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Cheap flights from Chicago to Windhoek from $886

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Windhoek departing on 1/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Windhoek

Cheap round-trip flights

Enter your travel dates to find the best prices.
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,308Ethiopian Air
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Thu, Mar 26 - Sun, Apr 5
Multiple Airlines Logo
10:15 am - 5:25 pmORD-WDH
24h 10m2 stops
Multiple Airlines Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,443Multiple Airlines
Find Deal
Thu, Mar 26 - Sun, Apr 5
Ethiopian Air Logo
1:10 pm - 1:20 pmORD-WDH
41h 10m2 stops
Ethiopian Air Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,520Ethiopian Air
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Thu, Mar 26 - Sun, Apr 5
Lufthansa Logo
9:50 pm - 7:45 amORD-WDH
25h 55m1 stop
Lufthansa Logo
8:40 pm - 2:10 pmWDH-ORD
25h 30m1 stop
$1,572Lufthansa
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Sat, Feb 14 - Sat, Feb 21
Lufthansa Logo
9:50 pm - 7:45 amORD-WDH
25h 55m1 stop
Lufthansa Logo
8:40 pm - 6:25 pmWDH-ORD
29h 45m1 stop
$1,573Lufthansa
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Sat, Feb 14 - Mon, Feb 23
SWISS Logo
6:50 pm - 7:45 amORD-WDH
28h 55m2 stops
SWISS Logo
8:40 pm - 4:20 pmWDH-ORD
27h 40m2 stops
$1,639SWISS
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Sat, Feb 14 - Mon, Feb 23
United Airlines Logo
3:50 pm - 12:50 pmORD-WDH
37h 00m2 stops
United Airlines Logo
1:40 pm - 9:36 amWDH-ORD
27h 56m2 stops
$1,648United Airlines
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Tue, Feb 17 - Wed, Feb 25
United Airlines Logo
2:25 pm - 12:50 pmORD-WDH
38h 25m2 stops
United Airlines Logo
1:40 pm - 9:38 amWDH-ORD
27h 58m2 stops
$1,649United Airlines
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Thu, Feb 12 - Fri, Feb 20
SWISS Logo
6:50 pm - 1:35 pmORD-WDH
34h 45m2 stops
SWISS Logo
2:30 pm - 4:20 pmWDH-ORD
33h 50m2 stops
$1,653SWISS
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Fri, Feb 13 - Thu, Feb 19
Austrian Airlines Logo
4:20 pm - 7:45 amORD-WDH
55h 25m2 stops
Austrian Airlines Logo
8:40 pm - 2:00 pmWDH-ORD
49h 20m2 stops
$1,721Austrian Airlines
Find Deal
Fri, Feb 13 - Sat, Feb 21

Lufthansa flights from Chicago to Windhoek

Our best Lufthansa deals on Chicago to Windhoek flight tickets
Lufthansa
Feb 14
ORD9:50 pmChicago O'Hare Intl
25h 55m
1 stop
WDH7:45 amWindhoek Hosea Kutako Intl
Feb 21
WDH8:40 pmWindhoek Hosea Kutako Intl
25h 30m
1 stop
ORD2:10 pmChicago O'Hare Intl
$1,572
Find similar
Lufthansa
Feb 14
ORD9:50 pmChicago O'Hare Intl
25h 55m
1 stop
WDH7:45 amWindhoek Hosea Kutako Intl
Feb 23
WDH8:40 pmWindhoek Hosea Kutako Intl
29h 45m
1 stop
ORD6:25 pmChicago O'Hare Intl
$1,573
Find similar
Lufthansa
Feb 17
ORD9:50 pmChicago O'Hare Intl
25h 55m
1 stop
WDH7:45 amWindhoek Hosea Kutako Intl
Feb 23
WDH8:40 pmWindhoek Hosea Kutako Intl
25h 30m
1 stop
ORD2:10 pmChicago O'Hare Intl
$1,578
Find similar

