$134 Find Cheap Flights from Madison 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 Madison to Maryland departing on 9/1. 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 Madison 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 Madison to Maryland, as well as popular online travel agencies
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Cheap Flights from Madison to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Washington, D.C.
Baltimore1 stop$241
Salisbury
Salisbury1 stop$558
Washington, D.C.
Baltimore1 stop$241
Salisbury
Salisbury1 stop$558

Book Cheap Madison 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 Madison 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 Madison to Maryland

Wed, Aug 26 - Sat, Aug 29
American Airlines Logo
11:33 am - 7:50 pm
MSN
-
BWI
7h 17m
1 stop
American Airlines Logo
7:45 am - 11:11 am
BWI
-
MSN
4h 26m
1 stop
$241American Airlines
Sat, Aug 1 - Sat, Aug 8
Delta Logo
5:22 pm - 11:16 pm
MSN
-
PHL
4h 54m
1 stop
Delta Logo
6:05 am - 8:43 am
PHL
-
MSN
3h 38m
1 stop
$253Delta
Wed, Jul 8 - Sat, Jul 11
American Airlines Logo
7:00 am - 1:03 pm
MSN
-
BWI
5h 03m
1 stop
American Airlines Logo
8:16 pm - 11:59 pm
BWI
-
MSN
4h 43m
1 stop
$263American Airlines
Tue, Jul 14 - Fri, Jul 24
Delta Logo
6:39 pm - 11:18 pm
MSN
-
BWI
3h 39m
1 stop
Delta Logo
6:08 am - 8:52 am
BWI
-
MSN
3h 44m
1 stop
$275Delta
Wed, Jul 1 - Sun, Jul 5
Delta Logo
6:32 pm - 11:18 pm
MSN
-
BWI
3h 46m
1 stop
Delta Logo
5:40 am - 10:19 am
BWI
-
MSN
5h 39m
1 stop
$285Delta
Fri, Jun 5 - Sat, Jun 27
American Airlines Logo
5:22 pm - 12:07 am
MSN
-
BWI
5h 45m
1 stop
American Airlines Logo
8:11 pm - 11:59 pm
BWI
-
MSN
4h 48m
1 stop
$290American Airlines
Thu, Jul 2 - Tue, Jul 7
Delta Logo
2:45 pm - 11:13 pm
MSN
-
BWI
7h 28m
1 stop
Delta Logo
5:40 am - 10:22 am
BWI
-
MSN
5h 42m
1 stop
$296Delta
Fri, Jul 3 - Sun, Jul 5
Delta Logo
6:32 pm - 11:18 pm
MSN
-
BWI
3h 46m
1 stop
Delta Logo
5:40 am - 10:19 am
BWI
-
MSN
5h 39m
1 stop
$297Delta
Thu, Jul 30 - Sun, Aug 2
Frontier Logo
7:55 pm - 5:39 am
MSN
-
PHL
8h 44m
1 stop
Frontier Logo
12:44 pm - 7:10 pm
PHL
-
MSN
7h 26m
1 stop
$318Frontier
Tue, Aug 25 - Mon, Aug 31
Frontier Logo
7:59 pm - 11:47 am
MSN
-
PHL
14h 48m
1 stop
Frontier Logo
8:37 pm - 7:09 pm
PHL
-
MSN
23h 32m
1 stop
$320Frontier
Booking Insights

KAYAK's insights & trends for Madison to Maryland flights

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

How much is a round-trip flight from Madison to Maryland?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to Maryland departing in August.

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

The average price for all round-trip flights from Madison to Maryland depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Maryland is generally in the afternoon, when round-trip flights cost $371 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the evening, which is peak travel time and where the average cost of a ticket is $389.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison 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 Madison to Maryland is May, when tickets cost $190 (return) on average. On the other hand, the most expensive months are June and February, when the average cost of round-trip tickets is $310 and $269 respectively.

Good to know

Low seasonJanuary
Cheapest flight$139
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Madison to Philadelphia

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Madison 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 Madison to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison 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 Madison 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 Madison 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 Madison 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 Madison to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from Madison to the following destinations at these prices or less: Washington, D.C. $274 one-way - $385 round-trip; Philadelphia $329 one-way - $401 round-trip

Reviews of the top 3 airlines serving from Madison to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Madison 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 Madison 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.
7.9
DeltaOverall score based on 8425 reviews
7.8Comfort
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
Airline reviews

Planes were clean, no water or snacks on either flight.

6.0 GoodAnonymous, May 2026
ECP - ATL
Read more Delta reviews

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

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

Information on your arrival and departure airports