Find cheap flights from Chicago to Maryland from $61

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 6/7. 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.
Round-trip
1 adult
Economy
0 bags
Sat 6/24
Sat 7/1

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Latest Maryland Flight Deals

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

MOST POPULARWashington, D.C.
1 stop from $121
Salisbury
1 stop from $391

Good to know

Low season

May

High season

June

Cheapest flight

$61

Average price round-trip

$338
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Chicago O'Hare Airport to Baltimore
(price for this month)

Top tips for finding cheap flights to Maryland

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be July, August and September. The cheapest month to fly from Chicago is April.
  • Morning departure is around 9% 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

FAQs - booking Maryland flights

Top 5 airlines serving from Chicago to Maryland

Scores according to KAYAK customer reviews
8.4
SouthwestOverall score based on 13952 reviews
84comfort
78food
90crew
80entertainment
87boarding
86overall
Airline reviews
Pros: "Free in flight tv shows and movies, and limited drinks & snacks are offered."
Cons: "Less delays"
Pros: "Free in flight tv shows and movies, and limited drinks & snacks are offered."
Cons: "Less delays"
Cons: "Flight was over an hour late. We had to get off the plan because of a fuel problems."
Cons: "Boarding area at DCA very cramped. Power stations at gate area didn’t work."
Cons: "Stop serving pretzels, they suck. Had an isle seat, got a beer, and the passenger next to the window decided to wait until I poured it to go to the bathroom so I spilled it on me. Beer prices are stupid. Seats are crowded."
Pros: "It was quiet?"
Cons: "Flight was over an hour late. Crew was not friendly. Jetway broken in DCA"
Pros: "Overall it was okay"
Cons: "The pilot!!! The engines kept going off while we were in the air, and landing was not smooth at all. This is the first time that I was afraid on a flight, and I travel at least 5 times a year. This is also the first time this has ever happened to me on a flight with Southwest."
Pros: "On time. Flight not full."
Cons: "Slow service. One cup of coffee. Had to wait on runway for gate to pen to deplane"
Pros: "Gate crew was efficient and kept the boarding process orderly. Plane crew was friendly and helpful. WiFi worked well. Weather cooperated and flight time was shorter than expected."
Cons: "No decaf diet soda."
Pros: "I’m always good with Southwest’s boarding, their seats and their inflight entertainment via your phone or tablet. New perk - free iPhone messenging. Don’t have to buy internet for it. Nice! The gate crew was super apologetic about the 2 hour delay, despite it not being their fault. Flight crew was just as nice."
Cons: "Obvi the 2 hr delay! And I don’t know what was going on with the plane but it was blazing hot inside with no A/C at the gate. Since this was a flight from somewhere else I couldn’t imagine it was that hot for their whole trip. It never really cooled down until the last 10 mins of the flight"
Cons: "Third flight this week and again the WiFi is terrible. I like SW but in a business with few differentiators WiFi matters for business travelers."
Pros: "The crew were great. The seat could always be bit more comfortable."
Cons: "Examine the seats in the cabin it seems to be loose from the mounting to the floor."
Pros: "crew was great."
Cons: "flight was 3 hours late with lame excuse. tray tables disgusting. felt unclean. cookies tasted gross. pa system not working. live flight not working either"
Pros: "Seats are comfortable, main reason I like this airline. Crew was nice."
Cons: "The screens on the back of the seats are showing their age and the controls on the armrests are causing your neighbor to change your channel or the brightness of the screen. Letting everyone stream content to their own devices would probably be a better option, with safe charging available."
Pros: "Everyone was boarded early so we departed early. Quick flight with pleasant flight attendants and nice snacks."
Cons: "The desk agent in Boston could be a little more pleasant."
Pros: "Fast boarding, kind crew, smooth takeoff and landing."
Cons: "Loved the leg room but the seat cushions are not that comfortable."
Pros: "so easy. thank you for having Starbucks in the DCA and BOS terminals. got text msgs about delays and all smooth!"
Cons: "Left very late because of delayed inbound flight and need for deicing."
Cons: "It was great. I slept and did not partake in any hospitality."
Pros: "I appreciate that they let families with strollers board after Group A, there seems to be more space than the major carriers, and the snacks are good!"
Cons: "My Satellite XM radio didn’t seem to be working."
Pros: "The pilot made up time after taking off late, the coffe and popcorn was good"
Cons: "The cabin crew seemed to do nothing but try and sell you stuff from blankets, credit cards, lunch boxes they spent a lot of the flight just trying to get you to buy stuff. When we landed we landed so fast the pilot had to brake very hard that life jackets came out of the pockets under the seats."
