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$58+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BWI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Frontier deal was found by Cheapflights users on 12/17. 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 12/242:15 pmORD - PHL
Nonstop2h 15mFrontier
Wed 12/312:25 pmPHL - ORD
1 stop8h 59mFrontier
Deal found 12/17$121
This Frontier deal was found by Cheapflights users on 12/17. 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 12/265:15 amORD - PHL
Nonstop2h 15mFrontier
Wed 12/316:36 pmPHL - ORD
Nonstop2h 30mFrontier
Deal found 12/17$133
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/256:20 pmORD - BWI
Nonstop2h 06mUnited Airlines
Wed 12/316:15 amBWI - ORD
Nonstop2h 20mUnited Airlines
Deal found 12/16$139
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 amORD - BWI
1 stop8h 51mFrontier
Thu 1/88:07 pmBWI - ORD
Nonstop2h 24mFrontier
Deal found 12/16$143
This Frontier deal was found by Cheapflights users on 12/16. 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 12/255:25 amORD - PHL
1 stop10h 31mFrontier
Wed 12/316:36 pmPHL - ORD
Nonstop2h 30mFrontier
Deal found 12/16$145
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/256:20 pmORD - BWI
Nonstop2h 06mUnited Airlines
Tue 1/65:18 pmBWI - ORD
Nonstop2h 20mUnited Airlines
Deal found 12/16$149
This Frontier deal was found by Cheapflights users on 12/16. 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 12/312:15 pmORD - PHL
Nonstop2h 15mFrontier
Thu 1/812:42 pmPHL - ORD
Nonstop2h 40mFrontier
Deal found 12/16$154
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 amORD - PHL
1 stop14h 21mMultiple Airlines
Wed 1/78:00 amPHL - ORD
1 stop25h 18mMultiple Airlines
Deal found 12/16$157
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 amORD - PHL
1 stop14h 21mFrontier
Thu 1/812:42 pmPHL - ORD
Nonstop2h 40mFrontier
Deal found 12/16$159
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/312:15 pmORD - PHL
Nonstop2h 15mMultiple Airlines
Wed 1/78:00 amPHL - ORD
1 stop25h 18mMultiple Airlines
Deal found 12/16$160
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 amORD - PHL
1 stop14h 21mFrontier
Tue 1/67:11 pmPHL - ORD
1 stop28h 28mFrontier
Deal found 12/16$161
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 amORD - BWI
1 stop8h 51mMultiple Airlines
Wed 1/78:38 pmBWI - ORD
Nonstop2h 10mMultiple Airlines
Deal found 12/16$162

Find flight deals from Wisconsin to Maryland

Keep the following information in mind while searching for Wisconsin to Maryland flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$88
(Kiwi.com)

One-way from

$58
(Spirit)

Popular in

December

Cheapest in

September

Average price

$361

Good round-trip deal

$352 or less

Good one-way deal

$212 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Washington, D.C. (WAS) flights.
Search Deals
From Wisconsin to Maryland
Search Deals
One-way flight from Wisconsin to Maryland
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($40 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 December 2025
Search Deals
Price to beat on a round-trip flight from Wisconsin to Maryland.
Search Deals
Price to beat on a one-way flight from Wisconsin to Maryland.
Search Deals

Cheapflights Fare Finder

 
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 December 18, 2025.
Use the filters below to find and compare flights from Wisconsin to Maryland that are best for you.

Fly from

Wisconsin

Fly to

Maryland

Route

Depart

Return

Price

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 1/14

5:57 pm-8:47 am

2 stops13h 50m

Philadelphia

Sun 1/18

4:45 pm-6:25 pm

Nonstop2h 40m

$126

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Wed 1/14

11:05 am-2:11 pm

Nonstop2h 06m

Baltimore/Washington

Wed 1/14

5:18 pm-6:38 pm

Nonstop2h 20m

$134

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Tue 2/24

6:15 pm-9:17 pm

Nonstop2h 02m

Baltimore/Washington

Thu 2/26

6:30 am-7:53 am

Nonstop2h 23m

$139

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Thu 12/25

6:20 pm-9:26 pm

Nonstop2h 06m

Baltimore/Washington

Thu 1/1

6:15 am-7:35 am

Nonstop2h 20m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 1/14

11:20 am-2:31 pm

Nonstop2h 11m

Philadelphia

Sun 1/18

6:30 am-7:59 am

Nonstop2h 29m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 2/7

2:30 pm-5:34 pm

Nonstop2h 04m

Philadelphia

Tue 2/10

5:00 pm-6:30 pm

Nonstop2h 30m

$139

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Wed 1/14

11:05 am-2:11 pm

Nonstop2h 06m

Baltimore/Washington

Wed 1/21

5:18 pm-6:38 pm

Nonstop2h 20m

$149

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Tue 1/20

11:05 am-2:11 pm

Nonstop2h 06m

Baltimore/Washington

Sun 1/25

5:18 pm-6:38 pm

Nonstop2h 20m

$158

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Fri 2/27

6:15 pm-9:17 pm

Nonstop2h 02m

Baltimore/Washington

Mon 3/2

6:30 am-7:53 am

Nonstop2h 23m

$158

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Fri 1/30

5:40 am-4:33 pm

1 stop9h 53m

Washington, D.C. Dulles Intl

Sun 2/1

5:37 pm-10:46 pm

1 stop6h 09m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Maryland

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

Currently, April is the cheapest month in which you can book a flight from Wisconsin to Maryland (average of $108). Flying from Wisconsin to Maryland in October is currently the most expensive (average of $240). 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 December 18, 2025.

It’s typically best to fly out from Wisconsin to Maryland in the evening. Doing so could potentially save you 17% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

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

Travelers seeking maximum savings on their Wisconsin to Maryland flight should consider departing on Saturday 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 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 December 18, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Wisconsin to Maryland by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,190 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 31 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 Wisconsin to Maryland?

    United Airlines, Frontier, and JetBlue can get you from Wisconsin to Maryland in just under 2h 06m. Your travel time can differ by up to 7h 47m. Wisconsin and Maryland are separated by a distance of 620 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $56 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $88 and Delta from $98 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, April is the cheapest month in which you can book a flight from Wisconsin to Maryland (average of $108). Flying from Wisconsin to Maryland in October is currently the most expensive (average of $240). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$91Average$147FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$190Average$400FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$190Average$400FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$358FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$278Average$378FlexibilityNo cancel feeOn-time63%

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