How long is the flight from Chicago to São Miguel?

Airlines like TAP AIR PORTUGAL fly from Chicago to São Miguel in about 18h 25m. The time it takes to get you to your destination can typically vary by up to . There are 3237 mi between Chicago and São Miguel.

In terms of precipitation, rainfall in São Miguel ranges from 1.1 - 4.8 inches per month. November is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit São Miguel when rainfall is around 1.1 in.

If weather is an important factor for your trip to São Miguel, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

Can I find deals for flights from Chicago to São Miguel that include hotel bookings?

Yes. In addition to deals on Chicago to São Miguel flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to São Miguel?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to São Miguel.

Can I find deals for business class flights from Chicago to São Miguel?

Yes. Cheapflights offers flight deals from Chicago to São Miguel by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$293+ Flights from Chicago to São Miguel

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Cheap flight deals from Chicago to São Miguel

Cheapest flights from Chicago to São Miguel
Explore the most affordable flight options available from Chicago to São Miguel. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Thu 12/187:40 pmORD - PDL

2 stops17h 35mMultiple Airlines

Thu 12/258:00 pmPDL - ORD

1 stop24h 25mMultiple Airlines

Deal found 12/17

$1,850

Fri 12/197:41 pmORD - PDL

2 stops30h 14mMultiple Airlines

Sun 12/215:50 pmPDL - ORD

1 stop29h 56mMultiple Airlines

Deal found 12/15

$2,186

Fri 12/193:10 pmMDW - PDL

2 stops34h 45mMultiple Airlines

Sun 12/214:50 pmPDL - MDW

1 stop22h 15mMultiple Airlines

Deal found 12/15

$2,207

Thu 12/1812:09 pmORD - PDL

2 stops39h 31mTAP AIR PORTUGAL

Thu 12/257:25 pmPDL - ORD

1 stop25h 00mTAP AIR PORTUGAL

Deal found 12/17

$2,557

Best flights from Chicago to São Miguel
Discover carefully curated flight deals from Chicago to São Miguel that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

