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$39 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 9/5. 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
0 bags
Wed 7/17
Wed 7/24

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Best Maryland Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Washington, D.C.
Baltimorenonstop$133

Good to know

Low season

January

High season

April

Cheapest flight

$39
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Milwaukee to Philadelphia

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 to Maryland from Milwaukee 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 to Maryland with an airline and back to Milwaukee 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 to Maryland from Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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. $152 one-way - $301 round-trip; Philadelphia $125 one-way - $156 round-trip
  • Morning departure is around 21% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Milwaukee to Maryland

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
DeltaOverall score based on 10000 reviews
8.0Entertainment
8.2Boarding
7.4Food
7.9Comfort
8.6Crew
Airline reviews

Flight was 3 hours late so only had an OK experience

6.0 GoodMelissa, Jun 2024RDU - DTW
Read more about Delta reviews

Flight was 3 hours late so only had an OK experience

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Nothing they cancelled my connection and couldn't get me on a flight for 3 more days

Was 4 1/2 hours delayed. No food options, poor entertainment and cramped seats made worse by people in front reclining while we could not as in back row.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

American Airlines actually put me on a Delta flight. They didn't have to do that. They could have offered me a flight the next day or even two days later. But, American Airlines agents put me on a Delta airplane from Atlanta to Sao Paulo, instead of going through Miami when my flight to Miami was cancelled. American Airlines made sure that I got to my destination on time. I appreciate that.

Unfriendly gate staff and significant delay once we were on the plane.

The gate crew did try to help, however they lacked the information as to whether the flight will operate or not. Being delayed 6 hours and in a limbo on whether the flight will operate or not is not fun. The airline having staffing issues is not encouraging at all.

Multiple gate changes and significant delay leaving DFW. Made for a late arrival

The flight from DFW to chs was delayed with multiple gate changes.

Our flight was delayed by 18 hours. Poor accommodations made and no apology.

From check-in staff to in-flight staff, everyone was wonderfully kind

What an idiot at the boarding gate. Even flying First she was mean and unpleasant.

I missed this flight due to delays on my previous flight.

This flight was awful all around. Delays on the tarmac at PHL before takeoff and at the tarmac in Chicago caused me to miss my final connection. This was completely avoidable, in my opinion.

My flight was canceled, resulting in not being able to make my daughters graduation in time.

Flight kept being delayed on airport board without any announcement. We were delayed almost 2 hours. Finally boarded and we had no pilots so we sat on a hot plane with screaming kids and no pilots for 40 minutes. Finally he came aboard and did paperwork for 10 minutes before we took off. No apologies or any explanations or even excuses from ANY staff in the entire process. Worst experience ever on the ground and the air I have had.

I recently flew with Spirit Airlines and had an incredibly disappointing experience. I brought a book bag, which should have easily fit in the overhead compartment, but there was no space left. Instead of offering any assistance or a reasonable solution, the airline made me pay $70 for my book bag. This fee was extremely unreasonable and added unnecessary stress to my travel. To make matters worse, the flight attendant was extremely rude, further souring the entire experience. I had a terrible time and will not be flying with Spirit Airlines again.

Delays delays and more delays in both LAX and San Jose. And then I said something else flight was supposed to arrive in Portland at 12:04 but didn't land until 2:30 PM which made me late for my appointment.

We never made it, see previous reviews. Spirit Airlines employees lack compassion and empathy. No one showed any concern or care for us as customers. When we missed our connecting flight due to Spirit scheduling issues, no one batted an eye or tried to help. The response was to book us on another flight a full 24 hours later. We arrived to our gate and the plane was still there and boarding had not yet been completed. We easily could have been allowed to board had the two flight crews communicated that there were passengers coming off a delayed flight. I understand delays happen and are unpredictable, what I'm disappointed in is the way my partner and I were treated during that whole process. Spirit should be ashamed to treat their customers this way. There's a reason the reputation with this airline is what it is and they aren't doing anything to prove otherwise.

Three out of four legs of my trip were delayed. The last leg of my trip was delayed due to passengers and crew not being ready to take off. The boarding process started way late with no explanation as to why. The flight attendants did not have the passengers in check for takeoff - folks were walking around, trying to change seats, and causing a general disturbance preventing us from departing and the crew did nothing about it. All of this caused us to miss my connection home due to the first flight landing at the same time the second one was due to take off. The entire Spirit crew (except for one flight attendant) was unapologetic and unpleasant about this. No one apologized, no one showed any inkling of empathy whatsoever. The response was basically, "we booked you on the next available flight". That next flight was a full 24 hours later, we would have been stranded in the airport and no one even cared or acknowledged us as customers. I'm disappointed in the lack of compassion shown by Spirit agents and customer service reps as a whole. It felt like we were a burden due to airline scheduling issues. The one flight attendant (did not catch her name, but from (ORD to FLL) was wonderful and empathetic.

I thought people that were clearly intoxicated were not allowed to board flights. But of course they let them and of course they sat directly behind us. Kicking seats being so loud you couldn’t hear yourself think. Cussing loudly telling a woman “she was going to punch her in the fucken face” for accidentally mixing her seat assignment up. These people should have been asked to get off the plane but no flight attendant cared. I don’t think I’ll be using spirit again. Better judgment needs to be used when letting people fly drunk.

Nothing to like about Spirit Airlines when you get to your layover up to for hours late.

We received several notifications of a delay but the flight ended up leaving on time without us even tho we were in the airport eating very close by. We received no notification that the flight moved back to its original time.

