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$39+ Cheap flights from Chicago (CHI) to Maryland

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BWI
ديسمبر 8 — ديسمبر 151
ح 12/8
ح 12/15
1 adult, Economy
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Cheap flight deals from Chicago to Maryland

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Maryland (USMD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated ديسمبر 3, 2024.

Find flight deals from Chicago to Maryland

Cheapest flights from Chicago to Maryland
Explore the most affordable flight options available from Chicago to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on ديسمبر 3, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 12/1212:36 pmMDW - PHL
Nonstop2h 06mFrontier
ح 12/154:50 pmPHL - MDW
Nonstop2h 22mFrontier
Deal found 12/2$77
This Cheapflightsfares deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 12/164:58 pmORD - PHL
Nonstop2h 07mFrontier
ر 12/187:59 pmPHL - ORD
Nonstop2h 28mFrontier
Deal found 12/2$77
This CheapOair deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ر 12/1810:22 pmORD - PHL
Nonstop2h 07mMultiple Airlines
ث 1/75:23 amPHL - ORD
1 stop10h 13mMultiple Airlines
Deal found 12/3$96
This Mytrip deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 12/1612:36 pmMDW - BWI
Nonstop1h 52mFrontier
ر 12/189:40 pmBWI - MDW
1 stop23h 02mFrontier
Deal found 12/2$113
This Mytrip deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 12/97:45 pmORD - BWI
1 stop11h 53mSpirit Airlines
ن 12/1611:39 amBWI - ORD
2 stops13h 54mSpirit Airlines
Deal found 12/2$113
This FlightHub deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 12/129:35 amORD - BWI
1 stop21h 27mFrontier
ث 12/175:10 pmBWI - ORD
1 stop21h 39mFrontier
Deal found 12/2$134
This FlightHub deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 12/97:45 pmORD - PHL
1 stop13h 15mSpirit Airlines
خ 12/1210:55 amPHL - ORD
1 stop11h 03mSpirit Airlines
Deal found 12/2$140
This Travelocity deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ر 12/1111:45 amORD - BWI
1 stop9h 43mMultiple Airlines
ن 12/1610:47 amBWI - ORD
1 stop5h 56mMultiple Airlines
Deal found 12/2$152
This Frontier deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 12/127:15 amMDW - DCA
1 stop13h 41mFrontier
ح 1/196:00 pmDCA - MDW
1 stop7h 17mFrontier
Deal found 12/2$154
This CheapOair deal was found by Cheapflights users on 12/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 12/129:35 amORD - IAD
1 stop6h 21mFrontier
خ 12/193:02 pmIAD - ORD
1 stop23h 32mFrontier
Deal found 12/1$154
This Trip.com deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 12/191:07 pmORD - DCA
1 stop22h 01mFrontier
ج 1/37:00 amDCA - ORD
1 stop17h 46mFrontier
Deal found 12/2$155
This Mytrip deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 12/1611:33 amMDW - IAD
1 stop18h 42mFrontier
ر 12/183:25 pmIAD - MDW
1 stop6h 52mFrontier
Deal found 12/2$156

Find flights from Chicago to Maryland within your budget

Customize your flight search to find flights from Chicago to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,700,776 searches. Data last updated ديسمبر 3, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

