Cheap Flights from Chicago, IL to Madrid from $253
On Cheapflightsplus.com you will find 6 direct and 898 connecting flights from Chicago to Madrid. You can compare airfare deals from 31 airlines and multiple travel sites from $253, book and save on cheap plane tickets and last minute offers. Also check out CHI-MAD flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Chicago to Madrid Flight Deals
Best Flights from Chicago to Madrid Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $565 | 22:15 Chicago O'Hare International | 13:25+1 день Madrid Barajas | 8h 10m | British Airways | BA1638 |
from $565 | 16:30 Chicago O'Hare International | 07:55+1 день Madrid Barajas | 8h 25m | Iberia | IB342 |
from $570 | 16:30 Chicago O'Hare International | 07:55+1 день Madrid Barajas | 8h 25m | Finnair | AY5660 |
from $285 | 21:08 Chicago O'Hare International | 11:20+2 дня Madrid Barajas | 31h 12m layover 21h 36m - New York | Spirit Airlines | NK2542 UX92 |
from $291 | 05:51 Chicago O'Hare International | 11:20+1 день Madrid Barajas | 22h 29m layover 13h 5m - New York | Spirit Airlines | NK2175 UX92 |
from $330 | 17:58 Chicago O'Hare International | 06:40+2 дня Madrid Barajas | 29h 42m layover 20h 21m - Montreal | Air Canada | AC4048 AC834 |
from $349 | 17:58 Chicago O'Hare International | 06:40+2 дня Madrid Barajas | 29h 42m layover 20h 21m - Montreal | United Airlines | UA3542 UA8464 |
from $253 | 09:40 Chicago Midway | 09:55+2 дня Madrid Barajas | 41h 15m layover 9h 50m - Toronto 20h 20m - Dublin | Porter Airlines | PD2388 WS34 IB6001 |
from $257 | 16:43 Chicago O'Hare International | 22:30+1 день Madrid Barajas | 22h 47m layover 2h 33m - Toronto 8h 55m - Dublin | Air Canada | AC5014 WS34 FR10 |
from $279 | 22:15 Chicago O'Hare International | 08:45+3 дня Madrid Barajas | 51h 30m layover 22h 30m - Reykjavik 15h 30m - Rome | Icelandair | FI856 FI562 W46011 |
from $285 | 08:50 Chicago O'Hare International | 22:30+1 день Madrid Barajas | 30h 40m layover 10h 21m - Toronto 8h 55m - Dublin | Air Canada | AC5212 WS34 FR10 |
from $292 | 19:35 Chicago O'Hare International | 11:20+2 дня Madrid Barajas | 32h 45m layover 6h 15m - Miami 13h 8m - New York | Spirit Airlines | NK1986 NK2068 UX92 |
from $301 | 21:12 Chicago Midway | 23:59+2 дня Madrid Barajas | 43h 47m layover 19h 37m - Orlando 10h 40m - London | Frontier Airlines | F93854 Z0784 I21864 |
from $303 | 08:17 Chicago O'Hare International | 11:20+1 день Madrid Barajas | 20h 3m layover 1h 59m - Miami 4h 35m - New York | Spirit Airlines | NK2193 NK2177 UX92 |
from $303 | 05:05 Chicago O'Hare International | 11:20+1 день Madrid Barajas | 23h 15m layover 4h 28m - Miami 5h 31m - New York | Spirit Airlines | NK2 NK2691 UX92 |
from $303 | 08:50 Chicago O'Hare International | 19:40+1 день Madrid Barajas | 27h 50m layover 10h 21m - Toronto 6h 5m - Dublin | Air Canada | AC5212 WS34 FR7156 |
Flight Schedule Chicago (Illinois) to Madrid
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
16:30 — 07:55
+1 day
|
16:30 — 07:55
BA4272
British Airways
Chicago — Madrid
