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Windhoek

$900+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ERS
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$1,305
(Gurufare)

One-way from

$900
(Kiwi.com)
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 June 16, 2025.

This Gurufare deal was found by Cheapflights users on 6/15. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1410:15 amORD - WDH
1 stop20h 05mEthiopian Air
Wed 11/192:30 pmWDH - ORD
2 stops25h 10mEthiopian Air
Deal found 6/15$1,305
This Trip.com deal was found by Cheapflights users on 6/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1310:15 amORD - WDH
2 stops26h 30mMultiple Airlines
Wed 11/199:20 amWDH - ORD
3 stops30h 20mMultiple Airlines
Deal found 6/15$1,347
This Ovago deal was found by Cheapflights users on 6/15. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/133:35 pmORD - WDH
1 stop32h 55mLufthansa
Wed 11/197:55 pmWDH - ORD
1 stop25h 15mLufthansa
Deal found 6/15$1,641
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 9/23:45 pmORD - WDH
2 stops38h 05mUnited Airlines
Fri 9/121:40 pmWDH - ORD
2 stops31h 49mUnited Airlines
Deal found 6/15$1,697
This SWISS deal was found by Cheapflights users on 6/15. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/302:20 pmORD - WDH
2 stops35h 00mSWISS
Mon 10/138:40 pmWDH - ORD
2 stops26h 15mSWISS
Deal found 6/15$5,374
This Austrian Airlines deal was found by Cheapflights users on 6/15. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/294:20 pmORD - WDH
2 stops57h 00mAustrian Airlines
Mon 10/138:40 pmWDH - ORD
2 stops23h 40mAustrian Airlines
Deal found 6/15$5,494
This FlightHub deal was found by Cheapflights users on 6/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/317:20 pmORD - WDH
2 stops41h 25mQatar Airways
Sat 10/119:20 amWDH - ORD
2 stops36h 45mQatar Airways
Deal found 6/15$7,685
This British Airways deal was found by Cheapflights users on 6/15. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/39:15 pmORD - WDH
2 stops37h 10mBritish Airways
Sat 10/111:45 pmWDH - ORD
2 stops31h 05mBritish Airways
Deal found 6/15$8,613

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 June 16, 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

Sun 9/14

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Wed 11/19

2:30 pm-7:40 am

2 stops25h 10m

$1,305

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sat 9/13

10:15 am-7:45 pm

2 stops26h 30m

Windhoek Hosea Kutako Intl

Wed 11/19

9:20 am-7:40 am

3 stops30h 20m

$1,347

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sat 9/13

3:35 pm-7:30 am

1 stop32h 55m

Windhoek Hosea Kutako Intl

Wed 11/19

7:55 pm-1:10 pm

1 stop25h 15m

$1,641

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Tue 9/2

3:45 pm-12:50 pm

2 stops38h 05m

Windhoek Hosea Kutako Intl

Fri 9/12

1:40 pm-2:29 pm

2 stops31h 49m

$1,697

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 7/30

2:20 pm-8:20 am

2 stops35h 00m

Windhoek Hosea Kutako Intl

Mon 10/13

8:40 pm-3:55 pm

2 stops26h 15m

$5,374

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Tue 7/29

4:20 pm-8:20 am

2 stops57h 00m

Windhoek Hosea Kutako Intl

Mon 10/13

8:40 pm-1:20 pm

2 stops23h 40m

$5,494

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 7/31

7:20 pm-7:45 pm

2 stops41h 25m

Windhoek Hosea Kutako Intl

Sat 10/11

9:20 am-3:05 pm

2 stops36h 45m

$7,685

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 8/3

9:15 pm-5:25 pm

2 stops37h 10m

Windhoek Hosea Kutako Intl

Sat 10/11

1:45 pm-1:50 pm

2 stops31h 05m

$8,613

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 7/14

6:10 pm-7:45 pm

3 stops42h 35m

$900

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 7/7

10:15 am-1:20 pm

1 stop20h 05m

$1,213

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 11 results
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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 June 16, 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.

Rainfall in Windhoek by month

Plan your trip to Windhoek by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Windhoek ranges from 0.0 - 3.1 inches per month. February is typically the wettest month, when rainfall can reach 3.1 in. May is typically the driest time to visit Windhoek when rainfall is around 0.0 in.

Temperature in Windhoek by month

Plan your trip to Windhoek by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Windhoek, use this chart to help with planning. For those seeking warmer temperatures, January is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of June, when temperatures are typically at their lowest (around 55.4 F).

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 June 16, 2025.
Austrian Airlines
7.6
Good
804 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.3

Boarding

7.6

Food

6.8

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Grant,Jun 2025

VIE - FRA

A delay was caused by computer malfunctions after we left the gate. It was handled well
Austrian Airlines
7.6
Good
804 reviews
Austrian Airlines
7.6
Good
804 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.3

Boarding

7.6

Food

6.8

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Grant,Jun 2025

VIE - FRA

A delay was caused by computer malfunctions after we left the gate. It was handled well
SWISS
7.5
Good
1,628 reviews
Austrian Airlines
7.6
Good
804 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.3

Boarding

7.6

Food

6.8

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Grant,Jun 2025

VIE - FRA

A delay was caused by computer malfunctions after we left the gate. It was handled well
Qatar Airways
7.4
Good
3,591 reviews
Austrian Airlines
7.6
Good
804 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.3

Boarding

7.6

Food

6.8

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Grant,Jun 2025

VIE - FRA

A delay was caused by computer malfunctions after we left the gate. It was handled well
United Airlines
7.4
Good
8,801 reviews
Austrian Airlines
7.6
Good
804 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.3

Boarding

7.6

Food

6.8

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Grant,Jun 2025

VIE - FRA

A delay was caused by computer malfunctions after we left the gate. It was handled well
Ethiopian Air
7.2
Good
781 reviews
Austrian Airlines
7.6
Good
804 reviews

Crew

8.1

Entertainment

6.8

Comfort

7.3

Boarding

7.6

Food

6.8

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Grant,Jun 2025

VIE - FRA

A delay was caused by computer malfunctions after we left the gate. It was handled well

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 $1,305. Additional round-trip tickets that might be worth considering are offered by Lufthansa and United Airlines, with the lowest prices starting at $1,641 and $1,697, 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapest$1,229Average$1,365FlexibilityNo cancel feeOn-time72%

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