The bag drop process took longer than other airlines. The boarding and crew were good. The seats do not recline and have minimal padding. The snacks/drinks are for purchase only. The flight was on time with no issues. I would fly them again if the cost was significantly less.

One gate agent in Sioux Falls ruined it for a few people on the flight. It was the usual, that personal item is too large, you are going to have to pay $100 to get it on the flight. One family with a baby were told that they had to have a passport for the baby to get on the flight. Also a Sheriff's Deputy needed to go on the airplane to return a lost cell phone to a minor on the flight. The gate agent would NOT let him go on without a boarding pass. I don't know who this moron was, but the sooner Frontier moves him where he can't interact with people, the better off they will be. Let's just say the deputy did the job that he needed to do and returned the phone to the minor on the plane, even with argument from a gate agent that thought he had way more power than he actually does. Very IRRITATING individual.

Bad experience… crew are extremely strict with personal bags… they overcharge me coz my bag was one inch H

They never updated the boarding pass on their apps to show their delay

Online check-in was not user-friendly. Too many fees, not cost effective.

They wouldn’t let us on the flight even tho we were an hour early. No refund not even our bags that were prepaid

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Book cheap flights from Milwaukee to Maryland

Recent round-trip flight deals

8/1Thu
nonstopFrontier
2h 10mMKE-PHL
8/4Sun
nonstopFrontier
2h 26mPHL-MKE
$78
9/5Thu
nonstopFrontier
2h 11mMKE-PHL
9/8Sun
nonstopFrontier
2h 27mPHL-MKE
$80
8/1Thu
nonstopAmerican Airlines
2h 06mMKE-PHL
8/5Mon
nonstopAmerican Airlines
2h 30mPHL-MKE
$131
8/20Tue
nonstopSpirit Airlines
1h 50mMKE-BWI
8/24Sat
nonstopSpirit Airlines
2h 10mBWI-MKE
$133
7/2Tue
nonstopAmerican Airlines
2h 02mMKE-PHL
7/6Sat
nonstopAmerican Airlines
2h 23mPHL-MKE
$141
8/14Wed
nonstopSpirit Airlines
1h 50mMKE-BWI
8/16Fri
nonstopSpirit Airlines
2h 10mBWI-MKE
$153
7/25Thu
1 stopDelta
3h 14mMKE-BWI
7/28Sun
1 stopDelta
3h 46mBWI-MKE
$176
7/16Tue
1 stopDelta
6h 56mMKE-PHL
7/18Thu
1 stopDelta
3h 48mPHL-MKE
$176
8/14Wed
1 stopUnited Airlines
4h 09mMKE-PHL
8/21Wed
1 stopUnited Airlines
4h 51mPHL-MKE
$199
7/10Wed
1 stopUnited Airlines
4h 09mMKE-PHL
7/15Mon
1 stopUnited Airlines
4h 43mPHL-MKE
$228

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Recent one-way flight deals

9/5Thu
nonstopFrontier
2h 11mMKE-PHL
$39
8/15Thu
nonstopSpirit Airlines
1h 50mMKE-BWI
$67
7/16Tue
1 stopAmerican Airlines
6h 59mMKE-BWI
$79
7/9Tue
1 stopUnited Airlines
5h 43mMKE-PHL
$85
7/8Mon
1 stopDelta
3h 14mMKE-BWI
$88
7/3Wed
1 stopDelta
5h 55mMKE-PHL
$88
10/29Tue
1 stopJetBlue
6h 42mMKE-PHL
$92
8/14Wed
1 stopUnited Airlines
4h 09mMKE-PHL
$114
8/6Tue
nonstopAmerican Airlines
2h 00mMKE-DCA
$121
7/17Wed
1 stopJetBlue
7h 51mMKE-DCA
$135

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Last minute flights from Milwaukee to Maryland

Last minute flight, train and bus deals

6/18Tue
nonstopFrontier
2h 09mMKE-PHL
6/20Thu
nonstopFrontier
2h 25mPHL-MKE
$276
6/18Tue
nonstopFrontier
2h 09mMKE-PHL
6/19Wed
multi-stopFrontier
18h 45mPHL-MKE
$279
6/22Sat
nonstopAmerican Airlines
2h 02mMKE-PHL
6/29Sat
nonstopAmerican Airlines
2h 17mPHL-MKE
$343
6/22Sat
nonstopAmerican Airlines
2h 02mMKE-PHL
6/29Sat
multi-stopAmerican Airlines
6h 30mPHL-MKE
$353
6/22Sat
multi-stopDelta
7h 11mMKE-PHL
6/29Sat
multi-stopDelta
6h 57mPHL-MKE
$362
6/18Tue
multi-stopDelta
7h 11mMKE-PHL
6/24Mon
multi-stopDelta
4h 39mPHL-MKE
$366
6/21Fri
multi-stopSpirit Airlines
8h 12mMKE-BWI
6/24Mon
multi-stopSpirit Airlines
7h 26mBWI-MKE
$378
6/18Tue
multi-stopSpirit Airlines
11h 12mMKE-BWI
7/2Tue
multi-stopSpirit Airlines
12h 03mBWI-MKE
$388
6/21Fri
multi-stopUnited Airlines
4h 39mMKE-PHL
6/23Sun
multi-stopUnited Airlines
5h 15mPHL-MKE
$430
6/18Tue
multi-stopUnited Airlines
5h 31mMKE-IAD
7/3Wed
multi-stopUnited Airlines
5h 05mIAD-MKE
$447

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Milwaukee - Maryland Flights

Departure:

Milwaukee (MKE)United States

Return flight deals:

Maryland - Milwaukee

Cabin classes:

$352