HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Azores

$342+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDL
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Azores with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 12, 2025.

Round-trip from

$529
(oojo)

One-way from

$342
(Flightnetwork)

Popular in

May

Cheapest in

October

Average price

$1,166
From Chicago (CHI) to Azores
Search Deals
One-way flight from Chicago (CHI) to Azores
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($202 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 12, 2025.

This oojo deal was found by Cheapflights users on 6/11. 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.
Sun 9/76:00 pmORD - PDL
1 stop16h 00mTAP AIR PORTUGAL
Mon 9/156:30 amPDL - ORD
1 stop15h 10mTAP AIR PORTUGAL
Deal found 6/11$529
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Sun 9/75:10 pmORD - PDL
2 stops35h 35mMultiple Airlines
Mon 9/1510:45 amPDL - ORD
3 stops32h 30mMultiple Airlines
Deal found 6/10$666
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:00 pmORD - TER
1 stop13h 55mTAP AIR PORTUGAL
Sun 10/127:10 amTER - ORD
1 stop14h 00mTAP AIR PORTUGAL
Deal found 6/10$749
This United Airlines deal was found by Cheapflights users on 6/11. 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 7/910:00 amORD - PDL
2 stops17h 40mUnited Airlines
Wed 7/1611:00 amPDL - ORD
2 stops13h 16mUnited Airlines
Deal found 6/11$825
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sat 9/209:15 amMDW - PDL
1 stop16h 25mMultiple Airlines
Sun 9/288:35 amPDL - MDW
2 stops28h 44mMultiple Airlines
Deal found 6/11$965
This FlightHub deal was found by Cheapflights users on 6/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/210:40 amORD - TER
2 stops21h 15mAir Canada
Sun 10/121:40 pmTER - ORD
2 stops34h 49mAir Canada
Deal found 6/9$1,186
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Sat 7/56:15 pmORD - TER
1 stop24h 00mMultiple Airlines
Fri 7/117:10 amTER - ORD
3 stops21h 43mMultiple Airlines
Deal found 6/12$1,212
This FlightHub deal was found by Cheapflights users on 6/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:20 pmORD - PDL
2 stops41h 15mTurkish Airlines
Wed 1/76:35 amPDL - ORD
2 stops32h 35mTurkish Airlines
Deal found 6/9$1,492
This Atrapalo deal was found by Cheapflights users on 6/10. 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 7/2511:46 amORD - HOR
2 stops16h 44mTAP AIR PORTUGAL
Fri 8/15:50 pmHOR - ORD
1 stop27h 40mTAP AIR PORTUGAL
Deal found 6/10$4,301

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 June 12, 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

Sun 9/7

6:00 pm-3:00 pm

1 stop16h 00m

Ponta Delgada Nordela

Mon 9/15

6:30 am-4:40 pm

1 stop15h 10m

$529

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 9/7

5:10 pm-9:45 am

2 stops35h 35m

Ponta Delgada Nordela

Mon 9/15

10:45 am-2:15 pm

3 stops32h 30m

$666

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Thu 10/2

6:00 pm-12:55 pm

1 stop13h 55m

Lajes

Sun 10/12

7:10 am-4:10 pm

1 stop14h 00m

$749

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 7/9

10:00 am-8:40 am

2 stops17h 40m

Ponta Delgada Nordela

Wed 7/16

11:00 am-7:16 pm

2 stops13h 16m

$825

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 7/25

10:31 am-2:35 pm

3 stops47h 04m

Ponta Delgada Nordela

Fri 8/1

8:35 am-8:45 am

2 stops29h 10m

$1,157

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Thu 10/2

10:40 am-12:55 pm

2 stops21h 15m

Lajes

Sun 10/12

1:40 pm-7:29 pm

2 stops34h 49m

$1,186

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Sat 7/5

6:15 pm-11:15 pm

1 stop24h 00m

Lajes

Fri 7/11

7:10 am-11:53 pm

3 stops21h 43m

$1,212

ChicagoHorta

ORD - HOR

ORDHOR

Chicago O'Hare Intl

Fri 7/25

11:46 am-9:30 am

2 stops16h 44m

Horta

Fri 8/1

5:50 pm-4:30 pm

1 stop27h 40m

$4,301

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 7/26

6:15 pm-6:50 pm

1 stop19h 35m

$342

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Wed 10/1

7:25 pm-12:55 pm

3 stops36h 30m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 14 results
1
2

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 June 12, 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 June 12, 2025.
To help decide which airline to fly from Chicago to Azores, see what other customers have to say about United Airlines, Air Canada and TAP AIR PORTUGAL. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,790 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

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
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

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
7.1
Good
9,531 reviews
United Airlines
7.4
Good
8,790 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

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
1,885 reviews
United Airlines
7.4
Good
8,790 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.0

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 $342. United Airlines flights start at $583 while deals on Air Canada start at $5,998 one-way.

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

    Most travelers choose Chicago O'Hare Intl - Ponta Delgada Nordela, Chicago Midway - Ponta Delgada Nordela or Chicago O'Hare Intl - Lajes 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$542Average$891FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$720Average$1,232FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.