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Flight Deals from Chicago to Madrid from $318

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Stops

  • Nonstop
    from $540
  • Up to 1 stop
    $418
  • Up to 2 stops
    $523

Airlines

  • Air Canada
    $512
  • Air France
    $552
  • Austrian Airlines
    $581
  • British Airways
    $535
  • Delta Air Lines
    $526
  • JetBlue
    $599
  • KLM
    $549
  • Lufthansa
    $547
  • SAS Airlines
    $480
  • SWISS
    $544
  • TAP Portugal
    $418
  • Turkish Airlines
    $626
  • United Airlines
    $512
  • Virgin Atlantic
    $526

Cabin Class

  • Economy
    $418

Departure Airports

  • Chicago Midway Airport
    $526
  • Chicago O Hare Airport
    $418

Arrival Airports

  • Adolfo Suárez Madrid–Barajas Airport
    $418

Layover Airports

  • Amsterdam Airport Schiphol
    $549
  • Charlotte Douglas International Airport
    $553
  • Copenhagen Kastrup Airport
    $480
  • Dallas Fort Worth International Airport
    $544
  • Detroit Metropolitan Airport
    $545
  • Frankfurt am Main Airport
    $531
  • General Edward Lawrence Logan International Airport
    $550
  • Hartsfield Jackson Atlanta International Airport
    $526
  • Humberto Delgado Airport (Lisbon Portela Airport)
    $418
  • Istanbul Airport
    $626
  • London Heathrow Airport
    $535
  • Miami International Airport
    $550
  • Montreal Trudeau Airport
    $512
  • Munich Airport
    $544
  • New York John F Kennedy Airport
    $526
  • Newark Liberty Airport
    $535
  • Paris Charles de Gaulle Airport
    $545
  • Toronto Pearson Airport
    $518
  • Vienna International Airport
    $559
  • Washington Dulles Airport
    $516
  • Zürich Airport
    $525

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On average save $240 per traveler
TAP Portugal Logo
TAP Portugal

10/18/25

ORD
22h 50m
LIS

10/19/25

MAD
TAP Portugal Logo
TAP Portugal

10/24/25

MAD
5h 5m
LIS

10/24/25

ORD
$418
Free cancellation within 83 hours of booking
SAS Airlines Logo
SAS Airlines

09/28/25

ORD
40h 55m
CPH

09/30/25

MAD
SAS Airlines Logo
SAS Airlines

10/15/25

MAD
27h 15m
CPH

10/16/25

ORD
$480
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

10/20/25

ORD
22h
YUL

10/21/25

MAD
United Airlines Logo
United Airlines

10/29/25

MAD
8h 5m
YUL

10/29/25

ORD
$512
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

10/05/25

ORD
22h
YUL

10/06/25

MAD
Air Canada Logo
Air Canada

10/14/25

MAD
7h 26m
YUL

10/14/25

ORD
$512
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

10/22/25

ORD
21h 22m
IAD

10/23/25

MAD
United Airlines Logo
United Airlines

10/31/25

MAD
8h 5m
YUL

10/31/25

ORD
$516
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

10/01/25

ORD
18h 20m
YYZ

10/02/25

MAD
Air Canada Logo
Air Canada

10/29/25

MAD
26h 25m
YUL

10/30/25

ORD
$518
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

10/15/25

ORD
17h 26m
IAD

10/16/25

MAD
Air Canada Logo
Air Canada

10/23/25

MAD
21h 21m
YYZ
YUL

10/24/25

ORD
$523
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

10/14/25

ORD
20h
YUL

10/15/25

MAD
United Airlines Logo
United Airlines

11/05/25

MAD
20h 40m
ZRH

11/06/25

ORD
$525
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

10/22/25

ORD
24h 5m
ATL

10/23/25

MAD
Virgin Atlantic Logo
Virgin Atlantic

10/31/25

MAD
8h 56m
ATL

10/31/25

ORD
$526
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

10/15/25

ORD
22h 16m
ATL

10/16/25

MAD
Delta Air Lines Logo
Delta Air Lines

10/28/25

MAD
7h 58m
ATL

10/28/25

ORD
$526
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

10/20/25

ORD
20h 50m
JFK

10/21/25

MAD
Virgin Atlantic Logo
Virgin Atlantic

10/29/25

MAD
7h 58m
ATL

10/29/25

ORD
$526
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

10/13/25

MDW
20h 30m
ATL

10/14/25

MAD
Virgin Atlantic Logo
Virgin Atlantic

10/22/25

MAD
8h 51m
ATL

10/22/25

MDW
$526
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

10/18/25

ORD
39h 5m
YUL

10/20/25

MAD
United Airlines Logo
United Airlines

10/28/25

MAD
15h
FRA

10/28/25

ORD
$531
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

10/15/25

ORD
21h 5m
EWR

10/16/25

MAD
United Airlines Logo
United Airlines

10/28/25

MAD
8h 20m
FRA

10/28/25

ORD
$535
Free cancellation within 83 hours of booking
British Airways Logo
British Airways

