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$61+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BWI
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Chicago to Maryland

Keep the following information in mind while searching for Chicago to Maryland flight deals. Data was last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$113
(Cheapflightsfares)

One-way from

$61
(Frontier)

Popular in

March

Cheapest in

August

Average price

$267

Good round-trip deal

$148 or less

Good one-way deal

$69 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. (WAS) flights.
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From Chicago (CHI) to Maryland
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One-way flight from Chicago (CHI) to Maryland
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Highest demand for flights based on searches. 8% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Maryland.
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Price to beat on a one-way flight from Chicago (CHI) to Maryland.
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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 February 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Sat 3/110:26 amMDW - BWI
Nonstop1h 55mFrontier
Wed 3/55:11 pmBWI - MDW
Nonstop2h 12mFrontier
Deal found 2/20$113
This Frontier deal was found by Cheapflights users on 2/20. 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.
Sat 4/128:20 amORD - BWI
1 stop9h 15mFrontier
Sat 4/196:05 amBWI - ORD
1 stop8h 53mFrontier
Deal found 2/20$113
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/308:45 amORD - BWI
1 stop7h 48mSpirit Airlines
Wed 5/75:47 pmBWI - ORD
1 stop5h 41mSpirit Airlines
Deal found 2/21$117
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Wed 4/28:50 amORD - BWI
1 stop8h 09mMultiple Airlines
Tue 4/811:34 amBWI - ORD
1 stop8h 22mMultiple Airlines
Deal found 2/20$123
This Southwest deal was found by Cheapflights users on 2/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/237:35 pmMDW - BWI
Nonstop1h 50mSouthwest
Sat 4/266:55 amBWI - MDW
Nonstop2h 05mSouthwest
Deal found 2/21$159
This American Airlines deal was found by Cheapflights users on 2/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/56:45 pmORD - BWI
Nonstop2h 04mAmerican Airlines
Tue 4/811:45 amBWI - ORD
Nonstop2h 23mAmerican Airlines
Deal found 2/21$160
This Southwest deal was found by Cheapflights users on 2/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2611:25 amORD - BWI
Nonstop1h 50mSouthwest
Tue 4/18:40 pmBWI - ORD
Nonstop2h 20mSouthwest
Deal found 2/21$168
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/108:11 amORD - DCA
Nonstop1h 49mAmerican Airlines
Wed 3/126:00 amDCA - ORD
Nonstop2h 12mAmerican Airlines
Deal found 2/22$177
This Frontier deal was found by Cheapflights users on 2/20. 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.
Sat 4/126:45 amMDW - DCA
1 stop14h 14mFrontier
Tue 4/156:00 pmDCA - MDW
1 stop7h 21mFrontier
Deal found 2/20$178
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/116:18 pmORD - IAD
Nonstop1h 55mUnited Airlines
Thu 3/138:20 amIAD - ORD
Nonstop2h 14mUnited Airlines
Deal found 2/21$178
This Lucky2Go deal was found by Cheapflights users on 2/21. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:38 pmMDW - IAD
1 stop21h 03mFrontier
Mon 3/108:46 pmIAD - MDW
1 stop19h 46mFrontier
Deal found 2/21$179
This Frontier deal was found by Cheapflights users on 2/21. 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.
Mon 3/36:50 amORD - DCA
1 stop14h 09mFrontier
Tue 3/111:03 pmDCA - ORD
1 stop12h 20mFrontier
Deal found 2/21$180

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 2,558,603 searches. Data last updated February 22, 2025.

Fly from

Chicago

Fly to

Maryland

Route

Depart

Return

Price

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 3/5

1:16 pm-4:11 pm

Nonstop1h 55m

Baltimore/Washington

Fri 3/7

4:11 pm-5:23 pm

Nonstop2h 12m

$113

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Sat 4/12

8:20 am-6:35 pm

1 stop9h 15m

Baltimore/Washington

Sat 4/19

6:05 am-1:58 pm

1 stop8h 53m

$113

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Wed 4/30

8:45 am-5:33 pm

1 stop7h 48m

Baltimore/Washington

Wed 5/7

5:47 pm-10:28 pm

1 stop5h 41m

$117

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Wed 4/2

8:50 am-5:59 pm

1 stop8h 09m

Baltimore/Washington

Tue 4/8

11:34 am-6:56 pm

1 stop8h 22m

$123

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 4/23

7:35 pm-10:25 pm

Nonstop1h 50m

Baltimore/Washington

Sat 4/26

6:55 am-8:00 am

Nonstop2h 05m

$159

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Sat 4/5

6:45 pm-9:49 pm

Nonstop2h 04m

Baltimore/Washington

Tue 4/8

11:45 am-1:08 pm

Nonstop2h 23m

$160

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Wed 3/26

11:25 am-2:15 pm

Nonstop1h 50m

Baltimore/Washington

Tue 4/1

8:40 pm-10:00 pm

Nonstop2h 20m

$168

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Mon 3/10

8:11 am-11:00 am

Nonstop1h 49m

Washington, D.C. Reagan-National

Wed 3/12

6:00 am-7:12 am

Nonstop2h 12m

$177

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 3/11

6:18 pm-9:13 pm

Nonstop1h 55m

Washington, D.C. Dulles Intl

Thu 3/13

8:20 am-9:34 am

Nonstop2h 14m

$178

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 4/12

6:45 am-9:59 pm

1 stop14h 14m

Washington, D.C. Reagan-National

Mon 4/14

1:03 pm-12:21 am

1 stop12h 18m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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 March is currently the most expensive (average of $290). 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 February 22, 2025.

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 February 22, 2025.

The most flights from CHI to USMD are scheduled on a Thursday (37 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 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 February 22, 2025.
Read through reviews of airlines operating flights from Chicago to Maryland, such as Southwest, Alaska Airlines and Delta. 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
4,396 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,396 reviews
Southwest
8.1
Very good
4,396 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,702 reviews
Southwest
8.1
Very good
4,396 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,396 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,068 reviews
Southwest
8.1
Very good
4,396 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,396 reviews

Crew

8.7

Comfort

8.1

Food

7.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 ($61), Spirit Airlines ($63), and Southwest ($80).

  • 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 United Airlines (91%), Royal Jordanian (88%) or Republic Airways (85%) 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 $428, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Chicago O'Hare Intl - Washington, D.C. Dulles Intl), you can expect to pay $123 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 March is currently the most expensive (average of $290). 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 2,558,603 searches. Data last updated February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$66Average$154FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$119Average$396FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$135Average$174FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$138Average$273FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$162Average$290FlexibilityNo cancel feeOn-time69%
DeltaCheapest$176Average$266FlexibilityNo cancel feeOn-timeN/A
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