITA Airways

09/05/26

MAD
14h 15m
FCO

09/05/26

ORD
ITA Airways Logo
ITA Airways

09/20/26

ORD
12h 45m
FCO

09/21/26

MAD
$623
ITA Airways Logo
ITA Airways

05/04/26

MAD
14h 15m
FCO

05/04/26

ORD
ITA Airways Logo
ITA Airways

06/28/26

ORD
12h 45m
FCO

06/29/26

MAD
$688
Turkish Airlines Logo
Turkish Airlines

06/11/26

MAD
22h 15m
IST

06/12/26

ORD
Turkish Airlines Logo
Turkish Airlines

07/06/26

ORD
19h 25m
IST

07/07/26

MAD
$693
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
British Airways Logo
British Airways

02/09/27

MAD
12h 55m
LHR

02/09/27

ORD
British Airways Logo
British Airways

02/16/27

ORD
11h 45m
LHR

02/17/27

MAD
$723
JetBlue Logo
JetBlue

09/11/26

MAD
30h 50m
BOS

09/12/26

ORD
JetBlue Logo
JetBlue

10/19/26

ORD
14h 15m
BOS

10/20/26

MAD
$725
KLM Logo
KLM

01/10/27

MAD
25h
AMS

01/11/27

ORD
Delta Air Lines Logo
Delta Air Lines

01/17/27

ORD
11h 10m
CDG

01/18/27

MAD
$731
Turkish Airlines Logo
Turkish Airlines

09/30/26

MAD
33h
IST

10/01/26

ORD
Turkish Airlines Logo
Turkish Airlines

10/27/26

ORD
18h 30m
IST

10/28/26

MAD
$769
Austrian Airlines Logo
Austrian Airlines

06/11/26

MAD
32h 30m
MUC
VIE

06/12/26

ORD
Air Canada Logo
Air Canada

07/06/26

ORD
28h 35m
YYZ

07/08/26

MAD
$802
British Airways Logo
British Airways

02/09/27

MAD
12h 55m
LHR

02/09/27

ORD
American Airlines Logo
American Airlines

02/16/27

ORD
11h 35m
PHL

02/17/27

MAD
$874
IBERIA Logo
IBERIA

02/09/27

MAD
12h 55m
LHR

02/09/27

ORD
American Airlines Logo
American Airlines

02/16/27

ORD
11h 35m
PHL

02/17/27

MAD
$880
Air Europa Logo
Air Europa

06/10/26

MAD
19h 15m
FRA
BOS

06/10/26

MDW
Southwest Airlines Logo
Southwest Airlines

06/16/26

MDW
20h 10m
BOS
FRA

06/17/26

MAD
$1112
United Airlines Logo
United Airlines

05/27/26

MAD
13h 30m
FRA

05/27/26

ORD
United Airlines Logo
United Airlines

06/10/26

ORD
16h 7m
YYZ

06/11/26

MAD
$1269
AVIANCA Logo
AVIANCA

10/26/26

MAD
20h 45m
BOG

10/26/26

ORD
AVIANCA Logo
AVIANCA

11/06/26

ORD
18h
BOG

11/07/26

MAD
$1753

Top Deals on flights from Madrid to Chicago

Madrid, ES (MAD) - Chicago, US (CHI)

British Airways Logo
British Airways

Mar 1

MAD
12h 55m
LHR

Mar 1

ORD

as low as

$427

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

May 19

MAD
27h 35m
CPH

May 20

ORD

as low as

$438

Madrid, ES (MAD) - Chicago, US (CHI)

JetBlue Logo
JetBlue

May 16

MAD
14h 23m
BOS

May 16

ORD

as low as

$451

Madrid, ES (MAD) - Chicago, US (CHI)

Lufthansa Logo
Lufthansa

May 21

MAD
13h 50m
FRA

May 21

ORD

as low as

$464

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

May 25

MAD
12h 40m
BRU

May 25

ORD

as low as

$479

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

May 21

MAD
15h 35m
DUB

May 21

ORD

as low as

$485

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

Mar 10

MAD
9h 55m
Direct

Mar 10

ORD

as low as

$516

Madrid, ES (MAD) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Sep 8

MAD
9h 25m
Direct

Sep 8

ORD

as low as

$530

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

May 24

MAD
16h 25m
LIS

May 24

ORD

as low as

$546

Madrid, ES (MAD) - Chicago, US (CHI)

Turkish Airlines Logo
Turkish Airlines

May 25

MAD
17h 35m
IST

May 25

ORD

as low as

$640

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

Jul 2

MAD
14h 36m
YHZ
DTW

Jul 2

MDW

as low as

$781

Madrid, ES (MAD) - Chicago, US (CHI)

