$335 Find Cheap Flights from Chicago O'Hare Airport to São Miguel

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to São Miguel departing on 5/13. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to São Miguel

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to São Miguel, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to São Miguel, as well as popular online travel agencies
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Book Cheap O'Hare Intl to São Miguel Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to São Miguel that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to São Miguel

Wed, Mar 4 - Wed, Mar 11
TAP AIR PORTUGAL Logo
7:10 pm - 8:10 am
ORD
-
PDL
32h 00m
1 stop
TAP AIR PORTUGAL Logo
6:35 am - 4:00 pm
PDL
-
ORD
13h 25m
1 stop
$589TAP AIR PORTUGAL
Sun, Mar 1 - Tue, Mar 10
TAP AIR PORTUGAL Logo
8:25 pm - 11:45 pm
ORD
-
PDL
22h 20m
1 stop
TAP AIR PORTUGAL Logo
7:25 pm - 4:00 pm
PDL
-
ORD
24h 35m
1 stop
$602TAP AIR PORTUGAL
Fri, Apr 10 - Wed, Apr 15
TAP AIR PORTUGAL Logo
6:00 pm - 3:00 pm
ORD
-
PDL
16h 00m
1 stop
TAP AIR PORTUGAL Logo
6:30 am - 4:00 pm
PDL
-
ORD
14h 30m
1 stop
$626TAP AIR PORTUGAL
Sun, Mar 1 - Fri, Mar 13
TAP AIR PORTUGAL Logo
8:25 pm - 6:35 pm
ORD
-
PDL
17h 10m
1 stop
TAP AIR PORTUGAL Logo
6:30 am - 4:25 pm
PDL
-
ORD
13h 55m
1 stop
$632TAP AIR PORTUGAL
Fri, Apr 10 - Thu, Apr 16
TAP AIR PORTUGAL Logo
6:00 pm - 3:00 pm
ORD
-
PDL
16h 00m
1 stop
TAP AIR PORTUGAL Logo
7:40 pm - 4:00 pm
PDL
-
ORD
25h 20m
1 stop
$637TAP AIR PORTUGAL
Sun, Mar 1 - Wed, Mar 11
TAP AIR PORTUGAL Logo
8:25 pm - 8:15 am
ORD
-
PDL
30h 50m
1 stop
TAP AIR PORTUGAL Logo
6:35 am - 4:00 pm
PDL
-
ORD
13h 25m
1 stop
$649TAP AIR PORTUGAL
Sun, Mar 1 - Tue, Mar 10
Multiple Airlines Logo
6:51 pm - 8:15 am
ORD
-
PDL
32h 24m
2 stops
Multiple Airlines Logo
7:25 pm - 12:40 am
PDL
-
ORD
33h 15m
2 stops
$653Multiple Airlines
Sun, Mar 1 - Sat, Mar 7
TAP AIR PORTUGAL Logo
8:25 pm - 8:15 am
ORD
-
PDL
30h 50m
1 stop
TAP AIR PORTUGAL Logo
7:25 pm - 2:45 pm
PDL
-
ORD
24h 20m
1 stop
$669TAP AIR PORTUGAL
Wed, Apr 29 - Thu, May 7
TAP AIR PORTUGAL Logo
6:00 pm - 6:50 pm
ORD
-
PDL
19h 50m
1 stop
TAP AIR PORTUGAL Logo
7:40 pm - 4:00 pm
PDL
-
ORD
25h 20m
1 stop
$694TAP AIR PORTUGAL
Sun, Mar 1 - Sun, Mar 8
TAP AIR PORTUGAL Logo
8:25 pm - 8:15 am
ORD
-
PDL
30h 50m
1 stop
TAP AIR PORTUGAL Logo
6:30 am - 2:45 pm
PDL
-
ORD
13h 15m
1 stop
$699TAP AIR PORTUGAL
Booking Insights

KAYAK's insights & trends for O'Hare Intl to São Miguel flights

Get data-powered insights and trends into flights from O'Hare Intl to São Miguel to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to São Miguel?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $431, prices are generally cheapest when you fly direct.

Good to know

Low seasonDecember
Cheapest flight$335
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 2% 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 O'Hare Airport 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 O'Hare Airport to São Miguel.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to São Miguel 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 O'Hare Airport 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 from Chicago O'Hare Airport to São Miguel with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport 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 from Chicago O'Hare Airport to São Miguel up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from O'Hare Intl to São Miguel

 
See real verified KAYAK customer reviews for airlines flying from Chicago to São Miguel. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl 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.
7.4
United AirlinesOverall score based on 9287 reviews
7.1Entertainment
7.3Comfort
6.6Food
8.1Crew
7.7Boarding
Airline reviews

Short flight, but no drink/snack service. The flights both going and coming were delayed.

6.0 GoodDaymond, Feb 2026
ORD - SDF
Read more United Airlines reviews

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

First time flying Business with Tap, I think it was a very good experience. It beats many domestic US carriers, the food options were really great, authentic Portuguese food, wines & deserts. Next time will do the free 24-48 hour stopover in Lisbon or Porto for sure.

We upgraded to business class. Nice seat with lots of room but otherwise not impressive.

Delayed departure Madrid to Lisboa and my luggage no arrived

this flight was awful from pre-boarding to on the plane. There needs to be more coordination between TAP and My Way. We were in first class and I am handicapped. BY the time we got on the plane there was no place for our baggage and the crew did not handle the situation well. They gave us an argument and said that we'd have to have it checked. Then, after I complained they moved some people's bags to put our small carry ons several seats back of our seats which were in Row 4.

Late. Lack of updates. Rude hostesses. Terrible food. Lack of headphones.

Flight was delayed but crew gave little to no communication, then “began boarding” but really just had everyone stand up and wait for an hour without any news or updates, as if we were going to start boarding at any second. Total chaos. Seemed like this was their first time boarding a plane. When we arrived at our destination, we waited for over an hour for the baggage claim belt to even turn on. Probably waited at baggage claim for our luggage for close to two hours. Everyone was very confused and of course we all worried that the luggage was lost. Again, zero communication and everyone we asked just said “I don’t know.” So we were left wondering whether to wait, or file a missing baggage claim, or check the other baggage claim belts (which we did every fifteen-twenty minutes because we were just confused). Lack of communication throughout the experience was a huge issue.

The value is there, but the layovers in Lisbon were not great. The passport control was so bad that a 2 hour layover became very tight and on the return the Terminal was barebones which made it a long 3 hours.

From Casablanca to Lisbon our baggage 2 pound over they want me to pay $120 for 2 pound which unexpected we are two family 8 of us they counters lady her customer service is not good I fly frequently for my business next time fly with TAP Air I will think twice

Booked business with TAP from LAX to Cabo Verde - overall ok, but just doesn’t feel like business class. More of a budget airline

Poor. Our flight was delayed and they told me I would be fine to make my connection in Lisbon, I missed it. Then they told me my bag would be automatically loaded onto my new flight to rome. It wasn’t. It’s been 4 days and I still don’t have it.

Everything you need to know for your flight to São Miguel

Information on your arrival and departure airports