What is the cheapest airline that flies from Chicago to Azores?

TAP AIR PORTUGAL and Air France are the most popular carriers operating 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?

As of August 2025, there are 2 operators available to choose from 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.

$288 Cheap Flights from Chicago to Azores in 2025

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Find the cheapest flights from Chicago to Azores

Round-trip

One-way

Last minute

Cheap round-trip flights

10:43 am - 8:40 amORD-PDL

16h 57m2 stops

11:00 am - 6:16 pmPDL-ORD

12h 16m2 stops

$693United Airlines

Find Deal

Thu, Sep 18 - Wed, Sep 24

12:50 pm - 8:40 amORD-PDL

14h 50m2 stops

11:00 am - 11:25 pmPDL-ORD

17h 25m1 stop

$697United Airlines

Find Deal

Thu, Sep 18 - Wed, Sep 24

2:00 pm - 8:40 amORD-PDL

13h 40m1 stop

11:00 am - 11:25 pmPDL-ORD

17h 25m1 stop

$700United Airlines

Find Deal

Thu, Sep 18 - Wed, Sep 24

9:31 pm - 8:40 amORD-PDL

30h 09m2 stops

11:00 am - 7:48 pmPDL-ORD

13h 48m2 stops

$732United Airlines

Find Deal

Wed, Sep 17 - Wed, Sep 24

6:00 pm - 3:00 pmORD-PDL

16h 00m1 stop

7:40 pm - 4:30 pmPDL-ORD

25h 50m1 stop

$739TAP AIR PORTUGAL

Find Deal

Sun, Oct 19 - Fri, Oct 24

6:00 pm - 3:00 pmORD-PDL

16h 00m1 stop

3:35 pm - 4:10 pmPDL-ORD

29h 35m1 stop

$740TAP AIR PORTUGAL

Find Deal

Fri, Sep 26 - Tue, Sep 30

6:00 pm - 11:15 pmORD-TER

24h 15m1 stop

1:40 pm - 4:10 pmTER-ORD

31h 30m1 stop

$749TAP AIR PORTUGAL

Find Deal

Fri, Sep 26 - Tue, Sep 30

6:00 pm - 8:05 pmORD-PDL

21h 05m1 stop

5:30 pm - 4:50 pmPDL-ORD

28h 20m1 stop

$766

Find Deal

Fri, Sep 26 - Fri, Oct 3

7:15 am - 11:35 pmORD-PDL

35h 20m3 stops

9:30 am - 4:20 pmPDL-ORD

35h 50m3 stops

$772

Find Deal

Tue, Nov 25 - Sun, Nov 30

6:00 pm - 12:55 pmORD-TER

13h 55m1 stop

1:50 pm - 4:10 pmTER-ORD

31h 20m1 stop

$804TAP AIR PORTUGAL

Find Deal

Thu, Sep 4 - Thu, Sep 11

United Airlines flights from Chicago to Azores

Our best United Airlines deals on Chicago to Azores flight tickets

United Airlines

Sep 18

ORD10:43 amChicago O'Hare Intl

16h 57m

2 stops

PDL8:40 amPonta Delgada Nordela

Sep 24

PDL11:00 amPonta Delgada Nordela

12h 16m

2 stops

ORD6:16 pmChicago O'Hare Intl

$693

Find similar

United Airlines

Sep 18

ORD12:50 pmChicago O'Hare Intl

14h 50m

2 stops

PDL8:40 amPonta Delgada Nordela

Sep 24

PDL11:00 amPonta Delgada Nordela

17h 25m

1 stop

ORD11:25 pmChicago O'Hare Intl

$697

Find similar

United Airlines

Sep 18

ORD2:00 pmChicago O'Hare Intl

13h 40m

1 stop

PDL8:40 amPonta Delgada Nordela

Sep 24

PDL11:00 amPonta Delgada Nordela

17h 25m

1 stop

ORD11:25 pmChicago O'Hare Intl

$700

Find similar

TAP AIR PORTUGAL flights from Chicago to Azores

Our best TAP AIR PORTUGAL deals on Chicago to Azores flight tickets

TAP AIR PORTUGAL

Oct 19

ORD6:00 pmChicago O'Hare Intl

16h 00m

1 stop

PDL3:00 pmPonta Delgada Nordela

Oct 24

PDL7:40 pmPonta Delgada Nordela

25h 50m

1 stop

ORD4:30 pmChicago O'Hare Intl

$739

Find similar

TAP AIR PORTUGAL

Sep 26

ORD6:00 pmChicago O'Hare Intl

16h 00m

1 stop

PDL3:00 pmPonta Delgada Nordela

Sep 30

PDL3:35 pmPonta Delgada Nordela

29h 35m

1 stop

ORD4:10 pmChicago O'Hare Intl

$740

Find similar

TAP AIR PORTUGAL

Sep 26

ORD6:00 pmChicago O'Hare Intl

24h 15m

1 stop

TER11:15 pmLajes

Sep 30

TER1:40 pmLajes

31h 30m

1 stop

ORD4:10 pmChicago O'Hare Intl

$749

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Thu 9/18

10:43 am-8:40 am

2 stops16h 57m

Ponta Delgada Nordela

Wed 9/24

11:00 am-6:16 pm

2 stops12h 16m

$693

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Thu 9/18