SWISS flights from Chicago to Windhoek

Our best SWISS deals on Chicago to Windhoek flight tickets
SWISS
Feb 14
ORD6:50 pmChicago O'Hare Intl
28h 55m
2 stops
WDH7:45 amWindhoek Hosea Kutako Intl
Feb 23
WDH8:40 pmWindhoek Hosea Kutako Intl
27h 40m
2 stops
ORD4:20 pmChicago O'Hare Intl
$1,639
Find similar
SWISS
Feb 13
ORD6:50 pmChicago O'Hare Intl
34h 45m
2 stops
WDH1:35 pmWindhoek Hosea Kutako Intl
Feb 19
WDH2:30 pmWindhoek Hosea Kutako Intl
33h 50m
2 stops
ORD4:20 pmChicago O'Hare Intl
$1,653
Find similar
SWISS
Feb 16
ORD6:50 pmChicago O'Hare Intl
34h 45m
2 stops
WDH1:35 pmWindhoek Hosea Kutako Intl
Feb 22
WDH2:30 pmWindhoek Hosea Kutako Intl
33h 50m
2 stops
ORD4:20 pmChicago O'Hare Intl
$1,654
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated October 21, 2025.
Use the filters below to find and compare flights from Chicago to Windhoek that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,308

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

10:15 am-5:25 pm

2 stops24h 10m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,443

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

1:10 pm-1:20 pm

2 stops41h 10m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,520

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sat 2/14

9:50 pm-7:45 am

1 stop25h 55m

Windhoek Hosea Kutako Intl

Sat 2/21

8:40 pm-2:10 pm

1 stop25h 30m

$1,572

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sat 2/14

9:50 pm-7:45 am

1 stop25h 55m

Windhoek Hosea Kutako Intl

Mon 2/23

8:40 pm-6:25 pm

1 stop29h 45m

$1,573

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sat 2/14

6:50 pm-7:45 am

2 stops28h 55m

Windhoek Hosea Kutako Intl

Mon 2/23

8:40 pm-4:20 pm

2 stops27h 40m

$1,639

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Tue 2/17

3:50 pm-12:50 pm

2 stops37h 00m

Windhoek Hosea Kutako Intl

Wed 2/25

1:40 pm-9:36 am

2 stops27h 56m

$1,648

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 2/12

2:25 pm-12:50 pm

2 stops38h 25m

Windhoek Hosea Kutako Intl

Fri 2/20

1:40 pm-9:38 am

2 stops27h 58m

$1,649

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Fri 2/13

6:50 pm-1:35 pm

2 stops34h 45m

Windhoek Hosea Kutako Intl

Thu 2/19

2:30 pm-4:20 pm

2 stops33h 50m

$1,653

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Fri 2/13

4:20 pm-7:45 am

2 stops55h 25m

Windhoek Hosea Kutako Intl

Sat 2/21

8:40 pm-2:00 pm

2 stops49h 20m

$1,721

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Windhoek from

How to get the cheapest flight ticket from Chicago to Windhoek

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Windhoek?

According to our data, Thursday is the cheapest day to fly to Windhoek from Chicago. The lowest ticket price found for a Thursday departure recently was $1,359. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,643.

What is the cheapest time of day to depart on your flight to Windhoek?

In the morning is the cheapest time of day to fly from Chicago to Windhoek when you can find flight prices for as low as $1,410. Flying to Windhoek in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Windhoek is in the evening when prices are around $1,941.

Cheap Chicago to Windhoek flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Windhoek

Direct flights

None
There are no direct flights from Chicago to Windhoek. There are no popular flight routes from Chicago to Windhoek.
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  • How far is Chicago to Windhoek by plane?

    There are 7974.7 mi between Chicago and Windhoek. By plane, this route typically takes 20h 05m.

  • When did momondo last update prices for flights from Chicago to Windhoek?

    Prices for flights from Chicago to Windhoek are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Windhoek?

  • How old do you have to be to fly from Chicago to Windhoek?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Windhoek.

  • What documentation or ID do you need to fly to Windhoek?

    The required travel and health documents for your Windhoek trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Windhoek. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to Windhoek

Compare and see reviews for airlines that fly from Chicago to Windhoek with momondo
Airline
Rating
Free Cancellation
Price
Ethiopian AirPriceFrom $1,248Free CancellationRating
7.2
876 reviews
Search Ethiopian Air flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Windhoek?

Finding the right flight to Windhoek from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Windhoek quick and easy, saving you time and money.

Can I find flights from Chicago to Windhoek with flexible booking policies on momondo?

momondo does allow users to show only those flights to Windhoek from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Windhoek?

momondo helps you find the best flight between Chicago and Windhoek by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Windhoek right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Windhoek flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to Namibia

Fly into one of these airports located in Windhoek

Airports listed have a maximum distance of 26.2 mi from Windhoek
Windhoek Eros Airport
Windhoek Hosea Kutako Intl Airport