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São Miguel

$342+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDL
juin 17 — juin 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap 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 juin 12, 2025.

Round-trip from

$529
(oojo)

One-way from

$342
(Flightnetwork)

Popular in

May

Cheapest in

October

Average price

$1,166
From Chicago (CHI) to São Miguel
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One-way flight from Chicago (CHI) to São Miguel
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Highest demand for flights based on searches. 16% potential increase in price ($202 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($48 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find 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 juin 12, 2025.

This oojo deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 9/76:00 pmORD - PDL
1 stop16h 00mTAP AIR PORTUGAL
lun. 9/156:30 amPDL - ORD
1 stop15h 10mTAP AIR PORTUGAL
Deal found 6/11$529
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 9/75:10 pmORD - PDL
2 stops35h 35mMultiple Airlines
lun. 9/1510:45 amPDL - ORD
3 stops32h 30mMultiple Airlines
Deal found 6/10$666
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/910:00 amORD - PDL
2 stops17h 40mUnited Airlines
mer. 7/1611:00 amPDL - ORD
2 stops13h 16mUnited Airlines
Deal found 6/11$825
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 9/209:15 amMDW - PDL
1 stop16h 25mMultiple Airlines
dim. 9/288:35 amPDL - MDW
2 stops28h 44mMultiple Airlines
Deal found 6/11$965
This FlightHub deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/308:20 pmORD - PDL
2 stops41h 15mTurkish Airlines
mer. 1/76:35 amPDL - ORD
2 stops32h 35mTurkish Airlines
Deal found 6/9$1,492

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to São Miguel 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, Cheapflights users made 2,558,603 searches. Data last updated juin 12, 2025.
Use the filters below to find and compare flights from Chicago to São Miguel that are best for you.

Fly from

Chicago

Fly to

São Miguel

Route

Depart

Return

Price

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

dim. 9/7

6:00 pm-3:00 pm

1 stop16h 00m

Ponta Delgada Nordela

lun. 9/15

6:30 am-4:40 pm

1 stop15h 10m

$529

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

dim. 9/7

5:10 pm-9:45 am

2 stops35h 35m

Ponta Delgada Nordela

lun. 9/15

10:45 am-2:15 pm

3 stops32h 30m

$666

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

mer. 7/9

10:00 am-8:40 am

2 stops17h 40m

Ponta Delgada Nordela

mer. 7/16

11:00 am-7:16 pm

2 stops13h 16m

$825

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

ven. 7/25

10:31 am-2:35 pm

3 stops47h 04m

Ponta Delgada Nordela

ven. 8/1

8:35 am-8:45 am

2 stops29h 10m

$1,157

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

sam. 7/26

6:15 pm-6:50 pm

1 stop19h 35m

$342

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

lun. 7/7

3:00 pm-8:40 am

2 stops12h 40m

$583

ChicagoPonta Delgada

ORD - PDL

ORDPDL

Chicago O'Hare Intl

jeu. 6/26

1:43 pm-8:05 pm

3 stops49h 22m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 month to book a flight from Chicago to São Miguel?

Currently, January is the cheapest month in which you can book a flight from Chicago to São Miguel (average of $518). Flying from Chicago to São Miguel in June is currently the most expensive (average of $988). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 juin 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to São Miguel as you normally would.

Rainfall in São Miguel by month

Plan your trip to São Miguel by taking into account the average rainfall totals by month.

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.

Temperature in São Miguel by month

Plan your trip to São Miguel by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing São Miguel

Get insights into the airlines that provide service to São Miguel. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to São Miguel. Reviews last updated juin 12, 2025.
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,790 reviews
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
TAP AIR PORTUGAL
7.1
Good
1,885 reviews
United Airlines
7.4
Good
8,790 reviews

Entertainment

7.0

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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.

  • What is the cheapest month to book a flight from Chicago to São Miguel?

    Currently, January is the cheapest month in which you can book a flight from Chicago to São Miguel (average of $518). Flying from Chicago to São Miguel in June is currently the most expensive (average of $988). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to São Miguel

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Ponta Delgada flights
Midway to Ponta Delgada flights
O'Hare Intl to Lajes flights
St. Louis to Lajes flights

Top 2 airlines flying from Chicago to São Miguel

Discover the top 2 airlines that operate flights from Chicago to São Miguel. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated juin 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$542Average$954FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$720Average$1,232FlexibilityNo cancel feeOn-time69%

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