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Find cheap flights from Chicago to São Miguel from $499

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to São Miguel departing on 7/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

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Best São Miguel Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Ponta Delgada
Ponta Delgada1 stop$581

Good to know

Low season

February

High season

September

Cheapest flight

$499
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Ponta Delgada

FAQs - booking São Miguel flights

  • How does KAYAK find such low prices on flights from Chicago to São Miguel?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to São Miguel.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to São Miguel?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to São Miguel from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to São Miguel?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to São Miguel with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to São Miguel?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to São Miguel from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to São Miguel

 
Need help choosing which airline to fly with from Chicago to São Miguel? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
United AirlinesOverall score based on 11134 reviews
7.7Boarding
7.2Comfort
8.1Crew
6.7Food
7.1Entertainment
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

I thought Miami's airport was very disorganized during the Boarding.

Very efficient boarding - other airlines could learn from them. Friendly, efficient crew. Red eye flight, so dinner meal was irrelevant. Breakfast could have been more substantial. Seats reasonably comfy.

People seated in exit rows should have designated overhead space

I have been flying internationally for most of like. My first trip with TAP- wonderful! I look forward to flying with them more frequently in the future!

Larger seats on this plane made the ride reasonably comfortable. Our next flight, from Lisbon to Copenhagen, was inconsiderately tight and stressful. The seats were smaller, space between rows was very limited (no button or mechanism to even slightly incline anyone’s seat), and leg-cramping under the seat in front. Just like sardines in a can. Really felt for all the tall Danes on the flight. Their knees were pressed against the seat in front throughout the flight.

Flight was 2+ hrs late boarding. Delay updates were nonexistent. Boarding Gate change was by word of mouth.

The plane was modern and clean. TAP staff at the airport as well as the flight crew were professional, friendly, and helpful. Overall, a great experience.

The airline made last minute changes to our business class seats splitting our family of 4 with young children who had pre-booked a row of 4 seats. The seat was also dirty and sticky. Our pre-ordered child meals were also not available. :(

Awful experience all around, misleading booking led to disgraceful baggage charge at gate. Tiny uncomfortable seats with little drinks served in small paper cups filled halfway. Difficult to use bathrooms the whole flight and now on the way back we’re stuck in Lisbon a day later because of a diversion on our connecting flight, I will never fly this airline again.

I suspect that there was an item pilfered from my bag at the TAP automated check-in counter on March 26th at Heathrow Airport around 11:30am. I think that the employee assisting me with my bags took something out of it when I was not paying attention because today, March 27th there is a notebook missing. Please check the camera to see if indeed this occurred. My description: Male, African Decent, 5'8, 180lbs medium build, wearing trousers and a jacket. Employee description: Female, Indian Decent (guessing) 5'7, slight build. Flight 1359, London to Lisbon.

Book cheap flights from Chicago to São Miguel

Recent round-trip flight deals

10/13Sun
1 stopTAP AIR PORTUGAL
19h 40mORD-PDL
10/22Tue
1 stopTAP AIR PORTUGAL
25h 45mPDL-ORD
$581
10/16Wed
1 stopTAP AIR PORTUGAL
24h 45mORD-PDL
10/23Wed
1 stopTAP AIR PORTUGAL
14h 40mPDL-ORD
$614
9/14Sat
1 stopTAP AIR PORTUGAL
19h 40mORD-PDL
9/21Sat
1 stopTAP AIR PORTUGAL
25h 40mPDL-ORD
$731
10/16Wed
2 stopsTAP AIR PORTUGAL
41h 58mORD-PDL
10/23Wed
1 stopTAP AIR PORTUGAL
14h 40mPDL-ORD
$764
5/29Wed
3 stops
35h 00mORD-PDL
6/5Wed
2 stops
28h 38mPDL-ORD
$925
6/1Sat
3 stops
47h 45mORD-PDL
6/8Sat
2 stops
27h 13mPDL-ORD
$942
7/2Tue
1 stopUnited Airlines
9h 30mORD-PDL
7/10Wed
1 stopUnited Airlines
12h 39mPDL-ORD
$999
7/2Tue
2 stopsUnited Airlines
12h 35mORD-PDL
7/10Wed
2 stopsUnited Airlines
14h 13mPDL-ORD
$1,003
6/1Sat
1 stopLufthansa
15h 35mORD-PDL
6/16Sun
1 stopLufthansa
28h 25mPDL-ORD
$6,639
6/1Sat
1 stopLufthansa
16h 25mORD-PDL
6/16Sun
1 stopLufthansa
28h 25mPDL-ORD
$8,379

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Recent one-way flight deals

7/20Sat
2 stops
31h 36mORD-PDL
$499
6/16Sun
3 stops
46h 45mORD-PDL
$515
7/20Sat
1 stopTAP AIR PORTUGAL
19h 40mORD-PDL
$562
7/20Sat
3 stops
25h 12mORD-PDL
$607
6/16Sun
2 stops
37h 08mORD-PDL
$615
7/20Sat
2 stops
12h 30mMDW-PDL
$850
6/16Sun
1 stopTAP AIR PORTUGAL
19h 40mORD-PDL
$949
7/20Sat
3 stops
50h 59mMDW-PDL
$1,306

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Flights to São Miguel

Cabin classes:

$234
$328
$256
$27