$195+ Cheap flights from Williamsburg, VA to Wisconsin
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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MKE
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Williamsburg to Wisconsin 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
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Cheapest flights from Williamsburg to WisconsinExplore the most affordable flight options available from Williamsburg to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Williamsburg to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- ORD
1 stop5h 21m
American Airlines
Sun 3/85:00 am
ORD
- PHF
1 stop4h 44m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- MKE
1 stop5h 00m
American Airlines
Sun 3/86:37 pm
MKE
- PHF
1 stop4h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:55 pm
PHF
- ORD
1 stop5h 21m
American Airlines
Mon 4/65:00 am
ORD
- PHF
1 stop4h 35m
American Airlines
Deal found 2/3![American Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Sun 6/145:20 am
ORD
- PHF
1 stop4h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:55 pm
PHF
- ORD
1 stop5h 11m
American Airlines
Fri 2/205:00 am
ORD
- PHF
1 stop4h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:21 am
PHF
- ORD
1 stop7h 37m
American Airlines
Wed 2/181:39 pm
ORD
- PHF
1 stop4h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- MSN
1 stop4h 45m
American Airlines
Sun 3/85:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$487
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Sat 6/135:20 am
ORD
- PHF
1 stop4h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
PHF
- MSN
1 stop4h 53m
American Airlines
Mon 2/235:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Sun 6/145:20 am
ORD
- PHF
1 stop4h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/135:00 am
PHF
- MKE
1 stop6h 52m
American Airlines
Mon 2/167:00 am
MKE
- PHF
1 stop7h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Mon 6/155:20 am
ORD
- PHF
1 stop4h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$539
Best flights from Williamsburg to WisconsinDiscover carefully curated flight deals from Williamsburg to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Williamsburg to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:59 pm
PHF
- ORD
1 stop4h 55m
American Airlines
Mon 4/275:00 am
ORD
- PHF
1 stop4h 40m
American Airlines
Deal found 2/3![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- ORD
1 stop5h 21m
American Airlines
Sun 3/85:00 pm
ORD
- PHF
1 stop5h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:59 pm
PHF
- ORD
1 stop4h 55m
American Airlines
Sat 5/166:41 pm
ORD
- PHF
1 stop4h 18m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- MKE
1 stop5h 00m
American Airlines
Sun 3/86:37 pm
MKE
- PHF
1 stop4h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:55 pm
PHF
- ORD
1 stop5h 21m
American Airlines
Mon 4/66:44 pm
ORD
- PHF
1 stop4h 15m
American Airlines
Deal found 2/1![American Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Sun 6/145:20 am
ORD
- PHF
1 stop4h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:55 pm
PHF
- ORD
1 stop5h 11m
American Airlines
Fri 2/205:00 am
ORD
- PHF
1 stop4h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:21 am
PHF
- ORD
1 stop7h 37m
American Airlines
Wed 2/181:39 pm
ORD
- PHF
1 stop4h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- MSN
1 stop4h 45m
American Airlines
Sun 3/85:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$487
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Sat 6/135:20 am
ORD
- PHF
1 stop4h 26m
American Airlines
Deal found 2/1![American Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
PHF
- MSN
1 stop4h 53m
American Airlines
Mon 2/235:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/135:00 am
PHF
- MKE
1 stop6h 52m
American Airlines
Mon 2/167:00 am
MKE
- PHF
1 stop7h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Mon 6/156:40 pm
ORD
- PHF
1 stop4h 45m
American Airlines
Deal found 2/1![American Airlines logo]()
$539
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/135:00 am
PHF
- MSN
1 stop6h 14m
American Airlines
Mon 2/165:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$591
Last-minute flights from Williamsburg to WisconsinDiscover last-minute flight deals from Williamsburg to Wisconsin. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Williamsburg to Wisconsin. Data last updated February 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/135:00 am
PHF
- MKE
1 stop6h 52m
American Airlines
Mon 2/167:00 am
MKE
- PHF
1 stop7h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:55 pm
PHF
- MSN
1 stop4h 45m
American Airlines
Mon 2/1610:54 am
MSN
- PHF
1 stop7h 36m
American Airlines
Deal found 2/2![American Airlines logo]()
$591
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:21 am
PHF
- ORD
1 stop7h 37m
American Airlines
Wed 2/181:39 pm
ORD
- PHF
1 stop4h 14m
American Airlines
Deal found 2/2![American Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:55 pm
PHF
- ORD
1 stop5h 11m
American Airlines
Fri 2/205:00 am
ORD
- PHF
1 stop4h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:00 am
PHF
- MSN
1 stop4h 53m
American Airlines
Mon 2/235:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- ORD
1 stop5h 21m
American Airlines
Sun 3/85:00 pm
ORD
- PHF
1 stop5h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- MKE
1 stop5h 00m
American Airlines
Sun 3/86:37 pm
MKE
- PHF
1 stop4h 22m
American Airlines
Deal found 2/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:55 pm
PHF
- MSN
1 stop4h 45m
American Airlines
Sun 3/85:17 pm
MSN
- PHF
1 stop5h 42m
American Airlines
Deal found 2/2![American Airlines logo]()
$487
One-way flights from Williamsburg to WisconsinSearch for one-way flight options from Williamsburg to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Williamsburg to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:00 pm
PHF
- ORD
1 stop4h 59m
American Airlines
Deal found 2/3![American Airlines logo]()
$195
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:55 pm
PHF
- ORD
1 stop5h 21m
American Airlines
Deal found 2/2![American Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/155:00 am
PHF
- MSP
1 stop5h 28m
American Airlines
Deal found 2/1![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:39 pm
PHF
- ATW
1 stop6h 45m
American Airlines
Deal found 2/1![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1811:12 am
PHF
- ATW
2 stops7h 49m
American Airlines
Deal found 2/1![American Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:59 pm
PHF
- ATW
2 stops18h 01m
American Airlines
Deal found 2/1![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:42 pm
PHF
- ATW
1 stop7h 12m
American Airlines
Deal found 2/1![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/611:00 am
PHF
- ORD
2 stops7h 57m
American Airlines
Deal found 2/3![American Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/203:42 pm
PHF
- ATW
1 stop7h 12m
American Airlines
Deal found 2/1![American Airlines logo]()
$710
Find flight deals from Williamsburg to Wisconsin
Keep the following information in mind while searching for Williamsburg to Wisconsin flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $389 (American Airlines) |
One-way from | $195 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Williamsburg to Wisconsin 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 February 3, 2026.