|
8h 25m |
Find flight
from$565 |
|
16:30 — 07:55
+1 day
|
16:30 — 07:55
IB342
Iberia
Chicago — Madrid
|
8h 25m |
Find flight
from$565 |
|
16:30 — 07:55
+1 day
|
16:30 — 07:55
AY5660
Finnair
Chicago — Madrid
|
8h 25m |
Find flight
from$570 |
|
22:15 — 13:25
+1 day
|
22:15 — 13:25
BA1638
British Airways
Chicago — Madrid
|
8h 10m |
Find flight
from$565 |
|
22:15 — 13:25
+1 day
|
22:15 — 13:25
IB4481
Iberia
Chicago — Madrid
|
8h 10m |
Find flight
from$605 |
|
22:15 — 13:25
+1 day
|
22:15 — 13:25
AY5768
Finnair
Chicago — Madrid
|
8h 10m |
Find flight
from$618 |
|
05:51 — 11:20
+1 day
|
05:51 — 09:00
NK2175
Spirit Airlines
Chicago — New York
13h 5m stop
22:05 — 11:20
UX92
Air Europa
New York — Madrid
|
22h 29m including layover |
Find flight
from$291 |
|
15:35 — 06:40
+2 days
|
15:35 — 18:50
AC8964
Air Canada
Chicago — Montreal
23h 3m stop
17:50 — 06:40
AC834
Air Canada
Montreal — Madrid
|
32h 5m including layover |
Find flight
from$330 |
|
15:50 — 08:20
+2 days
|
15:50 — 18:35
AC508
Air Canada
Chicago — Toronto
24h stop
18:35 — 08:20
AC824
Air Canada
Toronto — Madrid
|
33h 30m including layover |
Find flight
from$334 |
|
17:58 — 06:40
+2 days
|
17:58 — 21:29
AC4048
Air Canada
Chicago — Montreal
20h 21m stop
17:50 — 06:40
AC834
Air Canada
Montreal — Madrid
|
29h 42m including layover |
Find flight
from$330 |
|
18:27 — 07:50
+2 days
|
18:27 — 22:07
AF8625
Air France
Chicago — New York
20h 13m stop
18:20 — 07:50
AF3571
Air France
New York — Madrid
|
30h 23m including layover |
Find flight
from$356 |
|
18:30 — 08:20
+2 days
|
18:30 — 21:16
AC8912
Air Canada
Chicago — Toronto
21h 21m stop
18:50 — 08:20
AC824
Air Canada
Toronto — Madrid
|
30h 50m including layover |
Find flight
from$334 |
|
20:25 — 08:20
+2 days
|
20:25 — 23:07
AC510
Air Canada
Chicago — Toronto
19h 25m stop
18:50 — 08:20
AC824
Air Canada
Toronto — Madrid
|
28h 55m including layover |
Find flight
from$334 |
|
21:08 — 11:20
+2 days
|
21:08 — 00:29
NK2542
Spirit Airlines
Chicago — New York
21h 36m stop
22:05 — 11:20
UX92
Air Europa
New York — Madrid
|
31h 12m including layover |
Find flight
from$285 |
|
05:05 — 11:20
+1 day
|
05:05 — 09:06
NK2
Spirit Airlines
Chicago — Miami
4h 28m stop
13:34 — 16:34
NK2691
Spirit Airlines
Miami — New York
5h 31m stop
22:05 — 11:20
UX92
Air Europa
New York — Madrid
|
23h 15m including layover |
Find flight
from$303 |
|
07:04 — 22:30
+1 day
|
07:04 — 09:58
AC4986
Air Canada
Chicago — Toronto
12h 12m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30
FR10
Ryanair
Dublin — Madrid
|
32h 26m including layover |
Find flight
from$341 |
|
08:17 — 11:20
+1 day
|
08:17 — 12:30
NK2193
Spirit Airlines
Chicago — Miami
1h 59m stop
14:29 — 17:30
NK2177
Spirit Airlines
Miami — New York
4h 35m stop
22:05 — 11:20
UX92
Air Europa
New York — Madrid
|
20h 3m including layover |
Find flight
from$303 |
|
08:50 — 22:30
+1 day
|
08:50 — 11:49
AC5212
Air Canada
Chicago — Toronto
10h 21m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30
FR10
Ryanair
Dublin — Madrid
|
30h 40m including layover |
Find flight
from$285 |
|
