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Cheap flights from Chicago to Azores from $388

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 10/4. 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
1 adult, Economy, 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.
TAP AIR PORTUGAL Logo
6:00 pm - 12:55 pm
ORD
-
TER
13h 55m
1 stop
TAP AIR PORTUGAL Logo
7:15 am - 4:00 pm
TER
-
ORD
13h 45m
1 stop
$791TAP AIR PORTUGAL
Wed, Oct 14 - Wed, Oct 21
United Airlines Logo
4:00 pm - 8:40 am
ORD
-
PDL
11h 40m
2 stops
United Airlines Logo
11:00 am - 6:37 pm
PDL
-
ORD
12h 37m
2 stops
$797United Airlines
Sun, Aug 16 - Tue, Aug 25
Multiple Airlines Logo
8:40 pm - 8:20 am
ORD
-
PDL
30h 40m
1 stop
Multiple Airlines Logo
9:35 am - 2:55 pm
PDL
-
ORD
10h 20m
1 stop
$830Multiple Airlines
Mon, Jul 6 - Wed, Jul 15
TAP AIR PORTUGAL Logo
6:00 pm - 6:50 pm
ORD
-
PDL
19h 50m
1 stop
TAP AIR PORTUGAL Logo
3:30 pm - 12:40 pm
PDL
-
ORD
26h 10m
1 stop
$838TAP AIR PORTUGAL
Wed, Oct 14 - Wed, Oct 21
Air Canada Logo
8:40 pm - 8:20 am
ORD
-
PDL
30h 40m
1 stop
Air Canada Logo
9:35 am - 8:05 pm
PDL
-
ORD
15h 30m
2 stops
$845Air Canada
Mon, Jul 6 - Wed, Jul 15
Air Canada Logo
8:40 pm - 8:20 am
ORD
-
PDL
30h 40m
1 stop
Air Canada Logo
9:35 am - 4:57 pm
PDL
-
ORD
12h 22m
1 stop
$846Air Canada
Mon, Jul 6 - Wed, Jul 15
Multiple Airlines Logo
8:40 pm - 8:20 am
ORD
-
PDL
30h 40m
1 stop
Multiple Airlines Logo
9:35 am - 7:52 pm
PDL
-
ORD
15h 17m
1 stop
$853Multiple Airlines
Mon, Jul 6 - Wed, Jul 15
United Airlines Logo
12:45 pm - 8:40 am
ORD
-
PDL
14h 55m
2 stops
United Airlines Logo
11:00 am - 7:27 am
PDL
-
ORD
25h 27m
2 stops
$856United Airlines
Mon, Jul 6 - Wed, Jul 15
Multiple Airlines Logo
6:00 am - 8:40 am
ORD
-
PDL
21h 40m
1 stop
Multiple Airlines Logo
9:35 am - 7:50 am
PDL
-
ORD
27h 15m
2 stops
$861Multiple Airlines
Mon, Jul 6 - Wed, Jul 15
TAP AIR PORTUGAL Logo
6:05 pm - 2:35 pm
ORD
-
PDL
15h 30m
1 stop
TAP AIR PORTUGAL Logo
3:50 pm - 4:00 pm
PDL
-
ORD
29h 10m
1 stop
$862TAP AIR PORTUGAL
Sat, Aug 29 - Sat, Sep 5

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TAP AIR PORTUGAL flights from Chicago to Azores

Our best TAP AIR PORTUGAL deals on Chicago to Azores flight tickets
TAP AIR PORTUGAL
Oct 14
ORD6:00 pmChicago O'Hare Intl
13h 55m
1 stop
TER12:55 pmLajes
Oct 21
TER7:15 amLajes
13h 45m
1 stop
ORD4:00 pmChicago O'Hare Intl
$791
TAP AIR PORTUGAL
Oct 14
ORD6:00 pmChicago O'Hare Intl
19h 50m
1 stop
PDL6:50 pmPonta Delgada Nordela
Oct 21
PDL3:30 pmPonta Delgada Nordela
26h 10m
1 stop
ORD12:40 pmChicago O'Hare Intl
$838
TAP AIR PORTUGAL
Aug 29
ORD6:05 pmChicago O'Hare Intl
15h 30m
1 stop
PDL2:35 pmPonta Delgada Nordela
Sep 5
PDL3:50 pmPonta Delgada Nordela
29h 10m
1 stop
ORD4:00 pmChicago O'Hare Intl
$862