10/01/25

ORD
22h 40m
LHR

10/02/25

MAD
British Airways Logo
British Airways

10/22/25

MAD
6h 5m
LHR

10/22/25

ORD
$535
Free cancellation within 83 hours of booking
British Airways Logo
British Airways

10/06/25

ORD
14h 50m
Direct

10/07/25

MAD
British Airways Logo
British Airways

10/15/25

MAD
1h 35m
Direct

10/15/25

ORD
$540
Free cancellation within 83 hours of booking
British Airways Logo
British Airways

10/14/25

ORD
21h 12m
DFW

10/15/25

MAD
British Airways Logo
British Airways

10/23/25

MAD
1h 35m
Direct

10/23/25

ORD
$544
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

10/08/25

ORD
20h 20m
YYZ

10/09/25

MAD
Air Canada Logo
Air Canada

10/20/25

MAD
18h 10m
MUC

10/21/25

ORD
$544
Free cancellation within 83 hours of booking
SWISS Logo
SWISS

10/06/25

ORD
19h
ZRH

10/07/25

MAD
SWISS Logo
SWISS

10/13/25

MAD
16h 35m
ZRH

10/14/25

ORD
$544
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

10/01/25

MDW
26h 35m
DTW
CDG

10/02/25

MAD
Delta Air Lines Logo
Delta Air Lines

10/22/25

MAD
13h 48m
ATL

10/22/25

MDW
$545
Free cancellation within 83 hours of booking
Lufthansa Logo
Lufthansa

10/21/25

ORD
20h
YUL

10/22/25

MAD
Lufthansa Logo
Lufthansa

10/30/25

MAD
7h 20m
MUC

10/30/25

ORD
$547
Free cancellation within 83 hours of booking
KLM Logo
KLM

10/01/25

ORD
20h 50m
AMS

10/02/25

MAD
KLM Logo
KLM

10/22/25

MAD
13h 48m
ATL

10/22/25

ORD
$549
Free cancellation within 83 hours of booking
British Airways Logo
British Airways

10/07/25

ORD
15h 25m
Direct

10/08/25

MAD
British Airways Logo
British Airways

10/21/25

MAD
7h 55m
MIA

10/21/25

ORD
$550
Free cancellation within 83 hours of booking
British Airways Logo
British Airways

10/20/25

ORD
15h 25m
Direct

10/21/25

MAD
British Airways Logo
British Airways

10/29/25

MAD
8h 55m
BOS

10/29/25

ORD
$550
Free cancellation within 83 hours of booking
Air France Logo
Air France

10/20/25

ORD
22h 16m
ATL

10/21/25

MAD
Air France Logo
Air France

10/30/25

MAD
8h 56m
ATL

10/30/25

ORD
$552
Free cancellation within 83 hours of booking
British Airways Logo
British Airways

09/28/25

ORD
19h 20m
LHR

09/29/25

MAD
British Airways Logo
British Airways

10/23/25

MAD
8h 25m
CLT

10/23/25

ORD
$553
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

10/07/25

ORD
20h
YUL

10/08/25

MAD
Air Canada Logo
Air Canada

10/28/25

MAD
33h
FRA
VIE

10/29/25

ORD
$559
Free cancellation within 83 hours of booking
Austrian Airlines Logo
Austrian Airlines

10/01/25

ORD
18h 20m
YYZ

10/02/25

MAD
Austrian Airlines Logo
Austrian Airlines

10/15/25

MAD
22h 25m
MUC
VIE

10/16/25

ORD
$581
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

10/07/25

ORD
26h 50m
BOS

10/08/25

MAD
JetBlue Logo
JetBlue

10/16/25

MAD
18h 24m
BOS

10/17/25

ORD
$599
Free cancellation within 83 hours of booking
Turkish Airlines Logo
Turkish Airlines

