When did momondo last update prices for flights from Chicago to São Miguel?

Prices for flights from Chicago to São Miguel are updated daily.

How many operators does momondo search for flights from Chicago to São Miguel?

As of December 2025, there are 2 operators available to choose from for flights from Chicago to São Miguel.

How old do you have to be to fly from Chicago to São Miguel?

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 São Miguel.

What documentation or ID do you need to fly to São Miguel?

The necessary travel and health documents for your São Miguel trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$293 Cheap Flights from Chicago to São Miguel in 2025/26

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Find the cheapest flights from Chicago to São Miguel

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:10 pm - 6:35 pm

ORD

PDL

18h 25m1 stop

6:35 am - 3:00 pm

PDL

ORD

13h 25m1 stop

$554TAP AIR PORTUGAL

Wed, Jan 14 - Wed, Jan 21

8:15 pm - 11:45 pm

ORD

PDL

22h 30m1 stop

6:30 am - 3:25 pm

PDL

ORD

13h 55m1 stop

$561TAP AIR PORTUGAL

Fri, Jan 30 - Fri, Feb 6

6:15 pm - 2:35 pm

ORD

PDL

15h 20m1 stop

7:35 pm - 4:00 pm

PDL

ORD

25h 25m1 stop

$615TAP AIR PORTUGAL

Sat, Apr 11 - Sat, Apr 18

6:00 pm - 3:00 pm

ORD

PDL

16h 00m1 stop

6:30 am - 4:00 pm

PDL

ORD

14h 30m1 stop

$621TAP AIR PORTUGAL

Sun, Apr 5 - Sun, Apr 12

6:15 pm - 6:50 pm

ORD

PDL

19h 35m1 stop

6:30 am - 4:00 pm

PDL

ORD

14h 30m1 stop

$657TAP AIR PORTUGAL

Sat, Apr 4 - Sun, Apr 12

6:15 pm - 2:35 pm

ORD

PDL

15h 20m1 stop

7:35 pm - 4:00 pm

PDL

ORD

25h 25m1 stop

$660TAP AIR PORTUGAL

Sat, Apr 4 - Sat, Apr 11

6:15 pm - 2:35 pm

ORD

PDL

15h 20m1 stop

7:35 pm - 4:00 pm

PDL

ORD

25h 25m1 stop

$661TAP AIR PORTUGAL

Sat, Apr 4 - Sat, Apr 11

8:25 pm - 6:35 pm

ORD

PDL

17h 10m1 stop

7:25 pm - 3:25 pm

PDL

ORD

25h 00m1 stop

$662TAP AIR PORTUGAL

Sun, Jan 25 - Thu, Jan 29

7:30 am - 8:20 am

MDW

PDL

20h 50m2 stops

5:30 pm - 3:02 pm

PDL

MDW

26h 32m1 stop

$733Multiple Airlines

Tue, Mar 17 - Mon, Mar 30

7:30 am - 8:20 am

MDW

PDL

20h 50m2 stops

4:55 pm - 10:05 am

PDL

MDW

22h 10m1 stop

$831Multiple Airlines

Tue, Mar 17 - Thu, Apr 2

TAP AIR PORTUGAL flights from Chicago to São Miguel

Our best TAP AIR PORTUGAL deals on Chicago to São Miguel flight tickets

TAP AIR PORTUGAL

Jan 14

ORD7:10 pmChicago O'Hare Intl

18h 25m

1 stop

PDL6:35 pmPonta Delgada Nordela

Jan 21

PDL6:35 amPonta Delgada Nordela

13h 25m

1 stop

ORD3:00 pmChicago O'Hare Intl

$554

Find similar

TAP AIR PORTUGAL

Jan 30

ORD8:15 pmChicago O'Hare Intl

22h 30m

1 stop

PDL11:45 pmPonta Delgada Nordela

Feb 6

PDL6:30 amPonta Delgada Nordela

13h 55m

1 stop

ORD3:25 pmChicago O'Hare Intl

$561

Find similar

TAP AIR PORTUGAL

Apr 11

ORD6:15 pmChicago O'Hare Intl

15h 20m

1 stop

PDL2:35 pmPonta Delgada Nordela

Apr 18

PDL7:35 pmPonta Delgada Nordela

25h 25m

1 stop

ORD4:00 pmChicago O'Hare Intl

$615

Find similar

Air France flights from Chicago to São Miguel

Our best Air France deals on Chicago to São Miguel flight tickets

Air France

Apr 6

MDW6:35 pmChicago Midway

16h 30m

2 stops

PDL4:05 pmPonta Delgada Nordela

Apr 9

PDL7:30 amPonta Delgada Nordela

19h 59m

2 stops

MDW10:29 pmChicago Midway

$12,409

Find similar

Air France

Apr 3

MDW6:35 pmChicago Midway

16h 30m

2 stops

PDL4:05 pmPonta Delgada Nordela

Apr 11

PDL7:30 amPonta Delgada Nordela

19h 59m

2 stops

MDW10:29 pmChicago Midway

$14,039

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 1/14

7:10 pm-6:35 pm

1 stop18h 25m

Ponta Delgada Nordela

Wed 1/21

6:35 am-3:00 pm

1 stop13h 25m

$554

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Fri 1/30

8:15 pm-11:45 pm

1 stop22h 30m

Ponta Delgada Nordela

Fri 2/6

6:30 am-3:25 pm

1 stop13h 55m

$561

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 4/11

6:15 pm-2:35 pm

1 stop15h 20m

Ponta Delgada Nordela

Sat 4/18

7:35 pm-4:00 pm

1 stop25h 25m

$615

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 4/5

6:00 pm-3:00 pm

1 stop16h 00m

Ponta Delgada Nordela

Sun 4/12

6:30 am-4:00 pm

1 stop14h 30m

$621

