Spain

$137+ Cheap flights from Chicago (CHI) to Spain

CHI — MAD
Dec 5 — Dec 121
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Cheap flight deals from Chicago to Spain

Cheapest flights from Chicago to Spain

Wed 11/46:50 pm -
1 stop31h 15m
Mon 11/97:50 pm -
1 stop27h 25m
Deal found 11/2$480
Sun 11/88:10 pm -
2 stops29h 25m
Sun 11/226:00 am -
1 stop16h 30m
Deal found 11/2$589
Sun 11/298:10 pm -
2 stops36h 25m
Mon 2/159:45 am -
1 stop12h 10m
Deal found 11/1$594
Sun 11/298:10 pm -
2 stops36h 25m
Sat 2/206:05 am -
1 stop15h 50m
Deal found 11/1$617
Fri 11/138:10 pm -
1 stop10h 55m
Wed 11/257:40 am -
1 stop14h 50m
Deal found 11/4$618
Fri 11/138:10 pm -
1 stop20h 20m
Thu 11/199:10 pm -
1 stop25h 20m
Deal found 11/4$619
Wed 11/47:00 pm -
1 stop21h 30m
Thu 11/126:00 pm -
1 stop28h 30m
Deal found 11/3$620
Fri 11/138:10 pm -
1 stop10h 55m
Fri 12/257:40 am -
1 stop14h 50m
Deal found 11/4$623
Wed 11/257:00 pm -
1 stop18h 20m
Thu 12/312:10 pm -
1 stop34h 20m
Deal found 11/4$627
Wed 11/47:00 pm -
1 stop21h 30m
Tue 11/179:10 pm -
1 stop25h 20m
Deal found 11/4$628
Wed 11/47:00 pm -
1 stop12h 05m
Wed 11/187:40 am -
1 stop14h 50m
Deal found 11/4$629
Sun 11/18:10 pm -
1 stop20h 20m
Thu 11/126:00 pm -
1 stop28h 30m
Deal found 10/31$630

Find flight deals from Chicago to Spain

Round-trip from

$594
(Kiwi.com)

One-way from

$137
(Globehunters)

Popular in

June

Cheapest in

February

Average price

$694

Good round-trip deal

$811 or less

Good one-way deal

$380 or less
From Chicago (CHI) to Spain
One-way flight from Chicago (CHI) to Spain
Highest demand for flights based on searches. 22% potential increase in price ($244 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($40 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago (CHI) to Spain.
Price to beat on a one-way flight from Chicago (CHI) to Spain.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Spain that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPalma de Mallorca

ORD Chicago O'Hare Intl - PMI Palma de Mallorca Son Sant Joan

ORDPMI

Chicago O'Hare Intl

Tue 5/4

7:05 pm-5:30 pm

1 stop15h 25m

Palma de Mallorca Son Sant Joan

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$331

ChicagoMálaga

ORD Chicago O'Hare Intl - AGP Malaga

ORDAGP

Chicago O'Hare Intl

Mon 3/22

10:50 pm-4:50 pm

1 stop12h 00m

Malaga

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$336

ChicagoMálaga

ORD Chicago O'Hare Intl - AGP Malaga

ORDAGP

Chicago O'Hare Intl

Sun 1/17

8:10 pm-2:10 pm

1 stop11h 00m

Malaga

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$338

ChicagoMadrid

ORD Chicago O'Hare Intl - MAD Madrid Barajas

ORDMAD

Chicago O'Hare Intl

Sun 11/8

8:10 pm-5:10 pm

1 stop14h 00m

Madrid Barajas

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$342

ChicagoMálaga

ORD Chicago O'Hare Intl - AGP Malaga

ORDAGP

Chicago O'Hare Intl

Tue 3/23

7:50 pm-3:30 pm

1 stop13h 40m

Malaga

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$342

ChicagoMadrid

ORD Chicago O'Hare Intl - MAD Madrid Barajas

ORDMAD

Chicago O'Hare Intl

Tue 1/5

3:00 pm-8:00 am

2 stops34h 00m

Madrid Barajas

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$343

ChicagoBilbao

ORD Chicago O'Hare Intl - BIO Bilbao

ORDBIO

Chicago O'Hare Intl

Sat 4/24

8:37 pm-12:45 pm

2 stops33h 08m

Bilbao

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$343

ChicagoMálaga

ORD Chicago O'Hare Intl - AGP Malaga

ORDAGP

Chicago O'Hare Intl

Mon 3/22

1:35 pm-12:00 pm

2 stops16h 25m

Malaga

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$344

ChicagoPalma de Mallorca

ORD Chicago O'Hare Intl - PMI Palma de Mallorca Son Sant Joan

ORDPMI

Chicago O'Hare Intl

Tue 5/4

4:00 pm-6:15 am

2 stops31h 15m

Palma de Mallorca Son Sant Joan

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$346

ChicagoBarcelona

ORD Chicago O'Hare Intl - BCN Barcelona-El Prat

ORDBCN

Chicago O'Hare Intl

Tue 3/16

7:50 pm-11:00 pm

1 stop21h 10m

Barcelona-El Prat

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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, February is the cheapest month in which you can book a flight from Chicago to Spain (average of $548). Flying from Chicago to Spain in June is currently the most expensive (average of $1,200). 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?

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

The most flights from CHI to ES0 are scheduled on a Monday (10 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 on average).

How often are flights from Chicago to Spain delayed?

About 32% of weekly flights between Chicago and Spain have experienced delays in the past year, with the average delay time being 162 minutes.

What is the most punctual flight time for Chicago to Spain flights?

Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Spain flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 26% of flights being delayed.

How far ahead should I book a flight from Chicago to Spain?

Booking 50 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Spain. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Spain

Peruse reviews from past customers who have flown with United Airlines,TAP AIR PORTUGAL, andAmerican Airlines 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.

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Related info for your journey

  • How long is the flight from Chicago to Spain?

    For as low as $652, TAP AIR PORTUGAL can have you in Spain from Chicago in 14h 20m. The distance between Chicago and Spain is about 4362 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Spain one-way?

    $197 is the cheapest one-way deal found within the past few days, from Aer Lingus. You may also be able to find cheap deals on TAP AIR PORTUGAL and JetBlue, with prices starting from $280 and $289, respectively.

  • What are the most popular routes 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 (64%), Finnair (64%) and Iberia (64%).

  • What are the cheapest flights from Chicago to Spain?

    Looking for the cheapest flight from Chicago to Spain? While on average our users pay $1,191, our data indicates the cheapest price to be $330. The most popular route (Chicago O'Hare Intl - Madrid Barajas), is priced around $374.

  • 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, February is the cheapest month in which you can book a flight from Chicago to Spain (average of $548). Flying from Chicago to Spain in June is currently the most expensive (average of $1,200). 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

Top 10 airlines flying from Chicago to Spain

AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest$215Average$438FlexibilityNo cancel feeOn-time72%
IcelandairCheapest$353Average$447FlexibilityNo cancel feeOn-time76%
DeltaCheapest$362Average$841FlexibilityNo cancel feeOn-timeN/A
TAP AIR PORTUGALCheapest$372Average$695FlexibilityNo cancel feeOn-timeN/A
LufthansaCheapest$382Average$900FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$387Average$687FlexibilityNo cancel feeOn-time77%
Aer LingusCheapest$437Average$831FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$456Average$569FlexibilityNo cancel feeOn-time67%
British AirwaysCheapest$467Average$850FlexibilityNo cancel feeOn-time70%
FinnairCheapest$473Average$761FlexibilityNo cancel feeOn-time76%

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