10/20/25

ORD
26h 10m
IST

10/21/25

MAD
Turkish Airlines Logo
Turkish Airlines

10/29/25

MAD
17h 20m
IST

10/30/25

ORD
$626
Free cancellation within 83 hours of booking

Top Deals on flights from Chicago to Madrid

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

KLM Logo
KLM

May 14

ORD
19h 15m
AMS

May 15

MAD

as low as

$318

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

Delta Air Lines Logo
Delta Air Lines

Jun 4

ORD
24h 50m
JFK

Jun 5

MAD

as low as

$333

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

Virgin Atlantic Logo
Virgin Atlantic

May 27

ORD
18h 20m
JFK

May 28

MAD

as low as

$333

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

British Airways Logo
British Airways

Jun 8

ORD
20h 20m
LHR

Jun 9

MAD

as low as

$346

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

Air France Logo
Air France

May 27

ORD
18h 10m
CDG

May 28

MAD

as low as

$373

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

Delta Air Lines Logo
Delta Air Lines

Jun 1

ORD
26h 55m
ATL

Jun 2

MAD

as low as

$383

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

IBERIA Logo
IBERIA

May 28

ORD
15h 25m
Direct

May 29

MAD

as low as

$433

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

IBERIA Logo
IBERIA

Jun 11

ORD
24h 37m
BOS

Jun 12

MAD

as low as

$437

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

IBERIA Logo
IBERIA

May 27

ORD
18h 40m
PHL

May 28

MAD

as low as

$437

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

Finnair Logo
Finnair

May 27

ORD
15h 10m
Direct

May 28

MAD

as low as

$439

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

Aer Lingus Logo
Aer Lingus

Jun 2

ORD
18h 10m
DUB

Jun 3

MAD

as low as

$454

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

Delta Air Lines Logo
Delta Air Lines

Jun 12

MDW
20h 51m
ATL

Jun 13

MAD

as low as

$503

Frequently Asked Questions

What is the typical flight duration from Chicago to Madrid?
Typically, a non-stop flight from Chicago to Madrid takes between 9 to 11 hours. However, if you book a connecting flight, the total travel time can range from 12 to 16 hours depending on stopovers and waiting times. It is wise to check different itineraries, as flight durations can vary based on the time of year and the specific route chosen. Booking in advance and comparing various airlines would give travelers the best options for time-efficient and comfortable travel between the cities.
Are there any direct flights from Chicago to Madrid?
Yes, there are direct flights from Chicago to Madrid, though their frequency may vary seasonally and depend on airline schedules. Major carriers sometimes offer non-stop services, which can be more convenient and time-saving compared to connecting flights. It is recommended to review flight options during your planning phase and monitor price changes, as direct flight availability may be limited during off-peak seasons. Checking directly with the airlines will provide the most accurate and up-to-date schedules for your travel dates.
What are the best transportation options from Madrid airport to downtown for travelers arriving from Chicago?
Travelers have several effective transportation options from Madrid airport to downtown. The Metro Line 8 offers a fast and economical way, costing between €2 to €4 per ride and taking about 30 to 40 minutes. Additionally, airport shuttle buses and city buses provide affordable alternatives, with fares ranging from €5 to €8 depending on the route. For convenience and direct travel, taxis or rideshare services like Uber can be chosen, though they cost around €30 to €40. Planning ahead based on luggage needs and arrival time is advisable.
What are the must-see attractions in Madrid for travelers coming from Chicago?
Travelers should not miss iconic landmarks such as the Royal Palace and Prado Museum when visiting Madrid. The city also offers a relaxing stroll in Retiro Park and a vibrant experience at Plaza Mayor. Each spot provides a unique blend of architectural beauty and historical significance. Additionally, exploring the modern art scene at the Reina Sofía and the lively local tapas bars gives visitors a well-rounded experience of Madrid’s cultural heritage, making their visit both enriching and memorable.
Which local dishes should travelers from Chicago try when visiting Madrid?
Travelers should definitely sample authentic Madrid dishes like Cocido Madrileño, a hearty chickpea-based stew, and the beloved Tortilla Española, a classic potato omelet. Other must-try specialties include Callos a la Madrileña, a traditional tripe dish, and churros con chocolate for a sweet treat. These dishes offer a genuine taste of the local flavor and culinary tradition. It is advisable to visit local markets and traditional eateries where these recipes are served freshly, providing a true gastronomic experience of the region.
What are the best family-friendly activities in Madrid for visitors from Chicago?
Families will find plenty to enjoy in Madrid, with activities that appeal to all age groups. A visit to Retiro Park offers boating on its lake and playgrounds, while the Madrid Zoo and Aquarium provides an engaging educational experience. Interactive museums such as the Railway Museum and science centers offer hands-on exhibits that children love. Additionally, parks like Casa de Campo provide rides and picnic areas. Planning days around these attractions can make the visit both fun and enriching for families looking to explore the vibrant local culture.
Are there any cultural festivals in Madrid that travelers from Chicago should not miss?
