Cheap Flights from Chicago to Madrid
Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
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RatePunk searches hundreds of travel sites at once for deals on flights to Madrid
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Chicago to Madrid
Explore current cheapest deals departing from Chicago to Madrid
Round trip
Sort by: Cheapest
November 1 - November 12
ORD - Madrid
$598
$565
Round trip
November 4 - November 11
ORD - Madrid
$591
$565
Round trip
December 2 - December 8
ORD - Madrid
$750
$565
Round trip
December 2 - December 9
ORD - Madrid
$750
$565
Round trip
November 4 - November 10
ORD - Madrid
$591
$566
Round trip
November 11 - November 18
ORD - Madrid
$590
$566
Round trip
November 4 - November 14
ORD - Madrid
$594
$584
Round trip
November 6 - November 11
ORD - Madrid
$599
$585
Round trip
November 1 - November 7
ORD - Madrid
$593
$585
Round trip
November 13 - November 18
ORD - Madrid
$601
$588
Round trip
Unlock all 500+ flight deals to Madrid and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Chicago to Madrid
How much is a round trip from Chicago to Madrid
Regular price: $516 - $1,435
Prices for flights from Chicago to Madrid are currently within the regular range.
The regular price range for flights from Chicago to Madrid is between $516 and $1435. The current lowest deal is $565 with TAP Portugal, for travel from November 1 to November 12.
now $565
Low $516
High $1,435
The cheapest time to fly from Chicago to Madrid
The cheapest month to fly from Chicago to Madrid is February, with a median price of $330. The most expensive month is June, with a median price of $1671. Prices are generally lower from January to November.
February
Flights from $330
June
Flights from $1,671
Direct flights from Chicago to Madrid
British Airways
Last-minute flights going from Chicago to Madrid
Fri, Jul 3
MDW - Madrid
Chicago (MDW) - Madrid (MAD)
Porter Airlines
$1,039
$956
One-way
Sat, Jul 4
RFD - Madrid
Chicago (RFD) - Madrid (MAD)
Allegiant Air
$1,062
$849
One-way
Sun, Jul 5
MDW - Madrid
Chicago (MDW) - Madrid (MAD)
Porter Airlines
$1,098
$917
One-way
Sun, Jul 5
MDW - Madrid
Chicago (MDW) - Madrid (MAD)
Porter Airlines
$1,099
$974
One-way
Mon, Jul 6
MDW - Madrid
Chicago (MDW) - Madrid (MAD)
Porter Airlines
$997
$861
One-way
Mon, Jul 6
MDW - Madrid
Chicago (MDW) - Madrid (MAD)
Porter Airlines
$1,016
$861
One-way
Biggest price drops on these dates for flights from Chicago to Madrid
Jul 13 - Jul 22
$974 → $746
23%
Jul 10 - Jul 22
$967 → $742
23%
Oct 21 - Oct 26
$897 → $679
24%
Jul 9 - Jul 12
$1,079 → $864
20%
Popular Airports to fly from Chicago to Madrid
Chicago - Madrid route insights
💸 Price insights
Recent fares are above the typical level.
Recent fares for Chicago to Madrid are above the typical level, with a median price of $1139.
📅 Best time to fly
February is historically the cheapest month to fly.
Fly in February for the best prices, with a historical median of $330 for Chicago to Madrid.
⏱️ Flight duration
Flights typically take 29h 40m.
The median flight duration from Chicago to Madrid is 29h 40m, classifying it as a long-haul route.
✈️ Airlines & availability
Connecting flights are dominant for this route.
Only 15.9% of deals are direct. Connecting flights typically have 2 stopovers.
🏆 Airline highlight
British Airways offers direct flights.
British Airways is one airline offering direct flights from Chicago to Madrid.
🎯 Booking tip
Deals are frequent for this route.
Historically, deals for Chicago to Madrid appear frequently, with over 1 deal per day.
Chicago main airports to depart from
O Hare International (ORD)
O'Hare International Airport is a major hub for flights from Chicago to Madrid, often with competitive pricing.
📍 ~25 km from Chicago city center (reachable by car or train)
💸 Flights from ~$565
Chicago Midway International (MDW)
Chicago Midway International Airport offers another option for flights from Chicago to Madrid.
📍 ~15 km from Chicago city center (reachable by car or train)
💸 Flights from ~$712
Chicago Rockford International (RFD)
Chicago Rockford International Airport provides an alternative departure point for flights to Madrid.
