$966 Cheap Flights from Chicago (ORD) to Bissau (OXB)

View $966 flight on Thu, Dec 4, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Bissau (OXB-Osvaldo Vieira Intl.)

Cheap Flights from Chicago to Bissau (ORD-OXB)

Prices were available within the past 7 days and start at $966 for one-way flights and $1,070 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Sun, Nov 9 - Tue, Nov 18
ORD
Chicago
OXB
Bissau
$1,070 Roundtrip, found 3 days ago
$1,070
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Sun, Nov 9 from Chicago to Bissau, returning Tue, Nov 18, priced at $1,070 found 3 days ago
TAP Portugal
Sun, Nov 2 - Tue, Nov 11
ORD
Chicago
OXB
Bissau
$1,448 Roundtrip, found 3 days ago
$1,448
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Sun, Nov 2 from Chicago to Bissau, returning Tue, Nov 11, priced at $1,448 found 3 days ago
Turkish Airlines
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
OXB
Bissau
$1,462 Roundtrip, found 6 days ago
$1,462
Roundtrip
found 6 days ago
Select Turkish Airlines flight, departing Wed, Feb 4 from Chicago to Bissau, returning Tue, Feb 10, priced at $1,462 found 6 days ago
United
Tue, Nov 11 - Tue, Nov 18
ORD
Chicago
OXB
Bissau
$1,562 Roundtrip, found 3 days ago
$1,562
Roundtrip
found 3 days ago
Select United flight, departing Tue, Nov 11 from Chicago to Bissau, returning Tue, Nov 18, priced at $1,562 found 3 days ago
TAP Portugal
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
OXB
Bissau
$1,572 Roundtrip, found 6 days ago
$1,572
Roundtrip
found 6 days ago
Select TAP Portugal flight, departing Wed, Feb 4 from Chicago to Bissau, returning Tue, Feb 10, priced at $1,572 found 6 days ago
JetBlue Airways
Wed, Nov 5 - Tue, Nov 11
ORD
Chicago
OXB
Bissau
$1,572 Roundtrip, found 3 days ago
$1,572
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Chicago to Bissau, returning Tue, Nov 11, priced at $1,572 found 3 days ago
Swiss International Air Lines
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
OXB
Bissau
$1,574 Roundtrip, found 6 days ago
$1,574
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Wed, Feb 4 from Chicago to Bissau, returning Tue, Feb 10, priced at $1,574 found 6 days ago
Swiss International Air Lines
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
OXB
Bissau
$1,578 Roundtrip, found 6 days ago
$1,578
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Wed, Feb 4 from Chicago to Bissau, returning Tue, Feb 10, priced at $1,578 found 6 days ago
Swiss International Air Lines
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
OXB
Bissau
$1,579 Roundtrip, found 6 days ago
$1,579
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Wed, Feb 4 from Chicago to Bissau, returning Tue, Feb 10, priced at $1,579 found 6 days ago
Swiss International Air Lines
Wed, Feb 4 - Tue, Feb 10
ORD
Chicago
OXB
Bissau
$1,581 Roundtrip, found 6 days ago
$1,581
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Wed, Feb 4 from Chicago to Bissau, returning Tue, Feb 10, priced at $1,581 found 6 days ago

Alternative airports near Bissau

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

Select flight to Osvaldo Vieira Intl. OXB. Cheapest and Closest option available. Average driving time to city center is 4 minutes. Flights from $1,848
OXB
Osvaldo Vieira Intl.
CheapestClosest
Average driving time to city center4 min
Flights from $1,848

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB) cost?
Grab a cheap one-way flight from $966 or cheap return flight from $1,070 from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB)?
The cheapest month to fly from ORD to OXB is November, when there's less demand. Off-peak months are generally when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB)?
To find the cheapest airline that'll fly you from ORD to OXB, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB)?
You'll have to hop on a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from ORD to OXB?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary based on a range of factors, including the time of year and carrier.*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 Osvaldo Vieira Intl. Airport (OXB)?
Choose a flight from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB) that leaves before 3 PM to reduce the likelihood of delays. Departures after this hour are on average 22% more likely to be canceled.**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 Osvaldo Vieira Intl. Airport (OXB) last-minute?
Last-minute fares from ORD to OXB are typically more expensive. For the best prices, start looking for flights as soon as possible. That said, if you can play around with your travel dates, you may score a cheap ticket right before your journey.
Is it cheaper to book an ORD to OXB flight and hotel package?
You'll generally save money by securing an ORD to OXB flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've chosen your preferred flights and accommodations, you can add extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Osvaldo Vieira Intl. Airport (OXB)?
It's generally possible to cancel or reschedule your ORD to OXB flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Osvaldo Vieira Intl.
Roundtrip price
$1,070
Distance
4762 mi

Book with confidence

Chicago to Bissau Flights

The cheapest times to fly from Chicago to Bissau

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 Bissau are during the month of November. You can find some of the cheapest flights from Chicago to Bissau with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Bissau

Sunday is one of the best days to book for cheap flights from Chicago to Bissau: 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 Bissau

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 Bissau in 2025. You can also book with separate airlines for your outbound and return journeys, from $966 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 Bissau 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 Bissau 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.

 

Chicago to Bissau Flights
*Available to One Key members.