HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Azores

$304+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDL
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$546
(oojo)

One-way from

$304
(Mytrip)

Popular in

May

Cheapest in

January

Average price

$885
Provider with most accurate pricing for Chicago (CHI)-Ponta Delgada Nordela flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Ponta Delgada Nordela flights.
Search Deals
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 ($195 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 3, 2025.

This oojo deal was found by Cheapflights users on 11/3. 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 11/288:15 pmORD - PDL
1 stop17h 20mTAP AIR PORTUGAL
Fri 12/56:30 amPDL - ORD
1 stop13h 55mTAP AIR PORTUGAL
Deal found 11/3$546
This Mytrip deal was found by Cheapflights users on 11/2. 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 12/22:00 pmORD - PDL
3 stops24h 10mMultiple Airlines
Tue 12/98:00 pmPDL - ORD
2 stops22h 10mMultiple Airlines
Deal found 11/2$657
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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.
Wed 11/267:10 pmORD - PDL
1 stop18h 25mTAP AIR PORTUGAL
Wed 12/36:35 amPDL - ORD
1 stop13h 25mTAP AIR PORTUGAL
Deal found 11/2$696
This oojo deal was found by Cheapflights users on 11/2. 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.
Tue 12/27:00 amORD - PDL
2 stops35h 45mTAP AIR PORTUGAL
Tue 12/97:25 pmPDL - ORD
1 stop24h 35mTAP AIR PORTUGAL
Deal found 11/2$704
This oojo deal was found by Cheapflights users on 11/2. 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.
Thu 12/1111:25 amORD - PDL
2 stops26h 05mTAP AIR PORTUGAL
Wed 12/176:35 amPDL - ORD
1 stop13h 25mTAP AIR PORTUGAL
Deal found 11/2$724
This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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.
Wed 11/57:10 pmORD - PDL
1 stop18h 25mTAP AIR PORTUGAL
Fri 11/76:30 amPDL - ORD
1 stop13h 55mTAP AIR PORTUGAL
Deal found 11/1$725
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/291:47 pmMDW - PDL
2 stops36h 03mMultiple Airlines
Sat 12/65:20 pmPDL - MDW
1 stop24h 41mMultiple Airlines
Deal found 11/1$870
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2611:00 amMDW - PDL
1 stop14h 50mMultiple Airlines
Sun 12/284:50 pmPDL - MDW
1 stop22h 15mMultiple Airlines
Deal found 10/31$1,306
This Mytrip deal was found by Cheapflights users on 11/1. 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 12/275:59 pmMDW - PDL
3 stops31h 51mMultiple Airlines
Fri 1/25:50 pmPDL - MDW
2 stops26h 30mMultiple Airlines
Deal found 11/1$1,858
This Mytrip deal was found by Cheapflights users on 10/31. 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 11/112:45 pmMDW - PDL
2 stops13h 40mMultiple Airlines
Sat 11/85:40 pmPDL - MDW
2 stops21h 25mMultiple Airlines
Deal found 10/31$1,865
This Mytrip deal was found by Cheapflights users on 11/2. 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 12/277:20 pmORD - HOR
3 stops33h 00mMultiple Airlines
Mon 1/53:50 pmHOR - ORD
3 stops31h 35mMultiple Airlines
Deal found 11/2$2,627

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 November 3, 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

Fri 11/28

8:15 pm-6:35 pm

1 stop17h 20m

Ponta Delgada Nordela

Fri 12/5

6:30 am-3:25 pm

1 stop13h 55m

$546

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 11/26

7:10 pm-6:35 pm

1 stop18h 25m

Ponta Delgada Nordela

Wed 12/3

6:35 am-3:00 pm

1 stop13h 25m

$696

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Tue 12/2

8:00 am-11:45 pm

2 stops34h 45m

Ponta Delgada Nordela

Tue 12/9

6:30 am-5:48 pm

2 stops16h 18m

$703

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Tue 12/2

7:00 am-11:45 pm

2 stops35h 45m

Ponta Delgada Nordela

Tue 12/9

7:25 pm-3:00 pm

1 stop24h 35m

$704

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Thu 12/11

11:25 am-6:30 pm

2 stops26h 05m

Ponta Delgada Nordela

Wed 12/17

6:35 am-3:00 pm

1 stop13h 25m

$724

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Thu 4/2

11:30 am-11:15 pm

2 stops30h 45m

Lajes

Thu 4/9

1:50 pm-4:00 pm

1 stop31h 10m

$764

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 11/29

1:47 pm-6:50 am

2 stops36h 03m

Ponta Delgada Nordela

Sat 12/6

5:20 pm-1:01 pm

1 stop24h 41m

$870

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Thu 4/2

8:40 am-2:15 pm

2 stops24h 35m

Lajes

Thu 4/9

12:45 pm-1:00 pm

3 stops29h 15m

$956

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 12/26

11:00 am-6:50 am

1 stop14h 50m

Ponta Delgada Nordela

Sun 12/28

4:50 pm-10:05 am

1 stop22h 15m

$1,306

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 12/27

5:59 pm-6:50 am

3 stops31h 51m

Ponta Delgada Nordela

Fri 1/2

5:50 pm-3:20 pm

2 stops26h 30m

$1,858

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 15 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 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 November 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Azores in the afternoon. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Chicago to Azores?

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 November 3, 2025.
Read reviews from past customers who have flown United Airlines and TAP AIR PORTUGAL from Chicago to Azores. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,996 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,996 reviews
United Airlines
7.4
Good
8,996 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
TAP AIR PORTUGAL
7.1
Good
2,044 reviews
United Airlines
7.4
Good
8,996 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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.

  • How long is the flight from Chicago to Azores?

    Departing from Chicago to Azores will take you 17h 20m. The distance between Chicago and Azores is about 3237 mi.

  • 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 - 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.

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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$549Average$895FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$716Average$1,200FlexibilityNo 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.