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Wisconsin

$57+ Cheap flights from Maryland 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — MKE
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Maryland to Wisconsin

Keep the following information in mind while searching for Maryland to Wisconsin flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$106
(Frontier)

One-way from

$57
(Cheapflightsfares)

Popular in

June

Cheapest in

November

Average price

$312

Good round-trip deal

$356 or less

Good one-way deal

$236 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Milwaukee-Mitchell flights.
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From Maryland to Wisconsin
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One-way flight from Maryland to Wisconsin
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Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Maryland to Wisconsin.
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Price to beat on a one-way flight from Maryland to Wisconsin.
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Find flight deals from Maryland to Wisconsin

Cheapest flights from Maryland to Wisconsin
Explore the most affordable flight options available from Maryland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:10 amPHL - ORD
Nonstop2h 30mFrontier
Tue 12/1610:00 amORD - PHL
1 stop5h 31mFrontier
Deal found 10/28$106
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:10 amPHL - ORD
Nonstop2h 30mMultiple Airlines
Tue 12/97:10 amORD - PHL
1 stop6h 34mMultiple Airlines
Deal found 10/29$107
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:00 amPHL - ORD
Nonstop2h 26mFrontier
Thu 11/131:50 pmORD - PHL
1 stop6h 53mFrontier
Deal found 10/28$109
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:02 pmPHL - ORD
1 stop12h 09mFrontier
Mon 11/1711:24 amORD - PHL
1 stop11h 55mFrontier
Deal found 10/28$110
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:00 amPHL - ORD
Nonstop2h 26mFrontier
Wed 11/126:05 pmORD - PHL
1 stop9h 44mFrontier
Deal found 10/27$111
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:26 pmPHL - ORD
1 stop6h 03mMultiple Airlines
Wed 11/193:26 pmORD - PHL
1 stop7h 15mMultiple Airlines
Deal found 10/28$112
This Frontier deal was found by Cheapflights users on 10/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/165:05 amPHL - ORD
1 stop8h 21mFrontier
Mon 11/178:26 amORD - PHL
Nonstop2h 13mFrontier
Deal found 10/30$113
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:10 amPHL - ORD
Nonstop2h 30mFrontier
Mon 12/222:15 pmORD - PHL
Nonstop2h 15mFrontier
Deal found 10/28$114
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/219:37 amPHL - ORD
Nonstop2h 34mFrontier
Mon 11/245:30 amORD - PHL
Nonstop2h 07mFrontier
Deal found 10/30$115
This Frontier deal was found by Cheapflights users on 10/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amPHL - ORD
Nonstop2h 26mFrontier
Sat 11/1511:51 amORD - PHL
1 stop11h 48mFrontier
Deal found 10/30$116
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:26 pmPHL - ORD
1 stop6h 03mFrontier
Sun 11/165:11 amORD - PHL
Nonstop2h 12mFrontier
Deal found 10/28$117
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:36 pmBWI - ORD
Nonstop2h 18mFrontier
Tue 12/164:22 pmORD - BWI
1 stop7h 02mFrontier
Deal found 10/28$117

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland 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 October 30, 2025.
Use the filters below to find and compare flights from Maryland to Wisconsin that are best for you.

Fly from

Maryland

Fly to

Wisconsin

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 12/17

6:30 am-7:56 am

Nonstop2h 26m

Chicago O'Hare Intl

Sat 1/10

2:30 pm-5:34 pm

Nonstop2h 04m

$139

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 12/13

6:30 am-7:56 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 12/16

9:00 am-12:07 pm

Nonstop2h 07m

$139

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 1/26

10:10 am-11:38 am

Nonstop2h 28m

Chicago O'Hare Intl

Tue 1/27

11:20 am-2:31 pm

Nonstop2h 11m

$148

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 1/17

6:15 am-1:10 pm

1 stop7h 55m

Chicago O'Hare Intl

Sat 1/31

2:05 pm-10:47 pm

1 stop7h 42m

$153

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 1/10

6:15 am-1:10 pm

1 stop7h 55m

Chicago O'Hare Intl

Thu 1/15

2:05 pm-10:47 pm

1 stop7h 42m

$154

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 12/3

6:30 am-7:56 am

Nonstop2h 26m

Chicago O'Hare Intl

Thu 12/4

2:30 pm-5:39 pm

Nonstop2h 09m

$158

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Tue 12/2

5:07 pm-6:35 pm

Nonstop2h 28m

Chicago O'Hare Intl

Fri 12/5

11:05 am-2:07 pm

Nonstop2h 02m

$158

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 12/6

6:30 am-7:56 am

Nonstop2h 26m

Chicago O'Hare Intl

Mon 12/8

9:00 am-12:07 pm

Nonstop2h 07m

$158

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Tue 12/16

1:10 pm-2:19 pm

Nonstop2h 09m

Chicago O'Hare Intl

Tue 1/20

11:05 am-2:11 pm

Nonstop2h 06m

$158

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 1/17

6:15 am-12:15 pm

1 stop7h 00m

Chicago O'Hare Intl

Sat 1/17

1:45 pm-7:55 pm

1 stop5h 10m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from Maryland to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Maryland 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 Maryland to Wisconsin

What is the cheapest month to book a flight from Maryland to Wisconsin?

Currently, June is the cheapest month in which you can book a flight from Maryland to Wisconsin (average of $69). Flying from Maryland to Wisconsin in February is currently the most expensive (average of $256). 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.

What is the cheapest time of day to fly from MD to WI?

Find hourly flight availability from Maryland to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

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

What is the cheapest day to fly from Maryland to Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Maryland to Wisconsin. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Maryland to Wisconsin flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated October 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Maryland to Wisconsin. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How popular is this Maryland to Wisconsin flight route?

    The Maryland to Wisconsin flight path was viewed by 8 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Maryland to Wisconsin?

    For as low as $139, United Airlines can have you in Wisconsin from Maryland in 2h 26m. There are 676 mi between Maryland and Wisconsin. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Maryland to Wisconsin one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $70. Users have also found prices from $70 and $78 on American Airlines and JetBlue, respectively.

  • Can I find deals for flights from Maryland to Wisconsin that include hotel bookings?

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

  • How can I find direct flights from Maryland to Wisconsin?

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

  • Can I find deals for business class flights from Maryland to Wisconsin?

    Yes. Cheapflights offers flight deals from Maryland to Wisconsin 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 Maryland to Wisconsin?

    Currently, June is the cheapest month in which you can book a flight from Maryland to Wisconsin (average of $69). Flying from Maryland to Wisconsin in February is currently the most expensive (average of $256). 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 Maryland to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Maryland to Wisconsin

Discover the top 5 airlines that operate flights from Maryland 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$60Average$140FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$134Average$460FlexibilityNo cancel feeOn-time69%
DeltaCheapest$155Average$387FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$445FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$232Average$371FlexibilityNo cancel feeOn-time63%

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