 Logo

May 22

MAD
33h 55m
KRK

May 23

ORD

as low as

$790

Good to Know

Essential information to help you plan your flight from Madrid to Chicago

Cheapest Flight

$427

The lowest price we found in the last two weeks, departing Mar 1 and returning Mar 1

Airline BA1 stop ‧ 12h 55m ‧ economy

Fastest Flights

$530

The fastest flight that we found in the last two weeks, departing Sep 8 and returning Sep 8

Airline AA9h 25m ‧ economy

Cheapest Flight Round-trip

$623

Cheapest price found in the last 14 days, departing Sep 5 and returning Sep 21

Airline AZ1 stop ‧ 14h 15m ‧ economy

Cheapest Flight One-way

$427

Cheapest price found in the last 14 days, departing Mar 1

Airline BA1 stop ‧ 12h 55m ‧ economy

Cheapest Layover airport

$438

The cheapest layover airport to Chicago is currently $438

Airline SK1 stop ‧ 27h 35m ‧ economy

Best Arrival airport

$427

The best arrival airport to Chicago is currently $427

Airline BA1 stop ‧ 12h 55m ‧ economy

Best Departure airport

$427

The best departure airport to Chicago is currently $427

Airline BA1 stop ‧ 12h 55m ‧ economy

Cheapest Airline

$427

The cheapest airline to Chicago is currently $427

Airline BA1 stop ‧ 12h 55m ‧ economy

Frequently Asked Questions

What is the typical flight duration from Madrid to Chicago?

The flight from Madrid to Chicago typically takes between 9 to 11 hours when flying non-stop, although connecting flights may extend travel time to 12 or 13 hours. This duration can vary due to wind conditions, air traffic, and specific flight paths. Travelers departing from Madrid (MAD) should account for check-in times and possible delays while planning transfers upon arrival in Chicago (CHI). Always check with your airline for the most current flight duration estimates and any seasonal variations that could impact your trip.

Are there any direct flights from Madrid to Chicago?

Yes, there are direct flights available from Madrid to Chicago. Several airlines periodically operate non-stop services between these two cities, which help reduce overall travel time. While direct flights offer convenience and shorter journey durations, schedules may change seasonally. Travelers from Madrid should review current flight timetables and consider that factors such as demand and airport operations may temporarily affect non-stop flight availability to Chicago. This planning step ensures you get the most efficient route for your journey.

What are the best transportation options from Chicago airport to downtown?

The best transportation options from Chicago’s airport to downtown include the CTA train, shared shuttles, and taxis. The CTA train offers a cost-effective ride typically ranging from $5 to $7 and takes about 45 to 60 minutes. Taxis and rideshares can cost between $30 and $50, offering a direct door-to-door service that takes roughly 25 to 40 minutes, depending on traffic. Visitors arriving from Madrid should compare these options to balance cost, time, and convenience when planning transfers from Chicago’s airport.

What are the must-see attractions in Chicago for travelers arriving from Madrid?

Chicago offers an array of must-see attractions that cater to varied interests. Highlights include Millennium Park with its iconic Cloud Gate, the Art Institute of Chicago with its world-renowned collections, and the observation deck at Willis Tower for panoramic views. For a mix of culture and outdoor enjoyment, Navy Pier and the Riverwalk provide scenic strolls and entertainment. Visitors arriving from Madrid will appreciate how these landmarks capture the vibrant local culture while offering accessible experiences for diverse travelers.

Which local dishes should travelers from Madrid try when visiting Chicago?

Travelers should definitely sample Chicago’s signature deep-dish pizza and Chicago-style hot dogs, which uniquely differ from other regional specialties. Additionally, Italian beef sandwiches and locally inspired dishes at gastropubs provide a distinct culinary experience. Many restaurants offer variations in preparation and flavor intensity, with prices typically ranging from $12 to $30 per dish. Guests from Madrid can enjoy these hearty flavors in a casual dining setting, experiencing both tradition and modern influences that clearly define Chicago’s vibrant food scene.

What are the best family-friendly activities in Chicago for visitors from Madrid?

Families can explore numerous activities in Chicago that are both engaging and educational. The Field Museum, Shedd Aquarium, and the Museum of Science and Industry provide interactive exhibits for children and adults alike, with ticket prices ranging from $25 to $40 per person. Navy Pier offers rides, boat tours, and seasonal events, while Millennium Park hosts outdoor concerts and art installations. Visitors from Madrid will find these attractions well-suited for mixed age groups, making family adventures in Chicago both memorable and enriching.

Are there any seasonal events in Chicago that travelers from Madrid should not miss?