Cons: "This plane was too full for social distancing. I was really skeptical about this flight as it relates to the COVID pandemic."
Pros: "The crew was good, and the airline tried to make our wait in the airport as comfortable as possible."
Cons: "The four-hour delay was really hard. Since it was in DC, I don't know why it took so long to get another plane."
Cons: "We arrived around 39 minutes early and the whole process was very smooth"
Pros: "Crew was nice and friendly"
Cons: "The economy seats in an A321 are uncomfortable and there is very limited legroom."
Pros: "The crew was amazing and smooth flight"
Cons: "No entertainment option was avail except WiFi (T-Mobile) which wasn’t free"
Pros: "Super crew. Reasonably good food. Liked how safety conscious crew was."
Cons: "Nothing. Great job everyone"
Pros: "That I was able to change flight within the delta app"
Cons: "There was a big delay."
Pros: "I flew standby (for the first time) to London and check in team in NYC was great."
Cons: "Now, the team in London, wasn’t so great. They were a bit rude!"
Pros: "Quick flight"
Cons: "Organization of entry gates. Sat in the plane for about 30 min after landing."
Cons: "The DCA airport was having some problem. 1.5 hours late. Not very good."
Pros: "seat space was great and I was lucky enough to have medium size passenger next to me :-)"
Cons: "Can't really think of anything . . . my expectations were exceeded"
Cons: "The aircraft was old and in need of some work. Nice crew and smooth flight. Just aging equipment."
Pros: "Free open seats"
Cons: "Opd plane. USB ports only in Comfort Plus and above"
Pros: "Preflight announcement on smart bags. Beverage servive god. Snack could be more than 2 cookies."
Cons: "2 flights need more than 2 cookies."
Pros: "Staff was great and service friendly. The flight attendants were truly exceptional."
Pros: "Good flight. Nice staff."
Cons: "Old plane with obviously dated cabin, questionable cleanliness, smaller than average seats. Short flight without beverage service (understandably so)"
Cons: "SeAts too close to each other. The girl next to me kept hitting me with her elbow the whole time."
Cons: "I missed my outbound flight from Chicago to Dallas, and although I called to inform Delta, my return trip was cancelled and i did not find out until the day of my return to Chicago. When I called Delta to figure out what was going on, I was put on hold for two and a half hours. I'm not giving the flight a bad review, since I never got on the plane, but I'm disappointed with the accuracy and care for customers that I've experienced with Delta service. Delta was the first company I've ever flown with when I first started travelling when I was twelve years old, and it is unfortunate that I will probably never book with Delta again."
Pros: "I've done many flights this distance, and just take for granted that there will be entertainment. There wasn't."
Pros: "Unfortunately there were unavoidable delays due to weather but the staff gave regular updates and were very honest. Also, they brought out food and drinks for people bc they knew people wouldn't feel comfortable leaving the gate in case of changes. Staff handled the whole situation very well."
Cons: "Paid for First Class so I could sleep on this red-eye. Wasted my money. Seat was uncomfortable, legroom in my bulkhead seat was horrible. I can sleep anywhere...make that ALMOST anywhere, now."
Pros: "Flight was cancelled after multiple delays & I changed to United."
Cons: "Stop delaying & canceling flights, especially last minute"
Pros: "Really easy boarding and flight. Great in flight entertainment options."
Pros: "Seat assignment process was great and considerate of my preferences."
Cons: "If AA could fix its luggage handling process that would be great. BOTH (!) of my bags have been lost on this flight. Both have been eventually located, recovered and delivered to me, but experience was not pleasant this time."
Pros: "Easy flight. Free drinks and snacks. Nice crew."
Cons: "No individual entertainment. Do not help those that are AA members"
Pros: "Nice comfortable plane"
Cons: "Takes to long to get off the ground but that really can’t be avoided... still left and arrived at destination on time"
Pros: "Flight attendants were friendly and thoughtful."
Cons: "Seating is too tight. Hard to believe that in 2019, major airlines still have seats without any electrical or UBS outlets for charging devices."
Pros: "Crew was great."
Cons: "Plane was about 1000 years old and I don’t think I’ve sat in a more uncomfortable seat."
Pros: "it was fine."
Cons: "annoying to be forced to check our carry ons when there is clearly still room in the overhead bins."
Cons: "I was apparently "flagged" by British Airways for extra security checks. As I understood it in London, I was randomly selected for this security check. This then apparently meant that I was to be flagged for all subsequent flights. This meant that in Chicago, after going through two other security checks that day (Zurich and London) and completing customs, I had to engage in a full Homeland security check. This involved removing protective covers from my laptop and phone that were hard to get off (not meant to be taken off regularly) and a full body search that I did not have to do in London. After many hours of traveling, this was very a frustrating experience."