خ 12/19

7:34 am-10:37 am

Nonstop2h 03m

Philadelphia

ن 12/23

7:38 pm-9:04 pm

Nonstop2h 26m

$77

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

ن 12/16

4:58 pm-8:05 pm

Nonstop2h 07m

Philadelphia

ر 12/18

7:59 pm-9:27 pm

Nonstop2h 28m

$77

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

ر 12/18

10:22 pm-1:29 am

Nonstop2h 07m

Philadelphia

ث 1/7

5:23 am-2:36 pm

1 stop10h 13m

$96

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

ج 1/17

1:04 pm-3:59 pm

Nonstop1h 55m

Baltimore/Washington

ج 1/24

4:49 pm-6:01 pm

Nonstop2h 12m

$113

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

ن 12/16

7:45 pm-8:38 am

1 stop11h 53m

Baltimore/Washington

خ 12/19

12:20 pm-9:53 pm

1 stop10h 33m

$114

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

خ 1/9

10:35 am-6:07 pm

1 stop6h 32m

Baltimore/Washington

ج 1/10

8:52 am-8:56 pm

1 stop13h 04m

$115

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

ر 1/8

3:31 pm-11:28 pm

1 stop6h 57m

Baltimore/Washington

س 1/11

8:31 pm-9:54 am

1 stop14h 23m

$119

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

ث 1/7

7:00 am-9:55 am

Nonstop1h 55m

Baltimore/Washington

ث 1/7

12:35 pm-2:00 pm

Nonstop2h 25m

$135

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

ث 1/14

10:50 am-1:51 pm

Nonstop2h 01m

Baltimore/Washington

ر 1/15

5:22 pm-6:40 pm

Nonstop2h 18m

$139

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

س 1/11

4:35 pm-7:20 pm

Nonstop1h 45m

Baltimore/Washington

س 1/18

5:15 pm-6:25 pm

Nonstop2h 10m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Maryland

Get recent, data-driven insights about flights from Chicago to Maryland including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Maryland?

Currently, August is the cheapest month in which you can book a flight from Chicago to Maryland (average of $241). Flying from Chicago to Maryland in January is currently the most expensive (average of $274). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MD?

Find hourly flight availability from Chicago to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated ديسمبر 3, 2024.

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.

Weekly flight availability from Chicago to Maryland

Explore weekly flight availability from Chicago to Maryland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated ديسمبر 3, 2024.

The most flights from CHI to USMD are scheduled on a Monday (30 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated ديسمبر 3, 2024.
Read through reviews of airlines operating flights from Chicago to Maryland, such as American Airlines, Frontier and Spirit Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,951 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,951 reviews
Southwest
8.1
Very good
4,951 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,698 reviews
Southwest
8.1
Very good
4,951 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Porter Airlines
7.8
Good
286 reviews
Southwest
8.1
Very good
4,951 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,350 reviews
Southwest
8.1
Very good
4,951 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,141 reviews
Southwest
8.1
Very good
4,951 reviews

Entertainment

7.7

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Maryland one-way?

    The cheapest airlines for a one-way flight from Chicago to Maryland are Frontier ($39), Spirit Airlines ($58), and United Airlines ($89).

  • What are the most popular routes from Chicago to Maryland?

    The most popular flight routes from Chicago to Maryland are Chicago O'Hare Intl - Washington, D.C. Dulles Intl, Chicago O'Hare Intl - Washington, D.C. Reagan-National and Chicago O'Hare Intl - Baltimore/Washington.

  • What are the most reliable airlines from Chicago to Maryland?

    Consider Southwest (91%), Envoy Air (86%) or Alaska Airlines (84%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Maryland.

  • What are the cheapest flights from Chicago to Maryland?

    While on average a flight from Chicago to Maryland is generally $380, our data shows the cheapest flight currently is $93. When looking at the most popular route, (Chicago O'Hare Intl - Washington, D.C. Dulles Intl), you can expect to pay $179 for that flight.

  • Can I find deals for flights from Chicago to Maryland that include hotel bookings?

    Yes. In addition to deals on Chicago to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Maryland.

  • Can I find deals for business class flights from Chicago to Maryland?

    Yes. Cheapflights offers flight deals from Chicago to Maryland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Maryland (average of $241). Flying from Chicago to Maryland in January is currently the most expensive (average of $274). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chicago to Maryland

Discover the top 6 airlines that operate flights from Chicago to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,700,776 searches. Data last updated ديسمبر 3, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$155FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$122Average$394FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$135Average$174FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$138Average$268FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$159Average$292FlexibilityNo cancel feeOn-time69%
DeltaCheapest$176Average$264FlexibilityNo cancel feeOn-timeN/A
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