To save on the cost of your flight from Chicago to Maryland, book at least 46 days before your planned departure. Booking around this time can save you about 83% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $353 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $432.
Flights from Chicago to Maryland lean towards being more expensive in June. Prices are generally better when you fly from Chicago to Maryland in September, with the cheapest ticket starting at $95.
When flying from Chicago to Maryland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$60 - $177
Route
Depart
Return
Price
Chicago MidwayBaltimore/Washington
MDW - BWI
MDWBWI
Chicago Midway
Wed 5/15
Nonstop1h 48m
Baltimore/Washington
Wed 5/22
Nonstop1h 59m
Chicago MidwayBaltimore/Washington
MDW - BWI
MDWBWI
Chicago Midway
Wed 5/29
Nonstop1h 50m
Baltimore/Washington
Wed 6/5
Nonstop1h 59m
Chicago MidwayBaltimore/Washington
MDW - BWI
MDWBWI
Chicago Midway
Wed 5/15
Nonstop1h 48m
Baltimore/Washington
Mon 5/20
Nonstop1h 59m
Chicago MidwayBaltimore/Washington
MDW - BWI
MDWBWI
Chicago Midway
Wed 5/15
Nonstop1h 48m
Baltimore/Washington
Sat 5/18
1 stop17h 17m
Chicago O'Hare IntlBaltimore/Washington
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Wed 5/8
1 stop5h 02m
Baltimore/Washington
Wed 5/22
1 stop6h 52m
Chicago O'Hare IntlBaltimore/Washington
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Fri 5/31
Nonstop2h 00m
Baltimore/Washington
Wed 6/5
Nonstop2h 13m
Chicago O'Hare IntlBaltimore/Washington
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Tue 5/21
1 stop13h 02m
Baltimore/Washington
Tue 5/28
1 stop12h 43m
Chicago O'Hare IntlWashington, D.C. Reagan-National
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Wed 5/22
Nonstop1h 55m
Washington, D.C. Reagan-National
Wed 5/29
Nonstop2h 10m
Chicago MidwayBaltimore/Washington
MDW - BWI
MDWBWI
Chicago Midway
Fri 6/28
1 stop4h 35m
Baltimore/Washington
Mon 7/1
1 stop3h 44m
No data available for this route at this time. Please check back soon.
Overall
Food
Entertainment
Crew
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Entertainment
Crew
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Entertainment
Crew
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Entertainment
Crew
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Entertainment
Crew
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Overall
Food
Entertainment
Crew
Boarding
Comfort
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
17%of flight departures | Early morningMidnight to 6 am |
---|---|
22%of flight departures | Morning6 am to noon |
51%of flight departures | AfternoonNoon to 6 pm |
10%of flight departures | Evening6 pm to midnight |
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