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Windhoek

$1,133+ Cheap flights from Chicago (CHI) to Windhoek

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ERS
juil. 7 — juil. 141
lun. 7/7
lun. 7/14
1 adult, Economy
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Cheap flight deals from Chicago to Windhoek

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Windhoek (NA1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated juillet 2, 2025.

Round-trip from

$1,684
(SmartFares)

One-way from

$1,133
(Vakatrip)
From Chicago (CHI) to Windhoek
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One-way flight from Chicago (CHI) to Windhoek
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Find flight deals from Chicago to Windhoek

Cheapest flights from Chicago to Windhoek
Explore the most affordable flight options available from Chicago to Windhoek. Find the lowest fares from popular airlines and budget airlines, with prices last updated on juillet 2, 2025.

This SmartFares deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 8/154:55 pmORD - WDH
2 stops44h 30mMultiple Airlines
ven. 8/229:20 amWDH - ORD
2 stops33h 35mMultiple Airlines
Deal found 6/30$1,684
This SmartFares deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/1410:15 amORD - WDH
1 stop20h 05mEthiopian Air
jeu. 8/212:30 pmWDH - ORD
2 stops24h 45mEthiopian Air
Deal found 7/2$1,698
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/142:24 pmORD - WDH
2 stops39h 26mUnited Airlines
jeu. 8/211:40 pmWDH - ORD
2 stops25h 58mUnited Airlines
Deal found 7/1$1,747
This Lufthansa deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/310:35 pmORD - WDH
1 stop26h 40mLufthansa
dim. 12/78:00 pmWDH - ORD
1 stop32h 05mLufthansa
Deal found 6/30$1,950

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Windhoek that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated juillet 2, 2025.
Use the filters below to find and compare flights from Chicago to Windhoek that are best for you.

Fly from

Chicago

Fly to

Windhoek

Route

Depart

Return

Price

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

ven. 8/15

4:55 pm-8:25 pm

2 stops44h 30m

Windhoek Hosea Kutako Intl

ven. 8/22

9:20 am-11:55 am

2 stops33h 35m

$1,684

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

jeu. 8/14

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

jeu. 8/21

2:30 pm-8:15 am

2 stops24h 45m

$1,698

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

jeu. 8/14

2:24 pm-12:50 pm

2 stops39h 26m

Windhoek Hosea Kutako Intl

jeu. 8/21

1:40 pm-8:38 am

2 stops25h 58m

$1,747

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

mer. 12/3

4:00 pm-9:15 am

1 stop33h 15m

Windhoek Hosea Kutako Intl

dim. 12/7

8:00 pm-8:05 pm

1 stop32h 05m

$1,950

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

ven. 8/15

1:55 pm-7:50 am

2 stops58h 55m

$1,133

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

ven. 8/15

10:15 am-1:20 pm

1 stop20h 05m

$1,155

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Best time to book a flight from Chicago to Windhoek

Have a flexible travel schedule? Discover the best time to fly to Windhoek from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Windhoek

What is the cheapest time of day to fly from CHI to WDH?

Find hourly flight availability from Chicago to Windhoek. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated juillet 2, 2025.

When flying from Chicago to Windhoek, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 31% versus a flight at noon.

Reviews of airlines servicing Windhoek

Get insights into the airlines that provide service to Windhoek. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Windhoek. Reviews last updated juillet 2, 2025.
Read reviews from past customers who have flown United Airlines, Ethiopian Air, and Lufthansa from Chicago to Windhoek. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,861 reviews

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,861 reviews
United Airlines
7.4
Good
8,861 reviews

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Ethiopian Air
7.2
Good
789 reviews
United Airlines
7.4
Good
8,861 reviews

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Lufthansa
6.8
Okay
7,208 reviews
United Airlines
7.4
Good
8,861 reviews

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Chicago to Windhoek. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Chicago to Windhoek round-trip?

    Flying on Ethiopian Air is currently your cheapest option to Windhoek, with prices starting at $1,698. Additional round-trip tickets that might be worth considering are offered by United Airlines and Lufthansa, with the lowest prices starting at $1,747 and $1,950, respectively.

  • Can I find deals for flights from Chicago to Windhoek that include hotel bookings?

    Yes. In addition to deals on Chicago to Windhoek flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Windhoek?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Windhoek.

  • Can I find deals for business class flights from Chicago to Windhoek?

    Yes. Cheapflights offers flight deals from Chicago to Windhoek by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Windhoek?

    Currently, March is the cheapest month in which you can book a flight from Chicago to Windhoek (average of $1,465). Flying from Chicago to Windhoek in July is currently the most expensive (average of $1,917). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Windhoek

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Hosea Kutako Intl flights
St. Louis to Hosea Kutako Intl flights

Top airline flying from Chicago to Windhoek

Discover the top airline that operate flights from Chicago to Windhoek. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated juillet 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapest$1,229Average$1,365FlexibilityNo cancel feeOn-time72%

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