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$560+ Cheap flights from Chicago (CHI) to Azores

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDL
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Cheap flight deals from Chicago to Azores

Keep the following information in mind while searching for Chicago to Azores flight deals. Data was last updated April 22, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$610
(United Airlines)

One-way from

$560
(Kiwi.com)

Popular in

May

Cheapest in

October

Average price

$1,016
Provider with most accurate pricing for Chicago (CHI)-Ponta Delgada Nordela flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Ponta Delgada Nordela flights.
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From Chicago (CHI) to Azores
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One-way flight from Chicago (CHI) to Azores
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Highest demand for flights based on searches. 19% potential increase in price ($235 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($48 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Azores

Cheapest flights from Chicago to Azores
Explore the most affordable flight options available from Chicago to Azores. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/204:50 pmORD - PDL
1 stop10h 50mUnited Airlines
Fri 8/2911:00 amPDL - ORD
2 stops17h 15mUnited Airlines
Deal found 4/22$610
This oojo deal was found by Cheapflights users on 4/22. 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 10/176:00 pmORD - PDL
1 stop16h 00mTAP AIR PORTUGAL
Thu 10/237:40 pmPDL - ORD
1 stop25h 30mTAP AIR PORTUGAL
Deal found 4/22$632
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/115:51 amORD - TER
2 stops34h 04mMultiple Airlines
Sun 5/188:20 pmTER - ORD
2 stops40h 07mMultiple Airlines
Deal found 4/22$745
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/59:40 amMDW - PDL
2 stops16h 10mMultiple Airlines
Thu 6/124:55 pmPDL - MDW
1 stop20h 50mMultiple Airlines
Deal found 4/22$889
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:35 pmORD - PDL
2 stops23h 55mMultiple Airlines
Wed 4/301:10 pmPDL - ORD
3 stops35h 20mMultiple Airlines
Deal found 4/22$923
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/310:40 amORD - HOR
2 stops25h 15mMultiple Airlines
Mon 6/95:50 pmHOR - ORD
2 stops31h 30mMultiple Airlines
Deal found 4/22$977
This Gotogate deal was found by Cheapflights users on 4/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 pmORD - TER
1 stop13h 55mTAP AIR PORTUGAL
Wed 6/41:40 pmTER - ORD
1 stop30h 45mTAP AIR PORTUGAL
Deal found 4/22$1,188
This Turkish Airlines deal was found by Cheapflights users on 4/22. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/317:50 pmORD - PDL
2 stops46h 55mTurkish Airlines
Sat 9/67:35 pmPDL - ORD
2 stops43h 05mTurkish Airlines
Deal found 4/22$1,479
This Air Canada deal was found by Cheapflights users on 4/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/61:01 pmORD - TER
3 stops18h 49mAir Canada
Fri 6/137:10 amTER - ORD
2 stops19h 55mAir Canada
Deal found 4/22$2,047
This Atrapalo deal was found by Cheapflights users on 4/22. 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 Atrapalo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:45 amORD - HOR
2 stops19h 45mTAP AIR PORTUGAL
Fri 6/135:50 pmHOR - ORD
1 stop27h 20mTAP AIR PORTUGAL
Deal found 4/22$2,898

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 22, 2025.
Use the filters below to find and compare flights from Chicago to Azores that are best for you.

Fly from

Chicago

Fly to

Azores

Route

Depart

Return

Price

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 8/20

4:50 pm-8:40 am

1 stop10h 50m

Ponta Delgada Nordela

Fri 8/29

11:00 am-11:15 pm

2 stops17h 15m

$610

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Fri 10/17

6:00 pm-3:00 pm

1 stop16h 00m

Ponta Delgada Nordela

Thu 10/23

7:40 pm-4:10 pm

1 stop25h 30m

$632

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Sun 5/11

5:51 am-8:55 pm

2 stops34h 04m

Lajes

Sun 5/18

8:20 pm-7:27 am

2 stops40h 07m

$744

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Thu 6/5

9:40 am-6:50 am

2 stops16h 10m

Ponta Delgada Nordela

Thu 6/12

4:55 pm-8:45 am

1 stop20h 50m

$889

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Thu 6/5

10:00 am-6:40 am

1 stop15h 40m

Ponta Delgada Nordela

Thu 6/12

5:30 pm-6:37 am

1 stop18h 07m

$929

ChicagoHorta

ORD - HOR

ORDHOR

Chicago O'Hare Intl

Tue 6/3

10:40 am-4:55 pm

2 stops25h 15m

Horta

Mon 6/9

5:50 pm-8:20 pm

2 stops31h 30m

$977

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Wed 5/28

6:00 pm-12:55 pm

1 stop13h 55m

Lajes

Wed 6/4

1:40 pm-3:25 pm

1 stop30h 45m

$1,188

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 8/31

7:50 pm-11:45 pm

2 stops46h 55m

Ponta Delgada Nordela

Sat 9/6

7:35 pm-9:40 am

2 stops43h 05m

$1,479

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Fri 6/6

1:01 pm-12:50 pm

3 stops18h 49m

Lajes

Fri 6/13

7:10 am-10:05 pm

2 stops19h 55m

$2,047

ChicagoHorta

ORD - HOR

ORDHOR

Chicago O'Hare Intl

Fri 6/6

8:45 am-9:30 am

2 stops19h 45m

Horta

Fri 6/13

5:50 pm-4:10 pm

1 stop27h 20m

$2,898

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 16 results
1
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Best time to book a flight from Chicago to Azores

Have a flexible travel schedule? Discover the best time to fly to Azores 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 Azores

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Azores (average of $518). Flying from Chicago to Azores in June is currently the most expensive (average of $988). 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 AC?

Find hourly flight availability from Chicago to Azores. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 22, 2025.

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

Rainfall in Azores by month

Plan your trip to Azores by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Azores ranges from 1.1 - 4.8 inches per month. November is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Azores when rainfall is around 1.1 in.

Temperature in Azores by month

Plan your trip to Azores by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Azores, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

Reviews of airlines servicing Azores

Get insights into the airlines that provide service to Azores. 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 Azores. Reviews last updated April 22, 2025.
United Airlines
7.4
Good
8,683 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
8,683 reviews
United Airlines
7.4
Good
8,683 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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??
Turkish Airlines
7.3
Good
3,773 reviews
United Airlines
7.4
Good
8,683 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
1,842 reviews
United Airlines
7.4
Good
8,683 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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??
Air Canada
7.0
Good
9,180 reviews
United Airlines
7.4
Good
8,683 reviews

Overall

7.4

Food

6.6

Crew

8.1

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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 Azores. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    To fly one-way, consider booking your trip with TAP AIR PORTUGAL, which is currently one of the cheapest options available, starting at $580. United Airlines flights start at $608 while deals on Air Canada start at $5,953 one-way.

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

    Most travelers choose Chicago O'Hare Intl - Ponta Delgada Nordela, Chicago O'Hare Intl - Lajes or Chicago O'Hare Intl - Horta when deciding on the best route from Chicago to Azores.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Azores 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 Azores?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Azores (average of $518). Flying from Chicago to Azores in June is currently the most expensive (average of $988). 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

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Top 2 airlines flying from Chicago to Azores

Discover the top 2 airlines that operate flights from Chicago to Azores. 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$540Average$956FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$917Average$1,265FlexibilityNo cancel feeOn-time69%

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