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Wisconsin

$90+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — MKE
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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Cheap 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 May 9, 2026.

This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:18 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Mon 8/178:05 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Deal found 5/4$186
This eDestinos deal was found by Cheapflights users on 5/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:25 pm
BWI
-
MSP
Nonstop2h 40m
Sun Country Air
Sat 6/68:00 am
MSP
-
BWI
Nonstop2h 24m
Sun Country Air
Deal found 5/4$188
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Wed 6/31:30 pm
PHL
-
ORD
1 stop6h 59m
Frontier
Wed 6/171:29 pm
ORD
-
PHL
1 stop8h 00m
Frontier
Deal found 5/5$188
This Frontier deal was found by Cheapflights users on 5/4. 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 5/295:06 pm
PHL
-
ORD
Nonstop2h 38m
Frontier
Sat 5/307:52 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Deal found 5/4$189
This Priceline deal was found by Cheapflights users on 5/4. 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.
Wed 6/106:25 am
PHL
-
MKE
1 stop5h 48m
Frontier
Wed 6/1712:08 pm
MKE
-
PHL
1 stop9h 21m
Frontier
Deal found 5/4$190
This Frontier deal was found by Cheapflights users on 5/5. 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.
Wed 6/108:31 am
BWI
-
MSP
1 stop6h 08m
Frontier
Tue 6/232:24 pm
MSP
-
BWI
1 stop7h 36m
Frontier
Deal found 5/5$190
This Frontier deal was found by Cheapflights users on 5/4. 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.
Tue 6/21:30 pm
PHL
-
ORD
1 stop6h 59m
Frontier
Wed 6/31:29 pm
ORD
-
PHL
1 stop7h 41m
Frontier
Deal found 5/4$190
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Thu 6/118:37 pm
PHL
-
ORD
1 stop25h 06m
Frontier
Sat 6/138:00 pm
ORD
-
PHL
Nonstop2h 32m
Frontier
Deal found 5/5$191
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Wed 8/56:00 am
PHL
-
ORD
1 stop7h 25m
Frontier
Sat 8/88:05 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Deal found 5/5$192
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:06 pm
PHL
-
ORD
Nonstop2h 38m
Frontier
Sun 5/317:52 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Deal found 5/4$193
This Mytrip deal was found by Cheapflights users on 5/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:26 pm
BWI
-
MSP
Nonstop2h 40m
Multiple Airlines
Tue 6/92:24 pm
MSP
-
BWI
1 stop7h 36m
Multiple Airlines
Deal found 5/3$194
This Trip.com deal was found by Cheapflights users on 5/6. 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.
Fri 5/295:06 pm
PHL
-
ORD
Nonstop2h 38m
Frontier
Wed 6/31:29 pm
ORD
-
PHL
1 stop7h 41m
Frontier
Deal found 5/6$194

Find flight deals from Maryland to Wisconsin

Keep the following information in mind while searching for Maryland to Wisconsin flight deals. Data was last updated May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(Priceline)

One-way from

$90
(Frontier)

Popular in

April

Cheapest in

October

Average price

$339

Good round-trip deal

$336 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Milwaukee-Mitchell flights.
Search Deals
From Maryland to Wisconsin
Search Deals
One-way flight from Maryland to Wisconsin
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Maryland to Wisconsin.
Search Deals
Price to beat on a one-way flight from Maryland to Wisconsin.
Search Deals

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 May 9, 2026.
Use the filters below to find and compare flights from Maryland to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 5/27

8:25 am-9:39 am

Nonstop2h 14m

Chicago O'Hare Intl

Thu 6/4

6:20 pm-9:26 pm

Nonstop2h 06m

$212

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 6/4

6:20 am-7:35 am

Nonstop2h 15m

Chicago O'Hare Intl

Tue 6/9

6:20 am-9:17 am

Nonstop1h 57m

$222

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 5/27

1:00 pm-6:25 pm

1 stop6h 25m

Chicago O'Hare Intl

Sat 5/30

1:55 pm-8:55 pm

1 stop6h 00m

$228
Quickest round-trip

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 6/17

7:15 am-8:29 am

Nonstop2h 14m

Chicago O'Hare Intl

Thu 6/18

6:00 am-8:54 am

Nonstop1h 54m

$233

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 6/11

7:15 am-8:29 am

Nonstop2h 14m

Chicago O'Hare Intl

Tue 6/16

6:00 am-8:54 am

Nonstop1h 54m

$243

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 7/7

8:15 am-9:36 am

Nonstop2h 21m

Chicago O'Hare Intl

Thu 7/9

11:07 am-2:12 pm

Nonstop2h 05m

$243

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Tue 6/16

11:38 am-1:07 pm

Nonstop2h 29m

Chicago O'Hare Intl

Tue 6/30

2:30 pm-5:52 pm

Nonstop2h 22m

$247

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 7/25

6:00 am-7:30 am

Nonstop2h 30m

Chicago O'Hare Intl

Tue 7/28

9:45 pm-12:57 am

Nonstop2h 12m

$247

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 6/6

6:05 am-8:45 am

1 stop3h 40m

Chicago O'Hare Intl

Tue 6/9

2:07 pm-6:59 pm

1 stop3h 52m

$248

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 6/24

8:15 am-9:36 am

Nonstop2h 21m

Chicago O'Hare Intl

Fri 7/3

6:12 pm-9:22 pm

Nonstop2h 10m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Maryland to Wisconsin?

The price you pay for your flight from Maryland to Wisconsin may vary depending on when you book. For the best chance of a lower fare, look to book 31 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 $49). Flying from Maryland to Wisconsin in January 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.

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 May 9, 2026.

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 morning, which can drop the price by up to 20% versus a flight in the evening.

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 May 2, 2026.

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

How much does it cost to fly round-trip from Maryland to Wisconsin?

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 May 9, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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
4,302 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,302 reviews
Southwest
8.0
Very good
4,302 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,457 reviews
Southwest
8.0
Very good
4,302 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,692 reviews
Southwest
8.0
Very good
4,302 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,669 reviews
Southwest
8.0
Very good
4,302 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,635 reviews
Southwest
8.0
Very good
4,302 reviews

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 11 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 $212, United Airlines can have you in Wisconsin from Maryland in 2h 14m. There are 620 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 Spirit Airlines. According to our data, you can fly for as low as $56. Users have also found prices from $69 and $94 on Delta and American Airlines, 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 $49). Flying from Maryland to Wisconsin in January 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.

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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$49Average$118FlexibilityNo cancel feeOn-time65%
DeltaCheapest$128Average$442FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$134Average$362FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$208Average$458FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$234Average$402FlexibilityNo cancel feeOn-time63%

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