Yes, Chicago hosts a variety of seasonal events that are well worth experiencing. In the summer, festivals such as Lollapalooza and outdoor concerts create a lively atmosphere, while the winter season boasts unique holiday markets and ice skating events in Millennium Park. Autumn brings vibrant fall foliage tours and food festivals showcasing local cuisine. Travelers from Madrid should research event schedules, as costs can range from free outdoor festivities to entry fees between $20 and $50 for special events, ensuring an engaging and culturally rich visit.

What are the most affordable dining options in Chicago for travelers from Madrid?

Affordable dining in Chicago ranges from diverse food trucks and casual diners to neighborhood pizzerias and local cafes that serve hearty meals between $10 and $20. These establishments often provide both traditional Chicago dishes and international cuisine at reasonable prices. Travelers from Madrid will enjoy exploring distinct dining neighborhoods, where local flavors mix with innovation. It is also advisable to check local food apps or traveler guides for up-to-date promotions and budget-friendly recommendations, ensuring an enjoyable culinary experience without breaking the bank.

What are the customs requirements for travelers flying from Madrid to Chicago?

Travelers flying from Madrid to Chicago must comply with U.S. customs and immigration requirements. This typically involves having a valid passport and an approved travel authorization, such as an ESTA or a visa, depending on your nationality. On arrival, visitors should be prepared to complete customs declarations and answer questions about their stay. It is recommended that travelers allow extra time for these procedures at Chicago’s checkpoint and familiarize themselves with any changes to requirements, ensuring a smooth entry and clear understanding of U.S. regulations.

What are the best shopping areas in Chicago for souvenirs for travelers from Madrid?

Chicago’s Magnificent Mile and surrounding neighborhoods offer a myriad of shopping experiences ideal for picking up souvenirs. You'll find everything from high-end boutiques to quirky local shops with unique Chicago memorabilia and artisanal goods. Areas like the River North district and local markets also present opportunities to discover handcrafted items and vintage treasures. Visitors from Madrid are advised to set aside a budget while exploring these areas, as prices can range widely based on the item. This mix of modern and traditional retail makes for a memorable shopping adventure.

Is there a specific time of year when Chicago is best visited by travelers from Madrid?

Yes, many travelers find that the best times to visit Chicago are during the spring and fall months. These periods offer pleasant temperatures typically ranging from 60°F to 75°F, fewer crowds, and a wealth of cultural events. Spring brings blooming parks and outdoor festivals, while fall captivates visitors with vibrant foliage and seasonal events. While summer is energetic, it can be hot and busy. Visitors from Madrid should consider these shoulder seasons for a more relaxed yet enriching experience, making travel plans that take weather and event calendars into account.

What are the best seating options for families traveling from Madrid to Chicago?

When planning flights from Madrid to Chicago, families should seek seating options that offer extra legroom and space for children. Many airlines provide economy plus or premium economy seating, which often includes adjustable seats and additional comfort for long-haul flights. Options such as bulkhead seats frequently allow more room for strollers and leg seating. It is advisable to book early, as prices for these options typically range higher by about 20% to 50% over standard seats. Confirming these details with airlines prior to booking can ensure a more comfortable journey for families.

What are the health and safety tips for travelers from Madrid visiting Chicago?

It is recommended that visitors follow general health and safety protocols when touring Chicago. Always ensure you have travel insurance, keep personal belongings secure, and use reputable transportation options. Maintain hand hygiene and follow any local COVID-19 guidelines or advisories that might still be in place. Stay informed about the neighborhoods and follow local advice on areas to avoid. Carry a list of emergency contacts and your embassy’s information. These actionable steps help ensure that your experience remains safe and enjoyable while exploring the city’s attractions.

Are there any unique cultural experiences in Chicago for travelers from Madrid?

Yes, Chicago is renowned for its unique cultural experiences that blend history, art, and modern innovation. Visitors can immerse themselves in the local jazz and blues music scene by attending live performances in historic clubs. Additionally, neighborhood art tours and architecture river cruises offer an in-depth view of the city’s storied past and iconic skyline. Museums such as the Art Institute provide curated exhibitions that connect global art trends with local heritage. Travelers from Madrid will find these experiences particularly enriching, fostering a deeper connection with Chicago’s dynamic cultural landscape.

What airport amenities in Chicago cater to travelers arriving from Madrid?

Chicago’s airports offer a wide range of amenities that enhance the travel experience for international visitors. These include comfortable lounges, diverse dining options, and retail outlets showcasing local products and souvenirs. Free Wi-Fi, charging stations, and rest areas provide convenience for travelers with long layovers. Wellness zones and family-friendly spaces are also available. Clear signage and multilingual assistance ensure smooth navigation through customs and connecting services. Visitors arriving from Madrid will appreciate these thoughtful facilities, as they help ease the transition and make waiting times more pleasant while reflecting Chicago’s commitment to traveler comfort.

Flights to Chicago