09:40 — 09:55
+2 days
|
09:40 — 12:20
PD2388
Porter Airlines
Chicago — Toronto
9h 50m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
20h 20m stop
06:20 — 09:55
IB6001
Iberia
Dublin — Madrid
|
41h 15m including layover |
Find flight
from$253 |
|
09:40 — 21:55
+1 day
|
09:40 — 12:20
PD2388
Porter Airlines
Chicago — Toronto
9h 50m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
8h 20m stop
18:20 — 21:55
I21884
Iberia Express
Dublin — Madrid
|
29h 15m including layover |
Find flight
from$268 |
|
10:50 — 22:30
+1 day
|
10:50 — 13:42
AC4407
Air Canada
Chicago — Toronto
8h 28m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30
FR10
Ryanair
Dublin — Madrid
|
28h 40m including layover |
Find flight
from$341 |
|
13:43 — 20:20
+1 day
|
13:43 — 18:00
NK2193
Spirit Airlines
Chicago — Miami
4h 20m stop
22:20 — 13:40
VY9780
Vueling
Miami — Barcelona
5h 15m stop
18:55 — 20:20
IB420
Iberia
Barcelona — Madrid
|
23h 37m including layover |
Find flight
from$325 |
|
13:43 — 19:35
+1 day
|
13:43 — 18:00
NK2193
Spirit Airlines
Chicago — Miami
4h 20m stop
21:45 — 13:05
VY9780
Vueling
Miami — Barcelona
4h 30m stop
18:10 — 19:35
IB418
Iberia
Barcelona — Madrid
|
22h 52m including layover |
Find flight
from$327 |
|
16:43 — 22:30
+1 day
|
16:43 — 19:37
AC5014
Air Canada
Chicago — Toronto
2h 33m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30
FR10
Ryanair
Dublin — Madrid
|
22h 47m including layover |
Find flight
from$257 |
|
16:43 — 19:40
+1 day
|
16:43 — 19:37
AC5014
Air Canada
Chicago — Toronto
2h 33m stop
22:10 — 10:00
WS34
WestJet
Toronto — Dublin
6h 5m stop
16:05 — 19:40
FR7156
Ryanair
Dublin — Madrid
|
19h 57m including layover |
Find flight
from$275 |
|
17:08 — 23:59
+2 days
|
17:08 — 21:09
F93044
Frontier Airlines
Chicago — Orlando
23h 21m stop
20:30 — 10:00
Z0784
Z0
Orlando — London
10h 40m stop
20:40 — 23:59
I21864
Iberia Express
London — Madrid
|
47h 51m including layover |
Find flight
from$335 |
|
19:25 — 08:45
+2 days
|
18:30 — 06:40
FI852
Icelandair
Chicago — Reykjavik
1h 10m stop
08:20 — 14:00
FI562
Icelandair
Reykjavik — Rome
15h 30m stop
06:15 — 08:55
W46011
Aero Services Executive
Rome — Madrid
|
30h 20m including layover |
Find flight
from$304 |
|
19:35 — 11:20
+2 days
|
19:35 — 23:45
NK1986
Spirit Airlines
Chicago — Miami
6h 15m stop
06:00 — 08:57
NK2068
Spirit Airlines
Miami — New York
13h 8m stop
22:05 — 11:20
UX92
Air Europa
New York — Madrid
|
32h 45m including layover |
Find flight
from$292 |
|
20:25 — 06:40
+2 days
|
20:25 — 23:07
AC510
Air Canada
Chicago — Toronto
1h 20m stop
00:30 — 01:51
AC7774
Air Canada
Toronto — Montreal
15h 59m stop
17:35 — 06:40
AC834
Air Canada
Montreal — Madrid
|
27h 15m including layover |
Find flight
from$353 |
|
21:12 — 23:59
+2 days
|
21:12 — 00:53
F93854
Frontier Airlines
Chicago — Orlando
19h 37m stop
20:30 — 10:00
Z0784
Z0
Orlando — London
10h 40m stop
20:40 — 23:59
I21864
Iberia Express
London — Madrid
|
43h 47m including layover |
Find flight
from$301 |
|
22:15 — 08:45
+3 days
|
22:15 — 09:20
FI856
Icelandair
Chicago — Reykjavik
22h 30m stop
