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 April 2026, 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.

$424 Cheap Flights from Chicago to São Miguel in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

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.

7:30 am - 6:45 am

MDW

PDL

18h 15m

1 stop

5:30 pm - 11:09 am

PDL

MDW

22h 39m

2 stops

$776Multiple Airlines

Sun, Apr 26 - Mon, May 4

3:20 pm - 6:50 am

MDW

PDL

34h 30m

2 stops

10:30 am - 9:40 am

PDL

MDW

28h 10m

1 stop

$816Multiple Airlines

Mon, Jun 8 - Tue, Jun 16

7:30 am - 6:45 am

MDW

PDL

18h 15m

1 stop

5:30 pm - 10:02 pm

PDL

MDW

33h 32m

2 stops

$841Multiple Airlines

Mon, Apr 27 - Mon, May 4

10:25 am - 6:40 am

MDW

PDL

15h 15m

1 stop

9:35 am - 9:40 am

PDL

MDW

29h 05m

1 stop

$852Multiple Airlines

Tue, Jun 9 - Mon, Jun 15

12:47 pm - 6:45 am

ORD

PDL

12h 58m

1 stop

5:30 pm - 8:11 pm

PDL

ORD

31h 41m

1 stop

$855Multiple Airlines

Mon, Apr 27 - Mon, May 4

10:25 am - 10:20 am

MDW

PDL

18h 55m

2 stops

10:30 am - 9:40 am

PDL

MDW

28h 10m

1 stop

$857Multiple Airlines

Sun, Jun 7 - Tue, Jun 16

2:09 pm - 6:45 am

ORD

PDL

11h 36m

1 stop

5:30 pm - 11:13 pm

PDL

ORD

34h 43m

2 stops

$860Multiple Airlines

Mon, Apr 27 - Mon, May 4

3:20 pm - 2:45 pm

MDW

PDL

18h 25m

2 stops

9:35 am - 9:40 am

PDL

MDW

29h 05m

1 stop

$861Multiple Airlines

Mon, Jun 8 - Mon, Jun 15

10:25 am - 6:40 am

MDW

PDL

15h 15m

1 stop

10:30 am - 9:40 am

PDL

MDW

28h 10m

1 stop

$868Multiple Airlines

Tue, Jun 9 - Tue, Jun 16

6:00 pm - 6:50 pm

ORD

PDL

19h 50m

1 stop

3:30 pm - 12:40 pm

PDL

ORD

26h 10m

1 stop

$909TAP AIR PORTUGAL

Wed, Sep 16 - Wed, Sep 23

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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

Apr 18

ORD6:05 pmChicago O'Hare Intl

24h 40m

1 stop

PDL11:45 pmPonta Delgada Nordela

Apr 24

PDL6:30 amPonta Delgada Nordela

14h 30m

1 stop

ORD4:00 pmChicago O'Hare Intl

$876

TAP AIR PORTUGAL

Aug 30

ORD6:00 pmChicago O'Hare Intl

16h 00m

1 stop

PDL3:00 pmPonta Delgada Nordela

Sep 11

PDL6:30 amPonta Delgada Nordela

14h 30m

1 stop

ORD4:00 pmChicago O'Hare Intl

$939

TAP AIR PORTUGAL

Aug 30

ORD6:00 pmChicago O'Hare Intl

16h 00m

1 stop

PDL3:00 pmPonta Delgada Nordela

Sep 12

PDL6:30 amPonta Delgada Nordela

14h 35m

1 stop

ORD4:05 pmChicago O'Hare Intl

$949

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 4/26

7:30 am-6:45 am

1 stop18h 15m

Ponta Delgada Nordela

Mon 5/4

5:30 pm-11:09 am

2 stops22h 39m

$776

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 6/8

3:20 pm-6:50 am

2 stops34h 30m

Ponta Delgada Nordela

Tue 6/16

10:30 am-9:40 am

1 stop28h 10m

$816

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 4/27

7:30 am-6:45 am

1 stop18h 15m

Ponta Delgada Nordela

Mon 5/4

5:30 pm-10:02 pm

2 stops33h 32m

$841

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 6/9

10:25 am-6:40 am

1 stop15h 15m

Ponta Delgada Nordela

Mon 6/15

9:35 am-9:40 am

1 stop29h 05m

$852

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 4/27

12:47 pm-6:45 am

1 stop12h 58m

Ponta Delgada Nordela

Mon 5/4

5:30 pm-8:11 pm

1 stop31h 41m

$855

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 6/7

10:25 am-10:20 am

2 stops18h 55m

Ponta Delgada Nordela

Tue 6/16

10:30 am-9:40 am

1 stop28h 10m

$857

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Mon 4/27

2:09 pm-6:45 am

1 stop11h 36m

Ponta Delgada Nordela

Mon 5/4

5:30 pm-11:13 pm

2 stops34h 43m

$860

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 6/8

3:20 pm-2:45 pm

2 stops18h 25m

Ponta Delgada Nordela

Mon 6/15

9:35 am-9:40 am

1 stop29h 05m

$861

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 6/9

10:25 am-6:40 am

1 stop15h 15m

Ponta Delgada Nordela

Tue 6/16

10:30 am-9:40 am

1 stop28h 10m

$868

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Wed 9/16

6:00 pm-6:50 pm

1 stop19h 50m

Ponta Delgada Nordela

Wed 9/23

3:30 pm-12:40 pm

1 stop26h 10m

$909

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

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	9h 12m
Direct flights	None

The fastest flight from Chicago to São Miguel takes 9h 12m

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

Search flight deals

Frequently asked questions about flying from Chicago to São Miguel

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 April 2026, 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 Airbus A321neo (16.84% of total bookings). The next most popular plane models are Boeing 737-800 (15.38%), Airbus A321-100/200 (8.89%), and Boeing 737-900 (7.83%).

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 $550	Free Cancellation	Rating 7.1 2,205 reviews		Search TAP AIR PORTUGAL flights
United Airlines	PriceFrom $675	Free Cancellation	Rating 7.4 9,595 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.