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$53+ Cheap flights from Wisconsin to Maryland

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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BWI
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Wisconsin to Maryland

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Maryland (USMD). 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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(Frontier)

One-way from

$53
(Trip.com)

Popular in

June

Cheapest in

April

Average price

$334

Good round-trip deal

$361 or less

Good one-way deal

$183 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Washington, D.C. (WAS) flights.
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From Wisconsin to Maryland
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One-way flight from Wisconsin to Maryland
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Highest demand for flights based on searches. 9% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Wisconsin to Maryland.
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Price to beat on a one-way flight from Wisconsin to Maryland.
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Find flight deals from Wisconsin to Maryland

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

This Frontier deal was found by Cheapflights users on 1/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/198:33 amORD - PHL
1 stop6h 38mFrontier
Wed 2/268:26 amPHL - ORD
1 stop9h 05mFrontier
Deal found 1/29$109
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/56:45 amORD - PHL
1 stop12h 24mSpirit Airlines
Tue 3/116:29 pmPHL - ORD
2 stops14h 52mSpirit Airlines
Deal found 1/29$128
This Frontier deal was found by Cheapflights users on 1/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/710:00 amORD - BWI
1 stop9h 17mFrontier
Wed 3/126:00 amBWI - ORD
1 stop11h 31mFrontier
Deal found 1/29$129
This CheapOair deal was found by Cheapflights users on 1/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/197:45 pmORD - PHL
1 stop13h 28mMultiple Airlines
Mon 3/245:05 amPHL - ORD
1 stop7h 56mMultiple Airlines
Deal found 1/29$134
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/411:35 amORD - BWI
2 stops30h 11mSpirit Airlines
Tue 3/115:45 amBWI - ORD
1 stop8h 54mSpirit Airlines
Deal found 1/29$134
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/48:15 amORD - BWI
Nonstop1h 55mAmerican Airlines
Tue 3/116:07 pmBWI - ORD
Nonstop2h 22mAmerican Airlines
Deal found 1/29$138
This Booking.com deal was found by Cheapflights users on 1/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/115:43 pmORD - BWI
1 stop5h 34mMultiple Airlines
Sun 3/168:27 pmBWI - ORD
1 stop13h 55mMultiple Airlines
Deal found 1/29$148
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/137:00 amORD - BWI
1 stop4h 00mSouthwest
Wed 3/1911:45 amBWI - ORD
Nonstop2h 20mSouthwest
Deal found 1/30$168
This Frontier deal was found by Cheapflights users on 1/28. 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 2/67:25 amORD - DCA
1 stop8h 34mFrontier
Tue 2/111:01 pmDCA - ORD
1 stop10h 36mFrontier
Deal found 1/28$168
This Booking.com deal was found by Cheapflights users on 1/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:18 pmORD - IAD
1 stop20h 55mFrontier
Sun 3/27:03 pmIAD - ORD
1 stop15h 24mFrontier
Deal found 1/30$169
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/59:05 pmORD - DCA
Nonstop1h 52mUnited Airlines
Wed 3/128:30 amDCA - ORD
Nonstop2h 21mUnited Airlines
Deal found 1/30$177
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/208:45 amORD - IAD
Nonstop1h 56mUnited Airlines
Thu 2/2010:20 pmIAD - ORD
Nonstop2h 09mUnited Airlines
Deal found 1/30$177

Find flights from Wisconsin to Maryland within your budget

Customize your flight search to find flights from Wisconsin to Maryland 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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 2/19

8:33 am-4:11 pm

1 stop6h 38m

Philadelphia

Wed 2/26

8:26 am-4:31 pm

1 stop9h 05m

$109

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 3/5

6:45 am-8:09 pm

1 stop12h 24m

Philadelphia

Tue 3/11

6:29 pm-8:21 am

2 stops14h 52m

$128

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Fri 3/7

10:00 am-8:17 pm

1 stop9h 17m

Baltimore/Washington

Tue 3/11

6:00 am-4:38 pm

1 stop11h 38m

$129

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 3/19

7:45 pm-10:13 am

1 stop13h 28m

Philadelphia

Mon 3/24

5:05 am-12:01 pm

1 stop7h 56m

$134

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Tue 3/4

11:35 am-6:46 pm

2 stops30h 11m

Baltimore/Washington

Tue 3/11

5:45 am-1:39 pm

1 stop8h 54m

$134

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Tue 3/4

8:15 am-11:10 am

Nonstop1h 55m

Baltimore/Washington

Tue 3/11

6:07 pm-7:29 pm

Nonstop2h 22m

$138

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Sat 4/26

10:22 am-4:39 pm

1 stop5h 17m

Baltimore/Washington

Wed 4/30

6:30 am-5:13 pm

1 stop11h 43m

$145

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Thu 3/13

7:00 am-12:00 pm

1 stop4h 00m

Baltimore/Washington

Wed 3/19

11:45 am-1:05 pm

Nonstop2h 20m

$168

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Fri 2/28

7:18 pm-5:13 pm

1 stop20h 55m

Washington, D.C. Dulles Intl

Sun 3/2

7:03 pm-9:27 am

1 stop15h 24m

$169

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 2/20

6:50 am-4:59 pm

1 stop9h 09m

Washington, D.C. Reagan-National

Mon 2/24

5:55 pm-10:36 pm

1 stop5h 41m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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

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

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

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

Currently, August is the cheapest month in which you can book a flight from Wisconsin to Maryland (average of $241). Flying from Wisconsin to Maryland in March is currently the most expensive (average of $290). 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 WI to MD?

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

When flying from Wisconsin to Maryland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July 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 January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated January 30, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Wisconsin to Maryland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,688 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,156 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,913 reviews
Southwest
8.1
Very good
4,585 reviews

Overall

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Maryland. 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 Wisconsin to Maryland flight route?

    This flight path from Wisconsin to Maryland was viewed by 15 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    One-way options have recently been found by users for as low as $53 on Frontier. Other airlines that offer cheap prices include Sun Country Air from $53 and Spirit Airlines from $57 one-way.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Wisconsin to Maryland (average of $241). Flying from Wisconsin to Maryland in March is currently the most expensive (average of $290). 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 Wisconsin to Maryland

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

Discover the top 5 airlines that operate flights from Wisconsin to Maryland. 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$141Average$216FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$175Average$408FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$331FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$232Average$404FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$240Average$380FlexibilityNo cancel feeOn-time63%
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