📍 ~120 km from Chicago city center (reachable by car)
💸 Flights from ~$1129
Madrid main airports to arrive at
Adolfo Suárez Madrid–Barajas (MAD)
Adolfo Suárez Madrid–Barajas Airport is the primary international gateway for flights arriving in Madrid.
📍 ~15 km from Madrid city center (reachable by car, metro, bus, and train).
💸 Flights from ~$565
Airports nearby Madrid used as alternative
Valencia (VLC)
Consider Valencia for its excellent high-speed rail connection from Madrid and wide range of European routes.
📍 ~300 km from Madrid (reachable by high-speed train)
💸 Flights from ~$626
Barcelona–El Prat (BCN)
Barcelona–El Prat is Spain's largest alternative hub, offering the most extensive international flight network.
📍 ~500 km from Madrid (reachable by high-speed train)
💸 Flights from ~$538
Málaga (AGP)
Málaga is a major international gateway with high flight volume, especially for low-cost carriers.
📍 ~400 km from Madrid (reachable by high-speed train)
💸 Flights from ~$593
Alicante–Elche (ALC)
Alicante–Elche offers strong high-speed rail connectivity and significant international flights, particularly to Northern Europe.
📍 ~360 km from Madrid (reachable by high-speed train)
💸 Flights from ~$579
Seville (SVQ)
Seville is a primary hub for Southern Spain with good domestic and European coverage via high-speed rail.
📍 ~400 km from Madrid (reachable by high-speed train)
💸 Flights from ~$621
Business & First Class Flight Deals to Madrid
Discover luxury on the budget with premium cabin class on flights from Chicago to Madrid.
Elite
Best Elite deals to Madrid
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From ORD
Elite
Aug 16
Madrid, Spain
94% AI deal score
$2,291
$1,354
Save $937
From ORD
Elite
Oct 18
Madrid, Spain
94% AI deal score
$2,836
$1,735
Save $1,101
From ORD
Elite
Oct 28
Madrid, Spain
93% AI deal score
$2,714
$1,323
Save $1,391
From ORD
Elite
Dec 02
Madrid, Spain
93% AI deal score
$2,144
$1,323
Save $821
From ORD
Elite
Oct 18
Madrid, Spain
93% AI deal score
$2,781
$1,357
Save $1,424
From ORD
Elite
Oct 21
Madrid, Spain
93% AI deal score
$2,732
$1,728
Save $1,004
From ORD
Elite
Oct 21
Madrid, Spain
93% AI deal score
$2,728
$1,728
Save $1,000
From ORD
Elite
Oct 07
Madrid, Spain
93% AI deal score
$2,722
$1,728
Save $994
From ORD
Elite
Oct 14
Madrid, Spain
93% AI deal score
$2,709
$1,728
Save $981
From ORD
Elite
Oct 22
Madrid, Spain
93% AI deal score
$2,728
$1,778
Save $950
From ORD
Elite
Aug 03
Madrid, Spain
92% AI deal score
$4,658
$2,777
Save $1,881
From ORD
Elite
Aug 25
Madrid, Spain
92% AI deal score
$4,711
$2,826
Save $1,885
From ORD
Elite
Aug 24
Madrid, Spain
92% AI deal score
$4,707
$2,855
Save $1,852
From ORD
Elite
Aug 26
Madrid, Spain
92% AI deal score
$4,750
$2,872
Save $1,878
From ORD
Elite
Nov 11
Madrid, Spain
92% AI deal score
$1,945
$1,323
Save $622
From ORD
Elite
Oct 22
Madrid, Spain
92% AI deal score
$2,728
$1,419
Save $1,309
From ORD
Elite
Oct 04
Madrid, Spain
92% AI deal score
$2,728
$1,453
Save $1,275
From ORD
Elite
Oct 03
Madrid, Spain
92% AI deal score
$2,677
$1,805