Air Canada flights from Chicago to Azores

Our best Air Canada deals on Chicago to Azores flight tickets
Air Canada
Jul 6
ORD8:40 pmChicago O'Hare Intl
30h 40m
1 stop
PDL8:20 amPonta Delgada Nordela
Jul 15
PDL9:35 amPonta Delgada Nordela
15h 30m
2 stops
ORD8:05 pmChicago O'Hare Intl
$845
Air Canada
Jul 6
ORD8:40 pmChicago O'Hare Intl
30h 40m
1 stop
PDL8:20 amPonta Delgada Nordela
Jul 15
PDL9:35 amPonta Delgada Nordela
12h 22m
1 stop
ORD4:57 pmChicago O'Hare Intl
$846
Air Canada
Jun 23
ORD1:55 pmChicago O'Hare Intl
13h 25m
2 stops
PDL8:20 amPonta Delgada Nordela
Jun 28
PDL9:35 amPonta Delgada Nordela
10h 20m
1 stop
ORD2:55 pmChicago O'Hare Intl
$1,442

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 June 21, 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

ChicagoLajes

ORD - TER

ORDTER

Chicago O'Hare Intl

Wed 10/14

6:00 pm-12:55 pm

1 stop13h 55m

Lajes

Wed 10/21

7:15 am-4:00 pm

1 stop13h 45m

$791
Quickest round-trip

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 8/16

4:00 pm-8:40 am

2 stops11h 40m

Ponta Delgada Nordela

Tue 8/25

11:00 am-6:37 pm

2 stops12h 37m

$797

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/6

8:40 pm-8:20 am

1 stop30h 40m

Ponta Delgada Nordela

Wed 7/15

9:35 am-2:55 pm

1 stop10h 20m

$830

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 10/14

6:00 pm-6:50 pm

1 stop19h 50m

Ponta Delgada Nordela

Wed 10/21

3:30 pm-12:40 pm

1 stop26h 10m

$838

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/6

8:40 pm-8:20 am

1 stop30h 40m

Ponta Delgada Nordela

Wed 7/15

9:35 am-8:05 pm

2 stops15h 30m

$845

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/6

8:40 pm-8:20 am

1 stop30h 40m

Ponta Delgada Nordela

Wed 7/15

9:35 am-4:57 pm

1 stop12h 22m

$846

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/6

8:40 pm-8:20 am

1 stop30h 40m

Ponta Delgada Nordela

Wed 7/15

9:35 am-7:52 pm

1 stop15h 17m

$853

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/6

12:45 pm-8:40 am

2 stops14h 55m

Ponta Delgada Nordela

Wed 7/15

11:00 am-7:27 am

2 stops25h 27m

$856

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 7/6

6:00 am-8:40 am

1 stop21h 40m

Ponta Delgada Nordela

Wed 7/15

9:35 am-7:50 am

2 stops27h 15m

$861

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 8/29

6:05 pm-2:35 pm

1 stop15h 30m

Ponta Delgada Nordela

Sat 9/5

3:50 pm-4:00 pm

1 stop29h 10m

$862

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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, November 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 $0. If you don’t want to visit Azores in November, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $0.

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 25m

Direct flights

None
The fastest flight from Chicago to Azores takes 11h 25m
There are no direct flights from Chicago to Azores. There are no popular flight routes from Chicago to Azores.
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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 $469Free CancellationRating
7.2
2,291 reviews
Search TAP AIR PORTUGAL flights
United AirlinesPriceFrom $675Free CancellationRating
7.4
9,870 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.

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