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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ERS
feb. 25 — mar. 41
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Windhoek with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 febrero 20, 2025.

Round-trip from

$1,484
(CheapOair)

One-way from

$900
(FlightHub)

Popular in

January

Cheapest in

April
From Chicago (CHI) to Windhoek
One-way flight from Chicago (CHI) to Windhoek
Highest demand for flights based on searches. 49% potential increase in price ($2,153 potential increase over avg. RT price).
Cheapest flight prices on average. 29% potential price decrease ($498 potential savings vs. average RT price).

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 febrero 20, 2025.

This Trip.com deal was found by Cheapflights users on 2/19. 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.
mié. 3/1910:15 amORD - WDH
2 stops26h 30mMultiple Airlines
mié. 3/267:10 amWDH - ORD
3 stops32h 30mMultiple Airlines
Deal found 2/19$1,192
This oojo deal was found by Cheapflights users on 2/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/1910:15 amORD - WDH
1 stop20h 05mEthiopian Air
mié. 3/262:30 pmWDH - ORD
2 stops25h 10mEthiopian Air
Deal found 2/19$1,236
This Justfly.com deal was found by Cheapflights users on 2/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/23:55 pmORD - WDH
1 stop33h 20mLufthansa
sáb. 3/81:45 pmWDH - ORD
2 stops60h 40mLufthansa
Deal found 2/19$1,402
This SmartFares deal was found by Cheapflights users on 2/20. 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.
dom. 4/66:35 pmORD - WDH
2 stops30h 45mSWISS
dom. 4/138:50 pmWDH - ORD
2 stops26h 05mSWISS
Deal found 2/20$1,703
This United Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 11/253:45 pmORD - WDH
2 stops37h 05mUnited Airlines
dom. 12/71:45 pmWDH - ORD
2 stops29h 02mUnited Airlines
Deal found 2/20$1,704
This Gurufare deal was found by Cheapflights users on 2/20. 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.
lun. 11/246:55 pmORD - WDH
2 stops29h 45mQatar Airways
mié. 12/107:10 amWDH - ORD
2 stops39h 20mQatar Airways
Deal found 2/20$1,792
This SmartFares deal was found by Cheapflights users on 2/20. 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.
sáb. 6/214:20 pmORD - WDH
2 stops32h 10mAustrian Airlines
sáb. 6/288:40 pmWDH - ORD
2 stops47h 40mAustrian Airlines
Deal found 2/20$1,966
This British Airways deal was found by Cheapflights users on 2/20. 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.
mar. 7/110:25 pmORD - WDH
2 stops36h 00mBritish Airways
dom. 7/131:45 pmWDH - ORD
2 stops31h 05mBritish Airways
Deal found 2/20$24,670

Find flights from Chicago to Windhoek within your budget

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 febrero 20, 2025.