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 4/4

6:15 pm-6:50 pm

1 stop19h 35m

Ponta Delgada Nordela

Sun 4/12

6:30 am-4:00 pm

1 stop14h 30m

$657

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 4/4

6:15 pm-2:35 pm

1 stop15h 20m

Ponta Delgada Nordela

Sat 4/11

7:35 pm-4:00 pm

1 stop25h 25m

$660

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 4/4

6:15 pm-2:35 pm

1 stop15h 20m

Ponta Delgada Nordela

Sat 4/11

7:35 pm-4:00 pm

1 stop25h 25m

$661

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sun 1/25

8:25 pm-6:35 pm

1 stop17h 10m

Ponta Delgada Nordela

Thu 1/29

7:25 pm-3:25 pm

1 stop25h 00m

$662

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 3/17

7:30 am-8:20 am

2 stops20h 50m

Ponta Delgada Nordela

Mon 3/30

5:30 pm-3:02 pm

1 stop26h 32m

$733

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 3/17

7:30 am-8:20 am

2 stops20h 50m

Ponta Delgada Nordela

Thu 4/2

4:55 pm-10:05 am

1 stop22h 10m

$831

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 São Miguel

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 day to depart on your flight to São Miguel?

The cheapest day to depart from Chicago to São Miguel is on a Wednesday. Travelers who choose to depart for São Miguel on a Wednesday will often find tickets for as low as $883. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to São Miguel for around $1,376.

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

Flying to São Miguel from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $1,084 when looking at flights departing in the afternoon. At noon is when there is more demand to fly to São Miguel, so prices are often more expensive at around $1,487 per ticket.

Can stopping save me money on Chicago to São Miguel flights?

No. A direct flight is the cheapest option for a flight between Chicago to São Miguel.

Cheap Chicago to São Miguel flight deals and tips

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

Fastest flight time	13h 05m
Direct flights	None

The fastest flight from Chicago to São Miguel takes 13h 05m

There are no direct flights from Chicago to São Miguel. There are no popular flight routes from Chicago to São Miguel.

Search flight deals

When did momondo last update prices for flights from Chicago to São Miguel?
Prices for flights from Chicago to São Miguel are updated daily.
How many operators does momondo search for flights from Chicago to São Miguel?
As of December 2025, there are 2 operators available to choose from for flights from Chicago to São Miguel.
How old do you have to be to fly from Chicago to São Miguel?
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 São Miguel.
What documentation or ID do you need to fly to São Miguel?
The necessary travel and health documents for your São Miguel trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to São Miguel?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to São Miguel is Boeing 737-800 (19.29% of total bookings). The next most popular plane models are Airbus A321neo (15.81%), Boeing 737-900 (8.59%), and Boeing 737 MAX 8 (7.30%).

Best airlines flying from Chicago to São Miguel

Compare and see reviews for airlines that fly from Chicago to São Miguel with momondo

Airline	Rating	Free Cancellation	Price
TAP AIR PORTUGAL	PriceFrom $598	Free Cancellation	Rating 7.2 2,091 reviews		Search TAP AIR PORTUGAL flights
United Airlines	PriceFrom $716	Free Cancellation	Rating 7.4 9,093 reviews		Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to São Miguel?

Finding the right flight to São Miguel from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to São Miguel quick and easy, saving you time and money.

Can I find flights from Chicago to São Miguel with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to São Miguel flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to São Miguel?

momondo helps you find the best flight between Chicago and São Miguel by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to São Miguel right now. Can momondo alert me if prices change?

Price alerts on flights to São Miguel from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.