Yes, major cultural festivals in Madrid are definitely worth planning around. The San Isidro Festival, held in May, celebrates local traditions with music, dance, and street performances. Additionally, seasonal events like the Madrid Carnival and film festivals add a unique cultural flair to the city. These festivals provide immersive experiences into local life, allowing visitors to enjoy traditional music, art, and food. Travelers are encouraged to check event calendars ahead of time to ensure they don’t miss the unique celebrations that showcase Madrid’s vibrant cultural scene.
What are the most affordable dining options in Madrid for travelers from Chicago?
Affordable dining in Madrid can be found in traditional tapas bars and local restaurants offering a menu del día, with prices often ranging from €10 to €20 per meal. Markets such as Mercado de San Miguel also offer a variety of budget-friendly tastes of local cuisine. These spots provide not only cost-effective meals but authentic dining experiences featuring fresh ingredients and regional specialties. To secure the best deals, consider dining during off-peak hours and exploring neighborhoods slightly away from the tourist centers where prices tend to be lower.
What are the best shopping areas in Madrid for souvenirs for travelers from Chicago?
For a memorable shopping experience, tourists can explore areas like Gran Vía for a mix of well-known brands and local boutiques, while the bustling El Rastro flea market, open on Sundays, offers unique vintage finds and handmade crafts. Plaza Mayor and surrounding narrow streets are also ideal for picking up local specialties and artisanal souvenirs. These neighborhoods provide both modern and traditional shopping experiences, ensuring that visitors leave with authentic mementos representing the rich cultural heritage of the city.
Is there a specific time of year when Madrid is best visited by travelers from Chicago?
Yes, the best times to visit are typically during the spring months (April to June) and early autumn (September to October) when the weather is mild and the city is less crowded. These periods offer pleasant temperatures for sightseeing and provide opportunities to experience local festivals and outdoor activities. The comfortable climate makes it easier to explore both indoor attractions and the city's charming streets. Regardless of the season, planning and booking ahead can help travelers secure the best accommodations and deals on activities.
What are the customs requirements for travelers flying from Chicago to Madrid?
Travelers are required to carry a valid passport for entry into Spain, with visa requirements dependent on individual nationality. It is important to be aware of limits on liquid sizes if carrying hand luggage and to declare any high-value items or goods exceeding the allowed limits. Customs regulations may vary, so checking the most recent guidelines from both U.S. and Spanish customs is advisable. Additionally, travelers should be prepared for random inspections and ensure all personal documentation is easily accessible for a smooth transit and entry process.
What health precautions should travelers from Chicago consider before visiting Madrid?
Travelers should ensure their routine vaccinations are up to date, and consider additional vaccinations if recommended by health authorities. It is wise to have travel insurance that covers medical emergencies and to carry a basic first aid kit, especially if traveling with family. In addition, protecting yourself from the sun by using sunscreen and staying hydrated is important, particularly in warmer months. Checking the latest travel health advisories and any regional COVID-19 guidelines before departure can help ensure a safe and healthy trip.
What are the best car rental options in Madrid for travelers arriving from Chicago?
Madrid offers a variety of reputable car rental companies including international brands and local providers. Prices typically range from €30 to €60 per day, depending on the vehicle and rental duration. Booking online in advance can secure better rates and availability. Many services offer additional insurance, GPS, and unlimited mileage options. Consider rental agencies located at or near the airport for convenience on arrival, and compare terms regarding fuel policies and extra fees to ensure a smooth and cost-effective car rental experience during your stay.
Are there any airport services in Madrid for travelers with special needs arriving from Chicago?
Yes, Madrid’s airport provides a range of services for travelers with special needs. Wheelchair assistance is available from check-in through to arrival, and facilities such as accessible restrooms and designated waiting areas are in place. Special assistance counters help with boarding procedures and luggage handling. It is recommended to inform the airline and airport services in advance to ensure all accommodations are arranged. These services, designed to provide comfort and ease of movement, help travelers with disabilities or reduced mobility have a hassle-free arrival experience.
What unique cultural experiences can travelers from Chicago enjoy in Madrid?
Travelers can immerse themselves in authentic cultural experiences by attending a traditional flamenco show, savoring local tapas tours, or exploring historic neighborhoods like Lavapiés that showcase varied street art and multicultural vibes. Additionally, visiting seasonal festivals and local markets provides insight into daily life and regional traditions. Participating in cooking classes or language workshops can also be rewarding. These activities offer a deep dive into the local customs and artistic heritage, making your stay an interactive and uniquely enriching cultural journey.
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