Wed 1/147:10 pmORD - PDL

1 stop18h 25mTAP AIR PORTUGAL

Wed 1/216:35 amPDL - ORD

1 stop13h 25mTAP AIR PORTUGAL

Deal found 12/15

$554

Fri 1/304:38 pmORD - PDL

2 stops20h 57mMultiple Airlines

Fri 2/66:30 amPDL - ORD

2 stops21h 12mMultiple Airlines

Deal found 12/16

$683

Sun 2/18:25 pmORD - PDL

1 stop17h 10mTAP AIR PORTUGAL

Sun 2/86:30 amPDL - ORD

1 stop13h 15mTAP AIR PORTUGAL

Deal found 12/17

$560

Fri 1/308:15 pmORD - PDL

1 stop22h 30mTAP AIR PORTUGAL

Fri 2/66:30 amPDL - ORD

1 stop13h 55mTAP AIR PORTUGAL

Deal found 12/16

$561

Sat 4/116:15 pmORD - PDL

1 stop15h 20mTAP AIR PORTUGAL

Sat 4/187:35 pmPDL - ORD

1 stop25h 25mTAP AIR PORTUGAL

Deal found 12/16

$615

Thu 3/510:00 amORD - PDL

1 stop15h 15mMultiple Airlines

Tue 3/177:55 amPDL - ORD

2 stops30h 10mMultiple Airlines

Deal found 12/16

$745

Sat 4/46:15 pmORD - PDL

1 stop24h 30mTAP AIR PORTUGAL

Sun 4/126:30 amPDL - ORD

1 stop14h 30mTAP AIR PORTUGAL

Deal found 12/17

$657

Sat 4/46:15 pmORD - PDL

1 stop15h 20mTAP AIR PORTUGAL

Sat 4/117:35 pmPDL - ORD

1 stop25h 25mTAP AIR PORTUGAL

Deal found 12/17

$660

Fri 4/31:09 pmMDW - PDL

2 stops12h 31mMultiple Airlines

Fri 4/104:55 pmPDL - MDW

1 stop23h 55mMultiple Airlines

Deal found 12/16

$964

Sun 1/258:25 pmORD - PDL

1 stop22h 20mTAP AIR PORTUGAL

Thu 1/297:25 pmPDL - ORD

1 stop25h 00mTAP AIR PORTUGAL

Deal found 12/15

$662

Fri 4/31:09 pmMDW - PDL

2 stops12h 31mMultiple Airlines

Thu 4/94:55 pmPDL - MDW

1 stop22h 10mMultiple Airlines

Deal found 12/16

$964

Sun 4/56:00 pmORD - PDL

1 stop16h 00mTAP AIR PORTUGAL

Sun 4/126:30 amPDL - ORD

1 stop14h 30mTAP AIR PORTUGAL

Deal found 12/17

$667

Thu 4/21:09 pmMDW - PDL

2 stops12h 31mMultiple Airlines

Thu 4/94:55 pmPDL - MDW

1 stop22h 10mMultiple Airlines

Deal found 12/16

$964

Thu 4/21:09 pmMDW - PDL

2 stops12h 31mMultiple Airlines

Fri 4/104:55 pmPDL - MDW

1 stop23h 55mMultiple Airlines

Deal found 12/16

$964

Sat 4/46:15 pmORD - PDL

1 stop24h 30mTAP AIR PORTUGAL

Thu 4/97:40 pmPDL - ORD

1 stop25h 20mTAP AIR PORTUGAL

Deal found 12/16

$727

Sun 4/511:00 amMDW - PDL

2 stops23h 00mMultiple Airlines

Fri 4/104:55 pmPDL - MDW

1 stop23h 55mMultiple Airlines

Deal found 12/16

$966

Sun 4/511:00 amMDW - PDL

2 stops23h 00mMultiple Airlines

Thu 4/94:55 pmPDL - MDW

1 stop22h 10mMultiple Airlines

Deal found 12/16

$967

Mon 4/61:09 pmMDW - PDL

2 stops12h 31mMultiple Airlines

Thu 4/94:55 pmPDL - MDW

1 stop22h 10mMultiple Airlines

Deal found 12/16

$1,007

Thu 4/211:00 amMDW - PDL

1 stop14h 40mMultiple Airlines

Sat 4/116:05 pmPDL - MDW

2 stops22h 28mMultiple Airlines

Deal found 12/16

$1,022

Fri 4/311:00 amMDW - PDL

1 stop14h 40mMultiple Airlines

Sat 4/116:05 pmPDL - MDW

2 stops22h 28mMultiple Airlines

Deal found 12/16

$1,023

Last-minute flights from Chicago to São Miguel
Discover last-minute flight deals from Chicago to São Miguel. Data last updated December 18, 2025 and is based on user searches.

Fri 12/193:10 pmMDW - PDL

2 stops34h 45mMultiple Airlines

Sun 12/214:50 pmPDL - MDW

1 stop22h 15mMultiple Airlines

Deal found 12/15

$2,207

Wed 1/147:10 pmORD - PDL

1 stop18h 25mTAP AIR PORTUGAL

Wed 1/216:35 amPDL - ORD

1 stop13h 25mTAP AIR PORTUGAL

Deal found 12/15

$554

Wed 1/149:40 amORD - PDL

2 stops27h 55mMultiple Airlines

Wed 1/216:35 amPDL - ORD

1 stop13h 25mMultiple Airlines

Deal found 12/15

$772

Fri 1/167:45 amORD - PDL

1 stop17h 35mMultiple Airlines

Mon 1/198:05 pmPDL - ORD

2 stops50h 38mMultiple Airlines

Deal found 12/15

$756

Sun 1/258:25 pmORD - PDL

1 stop17h 10mTAP AIR PORTUGAL

Thu 1/297:25 pmPDL - ORD

1 stop25h 00mTAP AIR PORTUGAL

Deal found 12/16

$662

Fri 1/308:15 pmORD - PDL

1 stop22h 30mTAP AIR PORTUGAL

Fri 2/66:30 amPDL - ORD

1 stop13h 55mTAP AIR PORTUGAL

Deal found 12/16

$561

Fri 1/304:38 pmORD - PDL

2 stops20h 57mMultiple Airlines

Fri 2/66:30 amPDL - ORD

2 stops21h 12mMultiple Airlines

Deal found 12/16

$683

One-way flights from Chicago to São Miguel
Search for one-way flight options from Chicago to São Miguel. Find affordable one-way fares based on user searches. Data last updated December 18, 2025.

Thu 1/154:38 pmORD - PDL

2 stops20h 52mMultiple Airlines

Deal found 12/17

$293

Thu 1/156:30 pmMDW - PDL

2 stops19h 00mMultiple Airlines

Deal found 12/17

$303

Sat 5/169:30 amORD - PDL

1 stop15h 50mMultiple Airlines

Deal found 12/16

$374

Mon 4/1310:00 amORD - PDL

2 stops22h 40mMultiple Airlines

Deal found 12/16

$388

Tue 5/199:30 amORD - PDL

2 stops16h 15mMultiple Airlines

Deal found 12/16

$396

Wed 5/2010:35 amORD - PDL

1 stop15h 10mMultiple Airlines

Deal found 12/17

$398

Find flight deals from Chicago to São Miguel

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$554 (Booking.com)
One-way from	$293 (Mytrip)
Popular in	May
Cheapest in	January

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 São Miguel

Search Deals

One-way flight from Chicago (CHI) to São Miguel

Search Deals

Highest demand for flights based on searches. 13% potential increase in price ($155 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease ($53 potential savings vs. average RT price).

