HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Spain

$180+ Cheap flights from Chicago (CHI) to Spain

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Spain with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Spain

Keep the following information in mind while searching for Chicago to Spain flight deals. Data was last updated September 11, 2025.

Round-trip from

$367
(SmartFares)

One-way from

$180
(Expedia)

Popular in

June

Cheapest in

November

Average price

$667

Good round-trip deal

$544 or less

Good one-way deal

$432 or less
From Chicago (CHI) to Spain
Search Deals
One-way flight from Chicago (CHI) to Spain
Search Deals
Highest demand for flights based on searches. 30% potential increase in price ($316 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Spain.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Spain.
Search Deals

Find flight deals from Chicago to Spain

Cheapest flights from Chicago to Spain
Explore the most affordable flight options available from Chicago to Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This SmartFares deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/28:25 pmORD - MAD
1 stop13h 45mTAP AIR PORTUGAL
Tue 11/119:10 pmMAD - ORD
1 stop24h 50mTAP AIR PORTUGAL
Deal found 9/10$367
This oojo deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:10 pmORD - MAD
1 stop18h 10mTAP AIR PORTUGAL
Thu 11/209:10 pmMAD - ORD
1 stop25h 05mTAP AIR PORTUGAL
Deal found 9/8$374
This oojo deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:10 pmORD - MAD
1 stop15h 00mTAP AIR PORTUGAL
Fri 11/217:40 amMAD - ORD
1 stop14h 35mTAP AIR PORTUGAL
Deal found 9/11$377
This FlightHub deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:25 pmORD - MAD
1 stop13h 45mTAP AIR PORTUGAL
Thu 11/206:00 pmMAD - ORD
1 stop28h 15mTAP AIR PORTUGAL
Deal found 9/11$381
This oojo deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:15 pmORD - MAD
1 stop20h 15mTAP AIR PORTUGAL
Fri 11/147:40 amMAD - ORD
1 stop14h 35mTAP AIR PORTUGAL
Deal found 9/9$382
This oojo deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/57:10 pmORD - MAD
1 stop21h 20mTAP AIR PORTUGAL
Wed 11/127:40 amMAD - ORD
1 stop14h 20mTAP AIR PORTUGAL
Deal found 9/10$383
This lol.travel deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 pmORD - VLC
1 stop16h 30mTAP AIR PORTUGAL
Thu 11/66:15 pmVLC - ORD
1 stop28h 00mTAP AIR PORTUGAL
Deal found 9/9$412
This Flightnetwork deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/196:00 pmORD - VLC
1 stop10h 50mTAP AIR PORTUGAL
Tue 11/46:15 pmVLC - ORD
1 stop27h 45mTAP AIR PORTUGAL
Deal found 9/10$423
This FlightHub deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:10 pmORD - VLC
1 stop33h 05mTAP AIR PORTUGAL
Sat 11/156:25 pmVLC - ORD
1 stop27h 35mTAP AIR PORTUGAL
Deal found 9/9$425
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:43 pmMDW - MAD
1 stop13h 52mDelta
Tue 11/2511:15 amMAD - MDW
1 stop19h 17mDelta
Deal found 9/10$438
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amMDW - MAD
2 stops19h 00mDelta
Wed 12/1011:15 amMAD - MDW
1 stop19h 17mDelta
Deal found 9/10$443
This lol.travel deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/278:20 pmORD - PMI
1 stop30h 45mScandinavian Airlines
Wed 11/129:55 amPMI - ORD
1 stop13h 50mScandinavian Airlines
Deal found 9/9$448

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Spain that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago to Spain that are best for you.

Fly from

Chicago

Fly to

Spain

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/7

10:40 am-6:40 am

1 stop13h 00m

Madrid Barajas

Wed 10/22

12:45 pm-8:22 pm

1 stop14h 37m

$423

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 11/2

12:50 pm-8:00 am

1 stop12h 10m

Madrid Barajas

Fri 11/21

1:35 pm-8:00 pm

1 stop13h 25m

$424

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 11/3

2:50 pm-8:55 am

1 stop11h 05m

Madrid Barajas

Tue 11/11

11:35 am-2:30 pm

Nonstop9h 55m

$428

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 11/2

2:50 pm-8:55 am

1 stop11h 05m

Madrid Barajas

Tue 11/11

11:35 am-2:30 pm

Nonstop9h 55m

$429

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 10/25

5:55 pm-9:05 am

1 stop32h 10m

Madrid Barajas

Fri 11/7

1:35 pm-11:18 am

1 stop28h 43m

$436

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 11/3

5:20 pm-7:10 pm

1 stop18h 50m

Madrid Barajas

Thu 11/20

10:00 am-9:27 pm

1 stop18h 27m

$452

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 11/10

5:20 pm-3:20 pm

1 stop15h 00m

Madrid Barajas

Thu 11/20

11:15 am-12:02 am

1 stop19h 47m

$453

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 10/6

7:11 am-6:40 am

1 stop16h 29m

Madrid Barajas

Wed 10/15

12:30 pm-7:24 pm

1 stop13h 54m

$455

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/12

10:35 am-9:10 am

2 stops15h 35m

Madrid Barajas

Fri 11/21

10:00 am-5:45 pm

1 stop14h 45m

$457

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 11/7

7:15 am-8:00 am

1 stop17h 45m

Madrid Barajas

Fri 11/14

1:35 pm-7:25 pm

2 stops36h 50m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Chicago to Spain

Have a flexible travel schedule? Discover the best time to fly to Spain from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Spain

What is the cheapest month to book a flight from Chicago to Spain?