Use the filters below to find and compare flights from Williamsburg to Wisconsin that are best for you.
Fly from
Williamsburg
Fly to
Wisconsin
Route
Depart
Return
Price
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Thu 4/23
7:59 pm-11:54 pm
1 stop4h 55m
Chicago O'Hare Intl
Mon 4/27
5:00 am-10:40 am
1 stop4h 40m
$389
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Fri 3/6
7:55 pm-12:16 am
1 stop5h 21m
Chicago O'Hare Intl
Sun 3/8
5:00 pm-11:59 pm
1 stop5h 59m
$389
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Sat 5/9
7:59 pm-11:54 pm
1 stop4h 55m
Chicago O'Hare Intl
Sat 5/16
6:41 pm-11:59 pm
1 stop4h 18m
$389
Newport NewsMilwaukee
PHF - MKE
PHFMKE
Newport News Intl
Fri 3/6
7:55 pm-11:55 pm
1 stop5h 00m
Milwaukee-Mitchell
Sun 3/8
6:37 pm-11:59 pm
1 stop4h 22m
$389
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Thu 4/2
7:55 pm-12:16 am
1 stop5h 21m
Chicago O'Hare Intl
Mon 4/6
6:44 pm-11:59 pm
1 stop4h 15m
$437
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Thu 6/11
8:00 pm-11:59 pm
1 stop4h 59m
Chicago O'Hare Intl
Sun 6/14
5:20 am-10:46 am
1 stop4h 26m
$457
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Mon 2/16
7:55 pm-12:06 am
1 stop5h 11m
Chicago O'Hare Intl
Fri 2/20
5:00 am-10:44 am
1 stop4h 44m
$465
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Sat 2/14
11:21 am-5:58 pm
1 stop7h 37m
Chicago O'Hare Intl
Wed 2/18
1:39 pm-6:53 pm
1 stop4h 14m
$484
Newport NewsMadison
PHF - MSN
PHFMSN
Newport News Intl
Fri 3/6
7:55 pm-11:40 pm
1 stop4h 45m
Madison Truax Field
Sun 3/8
5:17 pm-11:59 pm
1 stop5h 42m
$487
Newport NewsChicago
PHF - ORD
PHFORD
Newport News Intl
Fri 6/12
8:00 pm-11:59 pm
1 stop4h 59m
Chicago O'Hare Intl
Sat 6/13
5:20 am-10:46 am
1 stop4h 26m
$509
Showing 1-10 of 26 results
Best time to book a flight from Williamsburg to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Williamsburg with our price prediction graph.
PHF-ORD
PHF-MKE
PHF-MSN
PHF-MSP
PHF-ATW
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 Williamsburg to Wisconsin
W11-USWI
PHF-ORD
PHF-MKE
PHF-MSN
PHF-MSP
What is the cheapest month to book a flight from Williamsburg to Wisconsin?
Currently, September is the cheapest month in which you can book a flight from Williamsburg to Wisconsin (average of $118). Flying from Williamsburg to Wisconsin in February is currently the most expensive (average of $248). 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.
Related info for your journey
Find useful and relevant information for your journey from Williamsburg to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Williamsburg to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
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Williamsburg and Wisconsin flights
Browse other Williamsburg and Wisconsin flight options. Last updated on February 3, 2026.
Popular flight searches
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Williamsburg to Wisconsin flights
Consider these flights traveling from Williamsburg to Wisconsin.
Top 4 airlines flying from Williamsburg to Wisconsin
Discover the top 4 airlines that operate flights from Williamsburg to Wisconsin. 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$354 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$381 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$378 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$369 | FlexibilityNo cancel fee | On-time63% |