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to São Miguel that are best for you.

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

Sun 2/1

8:25 pm-6:35 pm

1 stop17h 10m

Ponta Delgada Nordela

Sun 2/8

6:30 am-2:45 pm

1 stop13h 15m

$560

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

Sat 4/4

6:15 pm-11:45 pm

1 stop24h 30m

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

Sun 1/25

8:25 pm-11:45 pm

1 stop22h 20m

Ponta Delgada Nordela

Thu 1/29

7:25 pm-3:25 pm

1 stop25h 00m

$662

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

$667

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Fri 1/30

4:38 pm-6:35 pm

2 stops20h 57m

Ponta Delgada Nordela

Fri 2/6

6:30 am-10:42 pm

2 stops21h 12m

$683

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

Sat 4/4

6:15 pm-11:45 pm

1 stop24h 30m

Ponta Delgada Nordela

Thu 4/9

7:40 pm-4:00 pm

1 stop25h 20m

$727

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 26 results

Best time to book a flight from Chicago to São Miguel

Have a flexible travel schedule? Discover the best time to fly to São Miguel 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 São Miguel

What is the cheapest time of day to fly from CHI to LXG?

When flying from Chicago to São Miguel, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 34% versus a flight at noon.

Reviews of airlines servicing São Miguel

Get a feel of what it's like to fly with United Airlines and TAP AIR PORTUGAL from Chicago to São Miguel by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

9,093 reviews

Reviews

1 / 20

4.0

Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

United Airlines

7.4

Good

9,093 reviews

United Airlines

7.4

Good

9,093 reviews

Reviews

1 / 20

4.0

Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

TAP AIR PORTUGAL

7.2

Good

2,091 reviews

United Airlines

7.4

Good

9,093 reviews

Reviews

1 / 20

4.0

Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

Related info for your journey

How long is the flight from Chicago to São Miguel?
Airlines like TAP AIR PORTUGAL fly from Chicago to São Miguel in about 18h 25m. The time it takes to get you to your destination can typically vary by up to . There are 3237 mi between Chicago and São Miguel.
Can I find deals for flights from Chicago to São Miguel that include hotel bookings?
Yes. In addition to deals on Chicago to São Miguel flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to São Miguel?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to São Miguel.
Can I find deals for business class flights from Chicago to São Miguel?
Yes. Cheapflights offers flight deals from Chicago to São Miguel 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

Alternative routes for Chicago to São Miguel

O'Hare Intl to Ponta Delgada flights

O'Hare Intl to Lajes flights

Midway to Ponta Delgada flights

St. Louis to Lajes flights

Top 2 airlines flying from Chicago to São Miguel

Airline	Cheapest	Average	Flexibility	On-time
TAP AIR PORTUGAL	Cheapest$598	Average$924	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$716	Average$1,200	FlexibilityNo cancel fee	On-time69%

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$293+ Cheap flights from Chicago (CHI) to São Miguel

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to São Miguel with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Chicago to São Miguel

Cheapest flights from Chicago to São MiguelExplore the most affordable flight options available from Chicago to São Miguel. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Explore the most affordable flight options available from Chicago to São Miguel. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Find flight deals from Chicago to São Miguel

Keep the following information in mind while searching for Chicago to São Miguel flight deals. Data was last updated December 18, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to São Miguel that are best for you.

Best time to book a flight from Chicago to São Miguel

Have a flexible travel schedule? Discover the best time to fly to São Miguel from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to São Miguel

What is the cheapest time of day to fly from CHI to LXG?

Find hourly flight availability from Chicago to São Miguel. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Reviews of airlines servicing São Miguel

Get a feel of what it's like to fly with United Airlines and TAP AIR PORTUGAL from Chicago to São Miguel by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to São Miguel. 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 São Miguel?

Can I find deals for flights from Chicago to São Miguel that include hotel bookings?

How can I find direct flights from Chicago to São Miguel?

Can I find deals for business class flights from Chicago to São Miguel?

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.

Alternative routes for Chicago to São Miguel

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Chicago to São Miguel

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Book with Flexibility

Travel Smart

Cheapest flights from Chicago to São Miguel
Explore the most affordable flight options available from Chicago to São Miguel. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.