$55 Find Cheap Flights from Milwaukee to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Maryland departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Maryland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Maryland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Maryland, as well as popular online travel agencies
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Cheap Flights from Milwaukee to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Washington, D.C.
Baltimore1 stop$110
Salisbury
Salisbury1 stop$507
Washington, D.C.
Baltimore1 stop$110
Salisbury
Salisbury1 stop$507

Book Cheap Milwaukee to Maryland Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Maryland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Maryland

Wed, Jan 7 - Mon, Jan 12
Frontier Logo
7:40 pm - 7:47 amMKE-BWI
11h 07m1 stop
Frontier Logo
6:00 am - 10:29 amBWI-MKE
5h 29m1 stop
$110Frontier
Find Deal
Wed, Jan 7 - Fri, Jan 9
Frontier Logo
7:40 pm - 7:47 amMKE-BWI
11h 07m1 stop
Frontier Logo
6:00 am - 10:29 amBWI-MKE
5h 29m1 stop
$124Frontier
Find Deal
Sat, Dec 6 - Mon, Dec 8
American Airlines Logo
3:03 pm - 10:12 pmMKE-BWI
6h 09m1 stop
American Airlines Logo
7:21 pm - 11:01 pmBWI-MKE
4h 40m1 stop
$179American Airlines
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Fri, Dec 5 - Sun, Dec 7
Spirit Airlines Logo
10:34 am - 12:23 amMKE-BWI
12h 49m1 stop
Spirit Airlines Logo
8:00 pm - 9:39 amBWI-MKE
14h 39m1 stop
$213Spirit Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
American Airlines Logo
6:00 am - 9:09 amMKE-DCA
2h 09mnonstop
American Airlines Logo
5:24 pm - 11:01 pmDCA-MKE
6h 37m1 stop
$239American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
5:25 pm - 12:07 amMKE-IAD
5h 42m1 stop
Delta Logo
1:00 pm - 7:05 pmIAD-MKE
7h 05m1 stop
$247Delta
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Tue, Jan 6 - Sat, Jan 10
Delta Logo
7:00 am - 12:40 pmMKE-DCA
4h 40m1 stop
Delta Logo
1:40 pm - 7:58 pmDCA-MKE
7h 18m1 stop
$247Delta
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Sat, Dec 6 - Sat, Dec 13
Southwest Logo
5:45 am - 3:40 pmMKE-DCA
8h 55m2 stops
Southwest Logo
7:00 am - 12:30 pmDCA-MKE
6h 30m1 stop
$254Southwest
Find Deal
Thu, Dec 11 - Fri, Dec 12
Spirit Airlines Logo
10:34 am - 11:34 pmMKE-PHL
12h 00m1 stop
Spirit Airlines Logo
6:53 pm - 9:39 amPHL-MKE
39h 46m3 stops
$257Spirit Airlines
Find Deal
Thu, Dec 4 - Sat, Dec 6
Southwest Logo
8:10 am - 11:00 amMKE-DCA
1h 50mnonstop
Southwest Logo
9:30 am - 10:35 amDCA-MKE
2h 05mnonstop
$261Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Maryland flights

Get data-powered insights and trends into flights from Milwaukee to Maryland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Milwaukee to Maryland flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maryland from Milwaukee found in the last 72 hours was to Baltimore, at $278 round-trip. The most popular route is from Milwaukee (MKE) to Baltimore (BWI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $278.

Can I save money by flying with a layover from Milwaukee to Maryland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $414, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Milwaukee to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Maryland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Maryland is September, when tickets cost $221 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $353 and $350 respectively.

What’s the cheapest day of the week to fly from Milwaukee to Maryland?

The average price of all round-trip flights from Milwaukee to Maryland clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Maryland on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Milwaukee to Maryland. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

Good to know

Low seasonSeptember
Cheapest flight$55
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Milwaukee to Baltimore

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Milwaukee to Maryland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milwaukee to Maryland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Maryland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee to Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milwaukee to Maryland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Milwaukee to Maryland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Maryland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Milwaukee to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Maryland?

    The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $341 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $379.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from Milwaukee to the following destinations at these prices or less: Washington, D.C. $144 one-way - $273 round-trip; Philadelphia $271 one-way - $398 round-trip

Reviews of the top 5 airlines serving from Milwaukee to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Maryland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milwaukee to Maryland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4241 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
Airline reviews

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

2.0 MediocreAnonymous, Nov 2025ORD - LAS
Read more Southwest reviews

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

Premium Plus is a really good idea for longer flights

7 hours delayed due to operational issues on United’s end. Basically laziness.

Short flight but an "eager to help" crew made the journey more enjoyable!

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Boarding was easy. I loved that they sat our family together even though we didn't pay for specific seats. I thought $5+ was a lot for pretzels and wish they had a small free snack.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

Prices for bags are extremely expensive and if you go higher on weight, the charge is ridiculous.

The flight was cancelled at the last minute. Will never fly Spirit again. Without a doubt the worst airline around.

My flight was delayed several times and eventually cancelled. Then the re-booked flight for 8pm was delayed multiple times over, and eventually it would have forced me to be at the airport for 9 hours. I accepted a rebook for the following day, fortunately I was able to stay with my friend again in New York, but if I didn’t have him as a resource it would have been much more upsetting.

Horrible, delay after delay due to our plane needing fuel.

Rough landings but comfortable and affordable if you can pack light

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

Always comes in handy when I want a quick weekend getaway.

Everything you need to know for your flight from Milwaukee to Maryland

Information on your arrival and departure airports