Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Azores from $435

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Azores departing on 6/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Azores

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:20 pm - 9:05 am
MDW
-
PDL
12h 45m
1 stop
Multiple Airlines Logo
9:35 am - 9:40 am
PDL
-
MDW
29h 05m
1 stop
$818Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
Multiple Airlines Logo
3:20 pm - 9:35 am
MDW
-
PDL
13h 15m
1 stop
Multiple Airlines Logo
10:30 am - 2:35 pm
PDL
-
MDW
33h 05m
1 stop
$858Multiple Airlines
Fri, Jul 3 - Tue, Jul 14
TAP AIR PORTUGAL Logo
6:00 pm - 6:50 pm
ORD
-
PDL
19h 50m
1 stop
TAP AIR PORTUGAL Logo
7:30 pm - 12:40 pm
PDL
-
ORD
22h 10m
1 stop
$872TAP AIR PORTUGAL
Wed, Sep 30 - Wed, Oct 7
Multiple Airlines Logo
3:20 pm - 9:35 am
MDW
-
PDL
13h 15m
1 stop
Multiple Airlines Logo
11:30 am - 9:40 am
PDL
-
MDW
27h 10m
1 stop
$878Multiple Airlines
Fri, Jul 3 - Sat, Jul 11
Multiple Airlines Logo
1:49 pm - 6:45 am
ORD
-
PDL
11h 56m
1 stop
Multiple Airlines Logo
5:30 pm - 8:11 pm
PDL
-
ORD
31h 41m
1 stop
$886Multiple Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
11:05 am - 9:05 am
ORD
-
PDL
17h 00m
2 stops
Multiple Airlines Logo
9:35 am - 10:16 am
PDL
-
ORD
29h 41m
2 stops
$887Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
TAP AIR PORTUGAL Logo
6:00 pm - 11:45 pm
ORD
-
PDL
24h 45m
1 stop
TAP AIR PORTUGAL Logo
7:35 pm - 4:00 pm
PDL
-
ORD
25h 25m
1 stop
$889TAP AIR PORTUGAL
Sun, Oct 4 - Sat, Oct 10
Multiple Airlines Logo
10:25 am - 8:10 am
MDW
-
PDL
16h 45m
1 stop
Multiple Airlines Logo
9:35 am - 9:40 am
PDL
-
MDW
29h 05m
1 stop
$894Multiple Airlines
Sun, Jul 19 - Mon, Jul 27
Multiple Airlines Logo
12:59 pm - 6:45 am
ORD
-
PDL
12h 46m
1 stop
Multiple Airlines Logo
5:30 pm - 8:11 pm
PDL
-
ORD
31h 41m
1 stop
$906Multiple Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
1:49 pm - 6:45 am
ORD
-
PDL
11h 56m
1 stop
Multiple Airlines Logo
5:30 pm - 8:11 pm
PDL
-
ORD
31h 41m
1 stop
$910Multiple Airlines
Mon, May 11 - Mon, May 18

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

TAP AIR PORTUGAL flights from Chicago to Azores

Our best TAP AIR PORTUGAL deals on Chicago to Azores flight tickets
TAP AIR PORTUGAL
Sep 30
ORD6:00 pmChicago O'Hare Intl
19h 50m
1 stop
PDL6:50 pmPonta Delgada Nordela
Oct 7
PDL7:30 pmPonta Delgada Nordela
22h 10m
1 stop
ORD12:40 pmChicago O'Hare Intl
$872
TAP AIR PORTUGAL
Oct 4
ORD6:00 pmChicago O'Hare Intl
24h 45m
1 stop
PDL11:45 pmPonta Delgada Nordela
Oct 10
PDL7:35 pmPonta Delgada Nordela
25h 25m
1 stop
ORD4:00 pmChicago O'Hare Intl
$889
TAP AIR PORTUGAL
Oct 11
ORD6:00 pmChicago O'Hare Intl
34h 45m
1 stop
PDL9:45 amPonta Delgada Nordela
Oct 17
PDL7:35 pmPonta Delgada Nordela
25h 25m
1 stop
ORD4:00 pmChicago O'Hare Intl
$982

