$890 Cheap Flights from Chicago (ORD) to São Tomé Island (TMS)

View $890 flight on Wed, Nov 19, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to São Tomé Island (TMS-São Tomé Intl.)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Chicago to São Tomé Island (ORD-TMS)

Prices were available within the past 7 days and start at $890 for one-way flights and $1,426 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, Nov 27 - Fri, Dec 12
ORD
Chicago
TMS
São Tomé Island
$1,426 Roundtrip, found 1 day ago
$1,426
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 27 from Chicago to São Tomé Island, returning Fri, Dec 12, priced at $1,426 found 1 day ago
United
Wed, Nov 26 - Fri, Dec 12
ORD
Chicago
TMS
São Tomé Island
$1,434 Roundtrip, found 1 day ago
$1,434
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 26 from Chicago to São Tomé Island, returning Fri, Dec 12, priced at $1,434 found 1 day ago
TAP Portugal
Fri, Apr 24 - Sat, May 2
ORD
Chicago
TMS
São Tomé Island
$1,458 Roundtrip, found 17 hours ago
$1,458
Roundtrip
found 17 hours ago
Select TAP Portugal flight, departing Fri, Apr 24 from Chicago to São Tomé Island, returning Sat, May 2, priced at $1,458 found 17 hours ago
United
Tue, Nov 25 - Fri, Dec 12
ORD
Chicago
TMS
São Tomé Island
$1,500 Roundtrip, found 1 day ago
$1,500
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 25 from Chicago to São Tomé Island, returning Fri, Dec 12, priced at $1,500 found 1 day ago
United
Thu, Nov 27 - Wed, Dec 3
ORD
Chicago
TMS
São Tomé Island
$1,512 Roundtrip, found 6 days ago
$1,512
Roundtrip
found 6 days ago
Select United flight, departing Thu, Nov 27 from Chicago to São Tomé Island, returning Wed, Dec 3, priced at $1,512 found 6 days ago
United
Wed, Nov 26 - Wed, Dec 3
ORD
Chicago
TMS
São Tomé Island
$1,519 Roundtrip, found 6 days ago
$1,519
Roundtrip
found 6 days ago
Select United flight, departing Wed, Nov 26 from Chicago to São Tomé Island, returning Wed, Dec 3, priced at $1,519 found 6 days ago
TAP Portugal
Fri, Apr 24 - Sat, May 2
ORD
Chicago
TMS
São Tomé Island
$1,529 Roundtrip, found 17 hours ago
$1,529
Roundtrip
found 17 hours ago
Select TAP Portugal flight, departing Fri, Apr 24 from Chicago to São Tomé Island, returning Sat, May 2, priced at $1,529 found 17 hours ago
Lufthansa
Wed, Nov 19 - Sun, Nov 23
ORD
Chicago
TMS
São Tomé Island
$1,553 Roundtrip, found 5 days ago
$1,553
Roundtrip
found 5 days ago
Select Lufthansa flight, departing Wed, Nov 19 from Chicago to São Tomé Island, returning Sun, Nov 23, priced at $1,553 found 5 days ago
Brussels Airlines
Wed, Nov 19 - Wed, Nov 26
ORD
Chicago
TMS
São Tomé Island
$1,592 Roundtrip, found 5 days ago
$1,592
Roundtrip
found 5 days ago
Select Brussels Airlines flight, departing Wed, Nov 19 from Chicago to São Tomé Island, returning Wed, Nov 26, priced at $1,592 found 5 days ago
Air Canada
Fri, Apr 24 - Sat, May 2
ORD
Chicago
TMS
São Tomé Island
$1,601 Roundtrip, found 17 hours ago
$1,601
Roundtrip
found 17 hours ago
Select Air Canada flight, departing Fri, Apr 24 from Chicago to São Tomé Island, returning Sat, May 2, priced at $1,601 found 17 hours ago

Alternative airports near São Tomé

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Sao Tome Intl. TMS. Cheapest option available. Flights from $1,500
TMS
Sao Tome Intl.
Cheapest
Flights from $1,500
Flights from Chicago (ORD) to São Tomé Island (TMS)
Origin airport
O'Hare Intl.
Destination airport
São Tomé Intl.
Airlines serving
TAP Portugal
Roundtrip price
$1,426
Distance
6437 mi

Chicago to São Tomé Island Flights

The cheapest times to fly from Chicago to São Tomé Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to São Tomé Island are during the month of November. You can find some of the cheapest flights from Chicago to São Tomé Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to São Tomé Island

Sunday is one of the best days to book for cheap flights from Chicago to São Tomé Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to São Tomé Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to São Tomé Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $890 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to São Tomé Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to São Tomé Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS) cost?
Lock in a cheap one-way flight from $890 or cheap return flight from $1,426 from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS)?
November is the cheapest month to fly from ORD to TMS. Traveling during quieter months is often the key to better flight prices.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from ORD to TMS. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS)?
There are no daily direct flights departing from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from ORD to TMS?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary based on a number of factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS)?
To avoid possible delays on the O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS) route, aim to fly before 3 PM. Later flights have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS) last-minute?
Holding off until right before your break to book your flight from ORD to TMS generally means paying more. While it's possible to find some last-minute offers, they're not always guaranteed. Allow some flexibility in your schedule for a better chance of scoring a bargain.
Is it cheaper to book an ORD to TMS flight and hotel package?
Booking an ORD to TMS flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Pick from our wide range of accommodations and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Sao Tome Intl. Airport (TMS)?
If you reserved your ORD to TMS flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more details.

Explore a world of travel with Expedia

*Available to One Key members.