Book cheap flights from Chicago to Maryland

Recent round-trip flight deals

6/7Wed
1 stopSpirit Airlines
7h 31mORD-BWI
6/10Sat
1 stopSpirit Airlines
11h 58mBWI-ORD
$121
6/6Tue
1 stopSpirit Airlines
7h 33mORD-BWI
6/8Thu
1 stopSpirit Airlines
13h 51mBWI-ORD
$127
6/7Wed
1 stopSpirit Airlines
7h 31mORD-BWI
6/8Thu
1 stopSpirit Airlines
11h 58mBWI-ORD
$128
6/9Fri
1 stopSpirit Airlines
7h 31mORD-BWI
6/13Tue
1 stopSpirit Airlines
11h 58mBWI-ORD
$133
6/6Tue
1 stopSpirit Airlines
24h 45mORD-BWI
6/7Wed
1 stopSpirit Airlines
11h 58mBWI-ORD
$137
6/7Wed
1 stopMultiple Airlines
9h 34mMDW-BWI
6/13Tue
1 stopMultiple Airlines
18h 27mBWI-MDW
$141
6/21Wed
1 stopFrontier
9h 52mMDW-BWI
6/27Tue
1 stopFrontier
8h 16mBWI-MDW
$145
6/6Tue
1 stopMultiple Airlines
7h 13mORD-BWI
6/10Sat
1 stopMultiple Airlines
11h 58mBWI-ORD
$146
8/25Fri
1 stopFrontier
7h 02mMDW-BWI
8/27Sun
1 stopFrontier
8h 18mBWI-MDW
$147
9/14Thu
1 stopFrontier
7h 42mMDW-BWI
9/17Sun
1 stopFrontier
8h 16mBWI-MDW
$150
6/8Thu
1 stopMultiple Airlines
9h 16mMDW-BWI
6/12Mon
1 stopMultiple Airlines
26h 56mBWI-MDW
$152
6/6Tue
1 stopFrontier
8h 18mMDW-BWI
6/14Wed
1 stopFrontier
8h 37mBWI-MDW
$153
6/21Wed
2 stopsMultiple Airlines
9h 34mMDW-BWI
6/27Tue
1 stopMultiple Airlines
8h 16mBWI-MDW
$154
6/6Tue
1 stopUndisclosed Carrier
13h 55mORD-BWI
6/11Sun
1 stopUndisclosed Carrier
11h 30mBWI-ORD
$160
7/7Fri
1 stopUndisclosed Carrier
7h 31mORD-BWI
7/10Mon
1 stopUndisclosed Carrier
13h 51mBWI-ORD
$164
6/5Mon
1 stopUndisclosed Carrier
8h 18mMDW-BWI
6/7Wed
1 stopUndisclosed Carrier
8h 58mBWI-MDW
$168
10/4Wed
1 stopUnited Airlines
7h 49mORD-IAD
10/7Sat
1 stopUnited Airlines
8h 36mIAD-ORD
$185
8/30Wed
1 stopJetBlue
6h 53mORD-DCA
9/3Sun
1 stopJetBlue
5h 44mDCA-ORD
$204
8/30Wed
nonstopAmerican Airlines
1h 50mORD-DCA
9/3Sun
1 stopAmerican Airlines
4h 47mDCA-ORD
$216
8/15Tue
1 stopDelta
4h 50mORD-DCA
8/30Wed
1 stopDelta
6h 32mDCA-ORD
$227

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Recent one-way flight deals

6/7Wed
1 stopSpirit Airlines
7h 31mORD-BWI
$61
7/4Tue
1 stopFrontier
16h 35mMDW-BWI
$62
9/20Wed
1 stopMultiple Airlines
20h 23mMDW-BWI
$63
6/27Tue
2 stopsSpirit Airlines
20h 16mORD-BWI
$68
7/3Mon
1 stopUndisclosed Carrier
7h 31mORD-BWI
$70
6/14Wed
1 stopFrontier
10h 10mMDW-BWI
$70
6/21Wed
1 stopSpirit Airlines
7h 31mORD-BWI
$73
6/9Fri
1 stopMultiple Airlines
9h 46mORD-BWI
$74
6/7Wed
1 stopFrontier
9h 34mMDW-BWI
$74
6/8Thu
1 stopMultiple Airlines
9h 53mORD-BWI
$75
7/25Tue
1 stopFrontier
8h 58mMDW-BWI
$75
8/29Tue
1 stopJetBlue
5h 54mORD-DCA
$76
6/6Tue
1 stopSpirit Airlines
27h 20mORD-BWI
$76
6/22Thu
1 stopUndisclosed Carrier
10h 06mORD-BWI
$78
6/4Sun
1 stopUndisclosed Carrier
12h 34mMDW-BWI
$90
8/9Wed
nonstopAmerican Airlines
1h 52mORD-BWI
$104
8/9Wed
nonstopUnited Airlines
1h 58mORD-IAD
$104
8/9Wed
1 stopDelta
6h 35mMDW-DCA
$114
6/2Fri
2 stopsAllegiant Air
27h 43mMDW-BWI
$125
6/7Wed
2 stopsSouthwest
10h 00mORD-DCA
$176

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Flights to Maryland

Return flight deals:

Maryland - Chicago

Cabin classes:

$659
$679
$860
$198