S$1,151 Cheap Flights from Chicago to Windhoek

View S$1,151 flight on Wed, 20 Aug, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Windhoek (WDH-Hosea Kutako)

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Cheap Flights from Chicago to Windhoek (ORD-WDH)

Prices were available within the past 7 days and start at S$1,151 for one-way flights and S$2,175 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Ethiopian Airlines
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,175 Return, found 2 days ago
S$2,175
Return
found 2 days ago
Select Ethiopian Airlines flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,175 found 2 days ago
Turkish Airlines
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
WDH
Windhoek
S$2,216 Return, found 4 days ago
S$2,216
Return
found 4 days ago
Select Turkish Airlines flight, departing Mon, 18 Aug from Chicago to Windhoek, returning Mon, 25 Aug, priced at S$2,216 found 4 days ago
Turkish Airlines
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,299 Return, found 2 days ago
S$2,299
Return
found 2 days ago
Select Turkish Airlines flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,299 found 2 days ago
Turkish Airlines
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
WDH
Windhoek
S$2,362 Return, found 4 days ago
S$2,362
Return
found 4 days ago
Select Turkish Airlines flight, departing Mon, 18 Aug from Chicago to Windhoek, returning Mon, 25 Aug, priced at S$2,362 found 4 days ago
Ethiopian Airlines
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,463 Return, found 2 days ago
S$2,463
Return
found 2 days ago
Select Ethiopian Airlines flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,463 found 2 days ago
United
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,548 Return, found 2 days ago
S$2,548
Return
found 2 days ago
Select United flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,548 found 2 days ago
Ethiopian Airlines
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,607 Return, found 2 days ago
S$2,607
Return
found 2 days ago
Select Ethiopian Airlines flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,607 found 2 days ago
Ethiopian Airlines
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
WDH
Windhoek
S$2,621 Return, found 4 days ago
S$2,621
Return
found 4 days ago
Select Ethiopian Airlines flight, departing Mon, 18 Aug from Chicago to Windhoek, returning Mon, 25 Aug, priced at S$2,621 found 4 days ago
Iberia
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,628 Return, found 2 days ago
S$2,628
Return
found 2 days ago
Select Iberia flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,628 found 2 days ago
British Airways
Wed, 20 Aug - Wed, 27 Aug
ORD
Chicago
WDH
Windhoek
S$2,666 Return, found 2 days ago
S$2,666
Return
found 2 days ago
Select British Airways flight, departing Wed, 20 Aug from Chicago to Windhoek, returning Wed, 27 Aug, priced at S$2,666 found 2 days ago

Find the cheapest month to fly from Chicago (ORD) to Windhoek (WDH)

October is typically the cheapest month to fly

From S$1,612 - S$2,383 per traveller.

Graph displaying average flight prices per month

Chicago to Windhoek route information
Origin airport
O'Hare Intl.
Destination airport
Hosea Kutako
Return price
S$2,175
Distance
12819 km

Perfect flights from Chicago to Windhoek

Your Journey from Chicago to Windhoek

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Windhoek caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Ethiopian Airlines, Cathay Pacific, Etihad Airways, United, Emirates, Swiss International Air Lines, Turkish Airlines, Iberia, British Airways. Our selection of flights from O'Hare Intl. to Hosea Kutako caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Windhoek Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Hosea Kutako that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$1,151 and roundtrip prices from S$2,175*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Windhoek with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Windhoek

Picture yourself stepping off the plane in Windhoek and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Windhoek Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Windhoek.
 

Beyond the Flight – Exploring Windhoek

With Expedia, your adventure extends beyond the flight. Explore Windhoek at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Windhoek with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Windhoek with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from ORD to Hosea Kutako Intl. Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip journey from O'Hare Intl. Airport (ORD) to Windhoek Airport was S$2,175. Great fares don't last long, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Windhoek Airport?
Each airline has a different set of terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to Hosea Kutako Airport (WDH) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Hosea Kutako Airport (WDH) flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from O'Hare Airport to Hosea Kutako Airport (WDH)?
It takes around 20 hours and 5 minutes to journey from O'Hare Airport (ORD) to Hosea Kutako Airport (WDH) (WDH). If you plan to catch up on some sleep, bring a small pillow, some earplugs and clothes that'll keep you warm.
How far is the flight from ORD to WDH?
With around 12,900 kilometres separating Chicago and Windhoek, your flight will be a long one. Pack wisely and make your trip more comfortable. Things like an extra pair of socks and a good neck pillow should be in your carry-on bag.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to WDH?
There are no direct flights, so you'll need to make at least one stop between ORD and Hosea Kutako Airport (WDH). Use the layover time to stretch your legs and take a break.
Are O'Hare Intl. Airport (ORD) to Hosea Kutako Airport (WDH) flight tickets cheaper when they're purchased at the last minute?
It is possible to score amazing last-minute deals from O'Hare Intl. Airport (ORD) to WDH, but it's also possible to miss out altogether! As many airlines release seats up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you spot a bargain. Expedia compares air carrier prices and updates flight deals frequently, so you can be certain you're always seeing the latest offers.

Explore a world of travel with Expedia

*Available to Expedia members.