07:50 — 14:35
FI562
Icelandair
Reykjavik — Rome
15h 30m stop
06:05 — 08:45
W46011
Aero Services Executive
Rome — Madrid
|
51h 30m including layover |
Find flight
from$279 |
|
22:15 — 00:10
+3 days
|
22:15 — 09:20
FI856
Icelandair
Chicago — Reykjavik
22h 30m stop
07:50 — 14:35
FI562
Icelandair
Reykjavik — Rome
7h stop
21:35 — 00:10
AZ64
Alitalia
Rome — Madrid
|
42h 55m including layover |
Find flight
from$320 |
Flight Information
Below we will explain in detail what the flights cost on the destination from Chicago to Madrid depends on and how to choose the most interesting flight option for you.
Distance between Chicago and Madrid is 6730 miles. Time difference between the cities is 7h. Airplanes depart 01:25 to 23:20 from 7 Chicago airports and arrive 01:25 to 23:20 to 2 Madrid airports. Average flight time is 8h 18m.
- The fastest flight 8h 10m
- Average flight time 8h 18m
- The earliest flight 01:25
- The latest flight 23:20
- Distance 4182 ml
The cheapest months to travel to Madrid are june (from 338 $), november (from 373 $), may (from 373 $).
The most expensive months are december (from 672 $), february (from 460 $), january (from 393 $).
What is the lowest airfare Chicago to Madrid?
The cheapest plane ticket found by our users is $253. This airfare is for economy class on one-way PD2388 flight by Porter Airlines for June 6, 2025 which leaves Midway in Chicago at 09:40 am and arrives at Madrid Barajas at 09:55.
Popular Airlines on the Route
The flight Chicago — Madrid is served by 31 regular airline and 7 low-cost airlines. Most of the flights on this route are operated by LOT - 6 departures per week at the price of from $ 771 . And the most expensive tickets are offered by SAS airline - from $ 6277.
Direct flights
There are 6 nonstop flights on the route. The fastest direct flight is BA1638 by British Airways takes 8h 10m and the cheapest is PD2388 by Porter Airlines for $565.
- AY - Finnairfrom $570Find
- IB - Iberiafrom $565Find
- BA - British Airwaysfrom $565Find
Connecting Flights
There are 898 flights with layovers on the route. The fastest connecting flight is BA5686 by British Airways takes 9h 51m and the cheapest is PD2388 by Porter Airlines for $253.
- FI - Icelandairfrom $279Find
- LO - LOTfrom $771Find
- JU - Air Serbiafrom $918Find
- UA - United Airlinesfrom $349Find
- LX - SWISS International Air Linesfrom $366Find
- SK - SASfrom $696Find
- IB - Iberiafrom $531Find
- SN - Brussels Airlinesfrom $511Find
- KL - KLMfrom $452Find
- QR - Qatar Airwaysfrom $807Find
- AC - Air Canadafrom $257Find
- EI - Aer Lingusfrom $486Find
Airports
You can fly from Chicago to Madrid from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $257Find
- Midway-MDWfrom $253Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Madrid airports
- Barajas-MADFind
- Torrejon-TOJFind
Airplanes
There are flights to Madrid from Chicago by 31 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?

- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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