Save $872
From ORD
Elite
Oct 27
Madrid, Spain
92% AI deal score
$2,722
$1,925
Save $797
From ORD
Elite
Oct 28
Madrid, Spain
92% AI deal score
$2,722
$1,925
Save $797
From ORD
Elite
Aug 03
Madrid, Spain
91% AI deal score
$4,526
$2,777
Save $1,749
From ORD
Elite
Aug 03
Madrid, Spain
91% AI deal score
$4,497
$2,777
Save $1,720
From ORD
Elite
Aug 03
Madrid, Spain
91% AI deal score
$4,356
$2,777
Save $1,579
From ORD
Elite
Aug 03
Madrid, Spain
91% AI deal score
$4,374
$2,777
Save $1,597
From ORD
Elite
Aug 03
Madrid, Spain
91% AI deal score
$4,356
$2,793
Save $1,563
From ORD
Elite
Aug 24
Madrid, Spain
91% AI deal score
$4,643
$2,826
Save $1,817
From ORD
Elite
Aug 24
Madrid, Spain
91% AI deal score
$4,559
$2,855
Save $1,704
From ORD
Elite
Aug 26
Madrid, Spain
91% AI deal score
$4,565
$2,855
Save $1,710
From ORD
Elite
Aug 15
Madrid, Spain
91% AI deal score
$4,494
$2,879
Save $1,615
From ORD
Elite
Aug 25
Madrid, Spain
91% AI deal score
$4,750
$2,879
Save $1,871
From ORD
Elite
Aug 15
Madrid, Spain
91% AI deal score
$4,496
$2,911
Save $1,585
From ORD
Elite
Dec 08
Madrid, Spain
91% AI deal score
$2,236
$1,719
Save $517
From ORD
Elite
Dec 09
Madrid, Spain
91% AI deal score
$2,260
$1,728
Save $532
From ORD
Elite
Sep 19
Madrid, Spain
91% AI deal score
$2,339
$1,748
Save $591
From ORD
Elite
Aug 11
Madrid, Spain
90% AI deal score
$4,474
$2,879
Save $1,595
From ORD
Elite
Aug 16
Madrid, Spain
90% AI deal score
$4,501
$2,879
Save $1,622
From ORD
Elite
Aug 11
Madrid, Spain
90% AI deal score
$4,505
$2,879
Save $1,626
From ORD
Elite
Aug 16
Madrid, Spain
90% AI deal score
$4,520
$2,879
Save $1,641
From ORD
Elite
Aug 11
Madrid, Spain
90% AI deal score
$4,473
$2,896
Save $1,577
From ORD
Elite
Aug 16
Madrid, Spain
90% AI deal score
$4,492
$2,896
Save $1,596
From ORD
Elite
Aug 20
Madrid, Spain
90% AI deal score
$2,299
$1,707
Save $592
From ORD
Elite
Dec 01
Madrid, Spain
90% AI deal score
$2,168
$1,719
Save $449
From ORD
Elite
Dec 06
Madrid, Spain
90% AI deal score
$2,195
$1,742
Save $453
From ORD
Elite
Dec 01
Madrid, Spain
90% AI deal score
$2,166
$1,742
Save $424
From ORD
Elite
Dec 07
Madrid, Spain
90% AI deal score
$2,204
$1,742
Save $462
From ORD
Elite
Oct 21
Madrid, Spain
89% AI deal score
$5,622
$3,690
Save $1,932
From ORD
Elite
Oct 28
Madrid, Spain
89% AI deal score
$5,616
$3,702
Save $1,914
From ORD
Elite
Jul 27
Madrid, Spain
83% AI deal score
$3,406
$2,777
Save $629
From ORD
Elite
Jul 27
Madrid, Spain
83% AI deal score
$3,392
$2,777
Save $615
From ORD
Elite
Nov 17
Madrid, Spain
83% AI deal score
$1,955
$1,742
Save $213
From ORD
Elite
Nov 24
Madrid, Spain
83% AI deal score
$1,959
$1,742
Save $217
From ORD
Elite
Nov 16
Madrid, Spain
83% AI deal score
$1,955
$1,742
Save $213
From ORD
Elite
Jul 27
Madrid, Spain
82% AI deal score
$3,375
$2,777
Save $598
From ORD
Elite
Jul 27
Madrid, Spain
82% AI deal score
$3,371
$2,777
Save $594
From ORD
Elite
Aug 10
Madrid, Spain
82% AI deal score
$5,858
$4,385
Save $1,473
From ORD
Elite
Aug 17
Madrid, Spain
82% AI deal score
$5,886
$4,399
Save $1,487
From ORD
Elite
Aug 10
Madrid, Spain
