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Find cheap flights from Chicago Midway Airport to Maryland from $46

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 8/3. 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
vie. 6/21
vie. 6/28

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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

June

Cheapest flight

$46
Best time to beat the crowds with an average 75% drop in price.
Most popular time to fly and prices are also 26% 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 - $71 round-trip; Philadelphia $44 one-way - $78 round-trip
  • Morning departure is around 18% cheaper 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 10585 reviews
7.4Food
8.2Boarding
8.6Crew
8.0Entertainment
7.9Comfort
Airline reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

6.0 GoodPeter, May 2024SLC - HNL
Read more about Delta reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

Horrible, first flight delayed. They switched my connecting flight while I was en route and even though I was originally supposed to be on the flight going back home to boston, refused to let me board and told me I would have to wait for next flight that was 14 hours later. Ended up renting a car and driving 6.5 hours back home. Still getting messages about flight and it is now showing that the other flight they put me on is now canceled and I would have to wait 24 hours for the next one. I will never book with spirit again

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 Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Book cheap flights from Chicago to Maryland

Recent round-trip flight deals

6/1sáb.
nonstopFrontier
2h 01mMDW-PHL
6/5mié.
nonstopFrontier
2h 11mPHL-MDW
$57
6/22sáb.
nonstopFrontier
2h 01mMDW-PHL
6/25mar.
nonstopFrontier
2h 12mPHL-MDW
$58
6/24lun.
1 stopDelta
4h 37mMDW-BWI
7/1lun.
1 stopDelta
3h 44mBWI-MDW
$176
6/19mié.
1 stopDelta
4h 37mMDW-BWI
6/25mar.
1 stopDelta
7h 59mBWI-MDW
$182
6/10lun.
1 stopSouthwest
7h 10mMDW-DCA
6/11mar.
nonstopSouthwest
2h 00mDCA-MDW
$270
6/10lun.
2 stopsSouthwest
13h 45mMDW-DCA
6/11mar.
nonstopSouthwest
2h 05mDCA-MDW
$275
6/4mar.
1 stop
6h 52mMDW-IAD
6/12mié.
2 stops
32h 34mIAD-MDW
$487
6/4mar.
1 stopPorter Airlines
6h 52mMDW-IAD
6/12mié.
1 stopPorter Airlines
9h 37mIAD-MDW
$517
6/27jue.
1 stopPorter Airlines
7h 02mMDW-IAD
6/30dom.
1 stopPorter Airlines
9h 07mIAD-MDW
$526
7/26vie.
1 stop
7h 02mMDW-IAD
7/31mié.
3 stops
20h 03mIAD-MDW
$612

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Recent one-way flight deals

8/3sáb.
nonstopFrontier
1h 49mMDW-BWI
$46
7/24mié.
nonstopFrontier
2h 01mMDW-PHL
$47
7/20sáb.
nonstopFrontier
1h 49mMDW-BWI
$47
5/29mié.
1 stopDelta
4h 41mMDW-PHL
$88
8/3sáb.
1 stopDelta
4h 35mMDW-BWI
$88
6/5mié.
nonstopSouthwest
1h 40mMDW-BWI
$99
6/8sáb.
nonstopSouthwest
1h 55mMDW-BWI
$109
6/16dom.
3 stops
38h 03mMDW-PHL
$154
6/7vie.
2 stops
9h 36mMDW-BWI
$155
5/29mié.
2 stopsSpirit Airlines
14h 57mMDW-PHL
$252

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Last minute flights from Midway to Maryland

Last minute flight, train and bus deals

5/26dom.
nonstopFrontier
2h 01mMDW-PHL
6/4mar.
nonstopFrontier
2h 21mPHL-MDW
$118
5/23jue.
nonstopFrontier
2h 01mMDW-PHL
5/29mié.
nonstopFrontier
2h 13mPHL-MDW
$136
5/23jue.
nonstopFrontier
2h 01mMDW-PHL
6/5mié.
nonstopFrontier
2h 11mPHL-MDW
$137
5/23jue.
multi-stopDelta
3h 40mMDW-PHL
6/6jue.
multi-stopDelta
4h 06mPHL-MDW
$233
5/25sáb.
multi-stopDelta
4h 17mMDW-PHL
5/28mar.
multi-stopDelta
7h 37mPHL-MDW
$245
5/27lun.
multi-stopSouthwest
13h 25mMDW-PHL
5/29mié.
multi-stopSouthwest
4h 30mPHL-MDW
$262
5/27lun.
multi-stopSouthwest
11h 10mMDW-PHL
5/29mié.
nonstopSouthwest
2h 10mPHL-MDW
$265
5/27lun.
multi-stop
23h 17mMDW-PHL
6/3lun.
multi-stop
14h 12mPHL-MDW
$631
5/23jue.
multi-stop
27h 13mMDW-BWI
5/26dom.
multi-stop
12h 13mBWI-MDW
$699
5/23jue.
multi-stopWestJet
31h 38mMDW-DCA
5/27lun.
multi-stopWestJet
34h 32mDCA-MDW
$1,265

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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