Fly from

Chicago

Fly to

Windhoek

Route

Depart

Return

Price

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

mié. 3/19

10:15 am-7:45 pm

2 stops26h 30m

Windhoek Hosea Kutako Intl

mié. 3/26

7:10 am-8:40 am

3 stops32h 30m

$1,192

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

mié. 3/19

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

mié. 3/26

2:30 pm-8:40 am

2 stops25h 10m

$1,236

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

dom. 3/2

3:55 pm-9:15 am

1 stop33h 20m

Windhoek Hosea Kutako Intl

sáb. 3/8

1:45 pm-6:25 pm

2 stops60h 40m

$1,402

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

dom. 4/6

6:35 pm-8:20 am

2 stops30h 45m

Windhoek Hosea Kutako Intl

dom. 4/13

8:50 pm-3:55 pm

2 stops26h 05m

$1,703

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

dom. 5/25

1:26 pm-12:50 pm

2 stops40h 24m

Windhoek Hosea Kutako Intl

mar. 6/3

1:40 pm-2:33 pm

2 stops31h 53m

$1,944

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

sáb. 6/21

4:20 pm-7:30 am

2 stops32h 10m

Windhoek Hosea Kutako Intl

sáb. 6/28

8:40 pm-1:20 pm

2 stops47h 40m

$1,966

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

jue. 5/29

6:35 pm-5:25 pm

3 stops63h 50m

Windhoek Hosea Kutako Intl

jue. 6/12

7:05 am-3:05 pm

2 stops39h 00m

$2,836

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

mar. 7/1

10:25 pm-5:25 pm

2 stops36h 00m

Windhoek Hosea Kutako Intl

dom. 7/13

1:45 pm-1:50 pm

2 stops31h 05m

$24,670

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

vie. 4/18

7:20 pm-5:25 pm

2 stops39h 05m

$900

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

vie. 4/18

10:30 pm-8:20 am

1 stop26h 50m

$988

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 11 results
1
2

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.

Travel insights for flights from Chicago to Windhoek

Get recent, data-driven insights about flights from Chicago to Windhoek including ideal travel times, pricing trends, and more.

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 febrero 20, 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 febrero 20, 2025.

Boarding

7.6

Entertainment

6.7

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.6

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

SOF - VIE

There were a couple of mishaps, but even with them their commitment to great service is noticed. The flight to US was delayd, but they provided a small voucher for food. Then the luggage didn't arrive because was rescheduled for the flight next day . Still, it was delivered 200 miles away within hours of the landing of the flight. I give them the highest evaluation because of their desire to make it right. BTW, the food was quite economical for a long haul flight - just a sandwich.

Boarding

7.6

Entertainment

6.7

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.6

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

SOF - VIE

There were a couple of mishaps, but even with them their commitment to great service is noticed. The flight to US was delayd, but they provided a small voucher for food. Then the luggage didn't arrive because was rescheduled for the flight next day . Still, it was delivered 200 miles away within hours of the landing of the flight. I give them the highest evaluation because of their desire to make it right. BTW, the food was quite economical for a long haul flight - just a sandwich.

Boarding

7.6

Entertainment

6.7

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.6

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

SOF - VIE

There were a couple of mishaps, but even with them their commitment to great service is noticed. The flight to US was delayd, but they provided a small voucher for food. Then the luggage didn't arrive because was rescheduled for the flight next day . Still, it was delivered 200 miles away within hours of the landing of the flight. I give them the highest evaluation because of their desire to make it right. BTW, the food was quite economical for a long haul flight - just a sandwich.

Boarding

7.6

Entertainment

6.7

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.6

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

SOF - VIE

There were a couple of mishaps, but even with them their commitment to great service is noticed. The flight to US was delayd, but they provided a small voucher for food. Then the luggage didn't arrive because was rescheduled for the flight next day . Still, it was delivered 200 miles away within hours of the landing of the flight. I give them the highest evaluation because of their desire to make it right. BTW, the food was quite economical for a long haul flight - just a sandwich.

Boarding

7.6

Entertainment

6.7

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.6

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

SOF - VIE

There were a couple of mishaps, but even with them their commitment to great service is noticed. The flight to US was delayd, but they provided a small voucher for food. Then the luggage didn't arrive because was rescheduled for the flight next day . Still, it was delivered 200 miles away within hours of the landing of the flight. I give them the highest evaluation because of their desire to make it right. BTW, the food was quite economical for a long haul flight - just a sandwich.

Boarding

7.6

Entertainment

6.7

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.6

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

SOF - VIE

There were a couple of mishaps, but even with them their commitment to great service is noticed. The flight to US was delayd, but they provided a small voucher for food. Then the luggage didn't arrive because was rescheduled for the flight next day . Still, it was delivered 200 miles away within hours of the landing of the flight. I give them the highest evaluation because of their desire to make it right. BTW, the food was quite economical for a long haul flight - just a sandwich.

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 $1,577. Additional round-trip tickets that might be worth considering are offered by Lufthansa and SWISS, with the lowest prices starting at $1,613 and $1,703, respectively. Ethiopian Air is currently priced 27% below the average price you’ll pay for this route.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Windhoek

See prices for flight routes from nearby airports that may be better suited for you.

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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Ethiopian AirCheapest$1,248Average$1,371FlexibilityNo cancel feeOn-time72%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.