82% AI deal score
$5,819
$4,399
Save $1,420
From ORD
Elite
Aug 16
Madrid, Spain
82% AI deal score
$5,798
$4,457
Save $1,341
From ORD
Elite
Aug 16
Madrid, Spain
82% AI deal score
$5,833
$4,457
Save $1,376
From ORD
Elite
Nov 09
Madrid, Spain
82% AI deal score
$1,945
$1,728
Save $217
From ORD
Elite
Nov 11
Madrid, Spain
82% AI deal score
$1,949
$1,728
Save $221
From ORD
Elite
Nov 18
Madrid, Spain
82% AI deal score
$1,947
$1,728
Save $219
From ORD
Elite
Nov 10
Madrid, Spain
82% AI deal score
$1,949
$1,728
Save $221
From ORD
Elite
Nov 29
Madrid, Spain
82% AI deal score
$1,939
$1,734
Save $205
From ORD
Elite
Nov 30
Madrid, Spain
82% AI deal score
$1,916
$1,742
Save $174
From ORD
Elite
Nov 29
Madrid, Spain
82% AI deal score
$1,939
$1,744
Save $195
From ORD
Elite
Aug 10
Madrid, Spain
81% AI deal score
$5,768
$4,399
Save $1,369
From ORD
Elite
Aug 09
Madrid, Spain
81% AI deal score
$5,769
$4,401
Save $1,368
From ORD
Elite
Aug 09
Madrid, Spain
81% AI deal score
$5,768
$4,415
Save $1,353
From ORD
Elite
Aug 10
Madrid, Spain
81% AI deal score
$5,774
$4,415
Save $1,359
From ORD
Elite
Nov 27
Madrid, Spain
81% AI deal score
$1,949
$1,778
Save $171
From ORD
Elite
Nov 12
Madrid, Spain
81% AI deal score
$1,949
$1,778
Save $171
From ORD
Elite
Nov 30
Madrid, Spain
81% AI deal score
$1,943
$1,778
Save $165
From ORD
Elite
Nov 09
Madrid, Spain
81% AI deal score
$1,949
$1,778
Save $171
From ORD
Elite
Nov 25
Madrid, Spain
81% AI deal score
$1,946
$1,778
Save $168
From ORD
Elite
Aug 09
Madrid, Spain
81% AI deal score
$2,255
$1,994
Save $261
From ORD
Elite
Nov 25
Madrid, Spain
78% AI deal score
$1,949
$1,916
Save $33
From ORD
Elite
Aug 16
Madrid, Spain
78% AI deal score
$2,254
$2,161
Save $93
From ORD
Elite
Nov 27
Madrid, Spain
77% AI deal score
$3,582
From ORD
Elite
Nov 11
Madrid, Spain
77% AI deal score
$3,708
From ORD
Elite
Nov 15
Madrid, Spain
77% AI deal score
$3,708
From ORD
Elite
Nov 24
Madrid, Spain
77% AI deal score
$1,946
$1,925
Save $21
From ORD
Elite
Nov 27
Madrid, Spain
76% AI deal score
$3,745
From ORD
Elite
Nov 22
Madrid, Spain
76% AI deal score
$3,748
From ORD
Elite
Nov 13
Madrid, Spain
76% AI deal score
$3,877
From ORD
Elite
Nov 15
Madrid, Spain
76% AI deal score
$3,877
From ORD
Elite
Jun 23
Madrid, Spain
76% AI deal score
$3,278
From ORD
Elite
Jul 23
Madrid, Spain
75% AI deal score
$5,198
From ORD
Elite
Jul 24
Madrid, Spain
73% AI deal score
$5,758
From ORD
Elite
Jul 19
Madrid, Spain
73% AI deal score
$6,012
From ORD
Elite
Jul 23
Madrid, Spain
73% AI deal score
$6,012
From ORD
Elite
Jul 25
Madrid, Spain
73% AI deal score
$6,012
From ORD
Elite
Jul 24
Madrid, Spain
73% AI deal score
$6,238
From ORD
Elite
Jul 31
Madrid, Spain
73% AI deal score
$6,238
From ORD
Elite
Jul 30
Madrid, Spain
73% AI deal score
$6,241
From ORD
Elite
Aug 05
Madrid, Spain
73% AI deal score
$3,417
From ORD
Elite
Jun 23
Madrid, Spain
69% AI deal score
$6,838
From ORD
Elite
Jun 24
Madrid, Spain
69% AI deal score
$7,160
From ORD
Elite
Jun 23
Madrid, Spain
68% AI deal score
$12,529
From ORD
Elite
Jun 25
Madrid, Spain
68% AI deal score
$14,647