12:50 pm-8:40 am

2 stops14h 50m

Ponta Delgada Nordela

Wed 9/24

11:00 am-11:25 pm

1 stop17h 25m

$697

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Thu 9/18

2:00 pm-8:40 am

1 stop13h 40m

Ponta Delgada Nordela

Wed 9/24

11:00 am-11:25 pm

1 stop17h 25m

$700

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 9/17

9:31 pm-8:40 am

2 stops30h 09m

Ponta Delgada Nordela

Wed 9/24

11:00 am-7:48 pm

2 stops13h 48m

$732

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 10/19

6:00 pm-3:00 pm

1 stop16h 00m

Ponta Delgada Nordela

Fri 10/24

7:40 pm-4:30 pm

1 stop25h 50m

$739

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Fri 9/26

6:00 pm-3:00 pm

1 stop16h 00m

Ponta Delgada Nordela

Tue 9/30

3:35 pm-4:10 pm

1 stop29h 35m

$740

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Fri 9/26

6:00 pm-11:15 pm

1 stop24h 15m

Lajes

Tue 9/30

1:40 pm-4:10 pm

1 stop31h 30m

$749

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Fri 9/26

6:00 pm-8:05 pm

1 stop21h 05m

Ponta Delgada Nordela

Fri 10/3

5:30 pm-4:50 pm

1 stop28h 20m

$766

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Tue 11/25

7:15 am-11:35 pm

3 stops35h 20m

Ponta Delgada Nordela

Sun 11/30

9:30 am-4:20 pm

3 stops35h 50m

$772

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Thu 9/4

6:00 pm-12:55 pm

1 stop13h 55m

Lajes

Thu 9/11

1:50 pm-4:10 pm

1 stop31h 20m

$804

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Azores?

In general, October 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 $773. If you don’t want to visit Azores in October, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $804.

What is the cheapest day to depart on your flight to Azores?

The cheapest day to depart from Chicago to Azores is on a Wednesday. Travelers who choose to depart for Azores on a Wednesday will often find tickets for as low as $883. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $1,376. These prices are subject to change though, so be sure to set up a Price Alert for flights to Azores.

What is the cheapest time of day to depart on your flight to Azores?

In the afternoon is the cheapest time of day to fly from Chicago to Azores when you can find flight prices for as low as $1,084. Flying to Azores in the afternoon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $1,487 on average. Flights to Azores from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap Chicago to Azores flight deals and tips

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

Best Price Found	$288
Fastest flight time	9h 38m
Direct flights	None
Airports in Azores	3 airports

The best one-way flight to Azores from Chicago in the past 72 hours is $288. The best round-trip flight deal from Chicago to Azores found on momondo in the last 72 hours is $693.

The fastest flight from Chicago to Azores takes 9h 38m

There are no direct flights from Chicago to Azores. Popular non-direct routes for this connection are Chicago Midway Airport - Ponta Delgada Nordela Airport, Chicago O'Hare Intl Airport - Lajes Airport and Chicago O'Hare Intl Airport - Ponta Delgada Nordela Airport.

There are 3 airports near Azores: Lajes (TER), Ponta Delgada Nordela (PDL), Horta (HOR)

Search flight deals

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?
As of August 2025, there are 2 operators available to choose from 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 PORTUGAL	PriceFrom $549	Free Cancellation	Rating 7.1 1,942 reviews		Search TAP AIR PORTUGAL flights
United Airlines	PriceFrom $719	Free Cancellation	Rating 7.4 8,916 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.