Currently, November is the cheapest month in which you can book a flight from Chicago to Spain (average of $543). Flying from Chicago to Spain in June is currently the most expensive (average of $1,054). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to ES?

Find hourly flight availability from Chicago to Spain. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Chicago to Spain, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Spain

Explore weekly flight availability from Chicago to Spain. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.

The most flights from CHI to ES0 are scheduled on a Monday (11 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 on average).

Reviews of airlines servicing Spain

Get insights into the airlines that provide service to Spain. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Spain. Reviews last updated September 11, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines, and TAP AIR PORTUGAL from Chicago to Spain to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
TAP AIR PORTUGAL
7.1
Good
1,977 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Iberia
7.0
Good
2,929 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
British Airways
6.7
Okay
7,361 reviews
United Airlines
7.4
Good
8,937 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Chicago to Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Spain?

    For as low as $423, United Airlines can have you in Spain from Chicago in 13h. The distance between Chicago and Spain is about 4188 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago to Spain?

    Most travelers choose Chicago O'Hare Intl - Madrid Barajas, Chicago O'Hare Intl - Barcelona-El Prat or Chicago Midway - Madrid Barajas when deciding on the best route from Chicago to Spain.

  • What are the most reliable airlines from Chicago to Spain?

    The top 3 most reliable airlines when flying from Chicago to Spain are American Airlines (48%), Finnair (48%) and Iberia (48%).

  • What are the cheapest flights from Chicago to Spain?

    Looking for the cheapest flight from Chicago to Spain? While on average our users pay $1,310, our data indicates the cheapest price to be $395. The most popular route (Chicago O'Hare Intl - Madrid Barajas), is priced around $372.

  • Can I find deals for flights from Chicago to Spain that include hotel bookings?

    Yes. In addition to deals on Chicago to Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Spain.

  • Can I find deals for business class flights from Chicago to Spain?

    Yes. Cheapflights offers flight deals from Chicago to Spain by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Spain?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Spain (average of $543). Flying from Chicago to Spain in June is currently the most expensive (average of $1,054). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Spain

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Heathrow flights
O'Hare Intl to Frederic Chopin flights
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Dublin flights
O'Hare Intl to Madrid flights
O'Hare Intl to Istanbul flights
O'Hare Intl to Gatwick flights
O'Hare Intl to Orly flights
O'Hare Intl to Frankfurt flights
O'Hare Intl to London City flights
O'Hare Intl to Athens flights
O'Hare Intl to Lisbon flights
O'Hare Intl to Barcelona-El Prat flights
O'Hare Intl to Amsterdam flights
O'Hare Intl to Krakow flights
O'Hare Intl to Munich flights
Midway to Heathrow flights
Midway to Leonardo da Vinci/Fiumicino flights
Midway to Charles de Gaulle flights
O'Hare Intl to Stansted flights
O'Hare Intl to Zurich flights
O'Hare Intl to Luton flights
O'Hare Intl to Malpensa flights
O'Hare Intl to Bruxelles-National flights
O'Hare Intl to Copenhagen flights
Midway to Madrid flights
O'Hare Intl to Keflavik Intl flights
O'Hare Intl to Modlin flights
O'Hare Intl to Vienna flights
Midway to Dublin flights
O'Hare Intl to Edinburgh flights
O'Hare Intl to Beauvais-Tille flights
O'Hare Intl to Sabiha Gokcen flights
O'Hare Intl to Linate flights
Midway to Lisbon flights
Midway to Frederic Chopin flights
Midway to Athens flights
O'Hare Intl to Katowice flights
Midway to Barcelona-El Prat flights
St. Louis to Frankfurt flights
Midway to Gatwick flights
O'Hare Intl to Prague flights
Midway to Frankfurt flights
O'Hare Intl to Naples flights
O'Hare Intl to Belgrade flights
O'Hare Intl to Berlin flights
O'Hare Intl to Florence flights
O'Hare Intl to Vicenza flights
Midway to Amsterdam flights

Top 10 airlines flying from Chicago to Spain

Discover the top 10 airlines that operate flights from Chicago to Spain. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$120Average$203FlexibilityNo cancel feeOn-time62%
TAP AIR PORTUGALCheapest$288Average$702FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$348Average$474FlexibilityNo cancel feeOn-time76%
Air CanadaCheapest$366Average$673FlexibilityNo cancel feeOn-time67%
FinnairCheapest$372Average$714FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$383Average$543FlexibilityNo cancel feeOn-time77%
Air FranceCheapest$401Average$948FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$420Average$866FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$440Average$711FlexibilityNo cancel feeOn-time70%
IberiaCheapest$453Average$910FlexibilityNo cancel feeOn-time77%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.