Cheap flights from Chicago to São Miguel from $353
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to São Miguel departing on 7/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to São Miguel
Cheap round-trip flights
Cheap one-way flights
TAP AIR PORTUGAL flights from Chicago to São Miguel
Our best TAP AIR PORTUGAL deals on Chicago to São Miguel flight tickets
United Airlines flights from Chicago to São Miguel
Our best United Airlines deals on Chicago to São Miguel flight tickets
See travel insights to São Miguel from
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
What is the cheapest month to fly to São Miguel?
The month of February is another great option to travel to São Miguel, with average flight prices from Chicago averaging around $804.
What is the cheapest day to depart on your flight to São Miguel?
The cheapest day to depart from Chicago to São Miguel is on a Wednesday. Travelers who choose to depart for São Miguel on a Wednesday will often find tickets for as low as $883. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to São Miguel for around $1,376.
What is the cheapest time of day to depart on your flight to São Miguel?
Flying to São Miguel from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $1,084 when looking at flights departing in the afternoon. At noon is when there is more demand to fly to São Miguel, so prices are often more expensive at around $1,487 per ticket.
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
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 June 2025, 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 Boeing 737-800 (16.04% of total bookings). The next most popular plane models are Airbus A321neo (10.43%), Airbus A320neo (9.34%), and Boeing 737-900 (7.32%).
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 | ||
|---|---|---|---|---|---|
| PriceFrom $540 | Free Cancellation | Rating 7.1 1,878 reviews | |||
| PriceFrom $720 | Free Cancellation | Rating 7.4 8,774 reviews |
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.