Turkish Airlines flights from Chicago to Azores

Our best Turkish Airlines deals on Chicago to Azores flight tickets
Turkish Airlines
Sep 3
ORD11:25 amChicago O'Hare Intl
44h 25m
2 stops
TER12:50 pmLajes
Sep 13
TER1:40 pmLajes
33h 35m
2 stops
ORD6:15 pmChicago O'Hare Intl
$1,943
Turkish Airlines
Sep 3
ORD11:25 amChicago O'Hare Intl
44h 25m
2 stops
TER12:50 pmLajes
Sep 13
TER1:40 pmLajes
49h 00m
2 stops
ORD9:40 amChicago O'Hare Intl
$1,974
Turkish Airlines
Sep 3
ORD11:25 amChicago O'Hare Intl
44h 25m
2 stops
TER12:50 pmLajes
Sep 13
TER1:40 pmLajes
57h 35m
2 stops
ORD6:15 pmChicago O'Hare Intl
$1,979

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Azores 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, momondo users made 832,500 searches. Data last updated April 27, 2026.
Use the filters below to find and compare flights from Chicago to Azores that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 7/20

3:20 pm-9:05 am

1 stop12h 45m

Ponta Delgada Nordela

Mon 7/27

9:35 am-9:40 am

1 stop29h 05m

$818

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 7/3

3:20 pm-9:35 am

1 stop13h 15m

Ponta Delgada Nordela

Tue 7/14

10:30 am-2:35 pm

1 stop33h 05m

$858

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 9/30

6:00 pm-6:50 pm

1 stop19h 50m

Ponta Delgada Nordela

Wed 10/7

7:30 pm-12:40 pm

1 stop22h 10m

$872
Quickest round-trip

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 7/3

3:20 pm-9:35 am

1 stop13h 15m

Ponta Delgada Nordela

Sat 7/11

11:30 am-9:40 am

1 stop27h 10m

$878

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 5/11

1:49 pm-6:45 am

1 stop11h 56m

Ponta Delgada Nordela

Mon 5/18

5:30 pm-8:11 pm

1 stop31h 41m

$886

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/20

11:05 am-9:05 am

2 stops17h 00m

Ponta Delgada Nordela

Mon 7/27

9:35 am-10:16 am

2 stops29h 41m

$887

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 10/4

6:00 pm-11:45 pm

1 stop24h 45m

Ponta Delgada Nordela

Sat 10/10

7:35 pm-4:00 pm

1 stop25h 25m

$889

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 7/19

10:25 am-8:10 am

1 stop16h 45m

Ponta Delgada Nordela

Mon 7/27

9:35 am-9:40 am

1 stop29h 05m

$894

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 5/11

12:59 pm-6:45 am

1 stop12h 46m

Ponta Delgada Nordela

Mon 5/18

5:30 pm-8:11 pm

1 stop31h 41m

$906

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 5/11

1:49 pm-6:45 am

1 stop11h 56m

Ponta Delgada Nordela

Mon 5/18

5:30 pm-8:11 pm

1 stop31h 41m

$910

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Azores from

How to get the cheapest flight ticket from Chicago to Azores

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Azores?

In general, April is the cheapest month to fly from Chicago to Azores. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $469. If you don’t want to visit Azores in April, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $530.

Can stopping save me money on Chicago to Azores flights?

You could potentially save up to 6% on your flight if you consider stops on a Chicago to Azores flight.

Cheap Chicago to Azores flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Azores

Fastest flight time

11h 35m

Direct flights

None
The fastest flight from Chicago to Azores takes 11h 35m
There are no direct flights from Chicago to Azores. There are no popular flight routes from Chicago to Azores.
Search flight deals

Frequently asked questions about flying from Chicago to Azores

  • When did momondo last update prices for flights from Chicago to Azores?

    Prices for flights from Chicago to Azores are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Azores?

  • How old do you have to be to fly from Chicago to Azores?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Azores.

  • What documentation or ID do you need to fly to Azores?

    The required travel and health documents for your Azores trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Azores. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to Azores

Compare and see reviews for airlines that fly from Chicago to Azores with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $550Free CancellationRating
7.1
2,223 reviews
Search TAP AIR PORTUGAL flights
United AirlinesPriceFrom $675Free CancellationRating
7.4
9,670 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Azores?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Azores. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Azores with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Azores flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Azores?

momondo provides multiple filters to help you find the best flight to Azores from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Azores right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Azores flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Azores trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 5/27
Wed 6/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Azores

Popular cities in Azores

Popular flights according to clicks in the last 7 days on momondo
Flights to Lisbonfrom $476
Flights to Portofrom $486
Flights to Funchalfrom $578
Flights to Farofrom $572
Flights to Ponta Delgadafrom $634
Flights to Lajesfrom $640
Flights to Pico Islandfrom $749
Flights to Hortafrom $668
Flights to Porto Santofrom $955
Flights to Velasfrom $747