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Find cheap flights from Chicago Midway Airport to Maryland from $39

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Maryland departing on 7/22. 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
Fri 6/7
Fri 6/14

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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$58

Good to know

Low season

April

High season

April

Cheapest flight

$39
Best time to beat the crowds with an average 76% drop in price.
Most popular time to fly and prices are also 76% lower on average.
Flight from Chicago Midway Airport to Baltimore

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport 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 Chicago Midway Airport to Maryland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Maryland from Chicago Midway Airport 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 Chicago Midway Airport 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 Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport 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 Chicago Midway Airport 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 Chicago Midway Airport to the following destinations at these prices or less: Baltimore $39 one-way - $68 round-trip
  • Morning departure is around 4% 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 3 airlines serving from Midway to Maryland

 
Need help choosing which airline to fly with from Midway 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 10789 reviews
8.2Boarding
7.4Food
8.0Entertainment
7.9Comfort
8.6Crew
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

They seemingly have no respect for their customers, on any level. Avoid flying spirit, they will bump you to another flight without thinking twice so they can sell your seat, no joke.

One hour late taking off. Concerning, very hard landing. Uncomfortable seats with no recline. Extremely slow baggage claim. Very professional, knowledgeable flight attendants. Brand new, very clean plane.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

I liked that bag check was rather quick and efficient. The airplane chairs on the first leg of the trip were hard and uncomfortable. Also, the cabin temperature was too cold. The lady giving seat assignments took entirely too long. She said she would call me back to the desk in 5 minutes, and she never called me back.

Seats could use more padding. Kind of hard on the tush.

The Spirit travel experience was exceptional during the peak holiday season. The flight was on time and the service was exceptional.

Turbulence Lady at ticket counter who “took care of me was completely horrible and super disrespectful And staff on plane looked like they hate their job

Amazed that Spirit can even get planes in the air, would never use again.

Crew was nasty and left the seat empty for wich I had paid rather made me sit in third class. I will never travel again in Spirit.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Book cheap flights from Chicago to Maryland

Recent round-trip flight deals

7/10Wed
nonstopFrontier
1h 51mMDW-BWI
7/13Sat
nonstopFrontier
1h 59mBWI-MDW
$58
9/11Wed
nonstopFrontier
1h 51mMDW-BWI
9/14Sat
nonstopFrontier
1h 59mBWI-MDW
$62
5/30Thu
1 stopDelta
4h 55mMDW-BWI
7/1Mon
1 stopDelta
3h 44mBWI-MDW
$176
6/5Wed
1 stopDelta
6h 40mMDW-BWI
6/9Sun
1 stopDelta
3h 43mBWI-MDW
$182
5/22Wed
1 stop
6h 52mMDW-IAD
5/25Sat
3 stops
21h 50mIAD-MDW
$477
6/10Mon
2 stopsSouthwest
12h 30mMDW-IAD
6/14Fri
1 stopSouthwest
13h 30mIAD-MDW
$500
5/24Fri
1 stop
6h 52mMDW-IAD
5/25Sat
3 stops
21h 50mIAD-MDW
$529
5/22Wed
1 stopPorter Airlines
6h 52mMDW-IAD
5/29Wed
1 stopPorter Airlines
5h 17mIAD-MDW
$583
6/10Mon
3 stopsSouthwest
22h 05mMDW-IAD
6/14Fri
1 stopSouthwest
13h 30mIAD-MDW
$627
5/22Wed
1 stopPorter Airlines
6h 52mMDW-IAD
5/25Sat
1 stopPorter Airlines
5h 12mIAD-MDW
$648

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Recent one-way flight deals

7/22Mon
nonstopFrontier
1h 51mMDW-BWI
$39
7/6Sat
nonstopFrontier
1h 51mMDW-BWI
$40
6/1Sat
1 stopDelta
5h 14mMDW-BWI
$88
6/7Fri
1 stopDelta
4h 37mMDW-BWI
$94
5/13Mon
1 stopAllegiant Air
4h 43mMDW-BWI
$154
5/13Mon
1 stopAllegiant Air
4h 43mMDW-BWI
$158
6/3Mon
2 stops
8h 34mMDW-BWI
$161
6/23Sun
nonstopSouthwest
1h 45mMDW-BWI
$175
6/10Mon
2 stops
8h 11mMDW-BWI
$177
6/23Sun
nonstopSouthwest
1h 45mMDW-DCA
$186

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Last minute flights from Midway to Maryland

Last minute flight, train and bus deals

5/13Mon
nonstopFrontier
1h 48mMDW-BWI
5/17Fri
nonstopFrontier
1h 59mBWI-MDW
$189
5/13Mon
nonstopFrontier
1h 48mMDW-BWI
5/17Fri
nonstopFrontier
1h 59mBWI-MDW
$190
5/13Mon
nonstopFrontier
1h 48mMDW-BWI
5/15Wed
nonstopFrontier
2h 03mBWI-MDW
$204
5/13Mon
nonstopFrontier
1h 48mMDW-BWI
5/20Mon
nonstopFrontier
1h 59mBWI-MDW
$234
5/13Mon
multi-stopFrontier
9h 30mMDW-BWI
5/16Thu
multi-stopFrontier
8h 21mBWI-MDW
$246
5/11Sat
multi-stopDelta
6h 14mMDW-BWI
5/14Tue
multi-stopDelta
3h 56mBWI-MDW
$388
5/13Mon
nonstopSouthwest
1h 45mMDW-BWI
5/15Wed
multi-stopSouthwest
4h 25mBWI-MDW
$395
5/11Sat
multi-stopDelta
4h 05mMDW-IAD
5/21Tue
multi-stopDelta
4h 06mIAD-MDW
$428
5/13Mon
multi-stop
4h 43mMDW-BWI
5/20Mon
multi-stop
24h 11mBWI-MDW
$481
5/13Mon
multi-stop
4h 43mMDW-BWI
5/20Mon
multi-stop
24h 11mBWI-MDW
$491

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Chicago Midway Airport - Maryland Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Maryland - Chicago Midway Airport

Cabin classes:

$27