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$54+ Cheap flights from Illinois 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BWI
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Cheap flight deals from Illinois to Maryland

Keep the following information in mind while searching for Illinois to Maryland flight deals. Data was last updated November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$96
(CheapOair)

One-way from

$54
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$264

Good round-trip deal

$147 or less

Good one-way deal

$85 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 Illinois to Maryland
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One-way flight from Illinois to Maryland
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Highest demand for flights based on searches. 8% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Illinois to Maryland.
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Price to beat on a one-way flight from Illinois to Maryland.
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Find flight deals from Illinois to Maryland

Cheapest flights from Illinois to Maryland
Explore the most affordable flight options available from Illinois to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 2, 2025.

This Frontier deal was found by Cheapflights users on 11/2. 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.
Sun 12/75:11 amORD - BWI
Nonstop2h 07mFrontier
Tue 12/239:37 amBWI - ORD
Nonstop2h 18mFrontier
Deal found 11/2$96
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Sat 11/2212:25 pmMDW - BWI
Nonstop1h 56mFrontier
Mon 11/244:06 pmBWI - MDW
Nonstop2h 09mFrontier
Deal found 11/1$98
This Frontier deal was found by Cheapflights users on 11/2. 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.
Fri 12/54:20 pmORD - BWI
1 stop7h 12mFrontier
Sun 12/79:13 amBWI - ORD
Nonstop2h 18mFrontier
Deal found 11/2$101
This Frontier deal was found by Cheapflights users on 11/2. 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.
Fri 12/54:20 pmORD - BWI
1 stop7h 12mFrontier
Mon 12/153:36 pmBWI - ORD
Nonstop2h 18mFrontier
Deal found 11/2$102
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2412:29 pmORD - BWI
1 stop6h 21mFrontier
Mon 12/83:36 pmBWI - ORD
Nonstop2h 18mFrontier
Deal found 11/2$105
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:23 pmORD - BWI
1 stop13h 00mFrontier
Mon 12/153:36 pmBWI - ORD
Nonstop2h 18mFrontier
Deal found 11/2$106
This CheapOair deal was found by Cheapflights users on 10/31. 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.
Thu 11/209:30 amMDW - PHL
1 stop10h 52mFrontier
Mon 11/244:50 pmPHL - MDW
Nonstop2h 16mFrontier
Deal found 10/31$107
This CheapOair deal was found by Cheapflights users on 10/31. 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.
Thu 11/203:37 pmORD - PHL
1 stop21h 34mFrontier
Mon 11/249:37 amPHL - ORD
Nonstop2h 34mFrontier
Deal found 10/31$107
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Sat 11/151:37 pmMDW - PHL
1 stop9h 36mFrontier
Wed 11/196:50 pmPHL - MDW
1 stop22h 40mFrontier
Deal found 11/1$110
This CheapOair deal was found by Cheapflights users on 10/31. 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.
Sat 11/156:15 amMDW - BWI
1 stop8h 20mFrontier
Mon 11/176:11 pmBWI - MDW
1 stop7h 19mFrontier
Deal found 10/31$110
This Frontier deal was found by Cheapflights users on 11/2. 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.
Thu 12/411:44 amORD - BWI
1 stop11h 40mFrontier
Wed 12/178:00 amBWI - ORD
1 stop7h 31mFrontier
Deal found 11/2$110
This CheapOair deal was found by Cheapflights users on 11/1. 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.
Mon 11/1711:53 amORD - PHL
1 stop21h 42mFrontier
Thu 11/206:40 amPHL - ORD
1 stop9h 43mFrontier
Deal found 11/1$110

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 November 2, 2025.
Use the filters below to find and compare flights from Illinois to Maryland that are best for you.

Fly from

Illinois

Fly to

Maryland

Route

Depart

Return

Price

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Fri 12/5

4:20 pm-12:32 am

1 stop7h 12m

Baltimore/Washington

Sun 12/7

8:48 pm-9:56 am

1 stop14h 08m

$138

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 12/2

11:05 am-2:00 pm

Nonstop1h 55m

Philadelphia

Tue 12/9

6:15 pm-7:25 pm

Nonstop2h 10m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 12/10

2:30 pm-5:39 pm

Nonstop2h 09m

Philadelphia

Sat 12/13

6:30 am-7:56 am

Nonstop2h 26m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 12/17

8:10 am-11:05 am

Nonstop1h 55m

Philadelphia

Wed 12/17

4:00 pm-5:10 pm

Nonstop2h 10m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 12/6

6:02 pm-9:10 pm

Nonstop2h 08m

Philadelphia

Tue 12/9

1:15 pm-2:35 pm

Nonstop2h 20m

$139

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Fri 12/12

8:05 am-7:43 pm

1 stop10h 38m

Baltimore/Washington

Sun 12/14

11:14 am-8:45 pm

1 stop10h 31m

$142

ChicagoBaltimore

ORD - BWI

ORDBWI

Chicago O'Hare Intl

Sat 2/21

6:25 pm-9:27 pm

Nonstop2h 02m

Baltimore/Washington

Sun 2/22

6:30 am-7:53 am

Nonstop2h 23m

$157

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 12/5

2:30 pm-5:20 pm

Nonstop1h 50m

Philadelphia

Wed 12/10

6:00 am-7:15 am

Nonstop2h 15m

$158

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 12/5

6:05 pm-9:00 pm

Nonstop1h 55m

Philadelphia

Sat 12/6

6:20 am-7:30 am

Nonstop2h 10m

$158

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 12/2

2:30 pm-5:39 pm

Nonstop2h 09m

Philadelphia

Thu 12/4

1:15 pm-2:35 pm

Nonstop2h 20m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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

Have a flexible travel schedule? Discover the best time to fly to Maryland from Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Maryland

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

Currently, February is the cheapest month in which you can book a flight from Illinois to Maryland (average of $57). Flying from Illinois to Maryland in April is currently the most expensive (average of $169). 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 IL to MD?

Find hourly flight availability from Illinois 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 November 2, 2025.

It’s typically best to fly out from Illinois to Maryland in the evening. Doing so could potentially save you 53% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Illinois to Maryland?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Maryland. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Maryland flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Maryland

Explore weekly flight availability from Illinois 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 November 2, 2025.

The most flights from USIL to USMD are scheduled on a Sunday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

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 November 2, 2025.
Read through reviews of airlines operating flights from Illinois to Maryland, such as Southwest, United Airlines, and American 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
8.0
Very good
4,240 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,034 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,120 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,118 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Illinois to Maryland?

    Airlines like Frontier, Southwest, and United Airlines fly from Illinois to Maryland in about 1h 55m. The time it takes to get you to your destination can typically vary by up to 5h 17m. There are 666 mi between Illinois and Maryland. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Southwest and United Airlines, as they are both options that can get you from Illinois to Maryland for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Maryland?

    Currently, February is the cheapest month in which you can book a flight from Illinois to Maryland (average of $57). Flying from Illinois to Maryland in April is currently the most expensive (average of $169). 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 Illinois 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 Illinois to Maryland

Discover the top 6 airlines that operate flights from Illinois 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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$45Average$147FlexibilityNo cancel feeOn-time65%
FrontierCheapest$63Average$155FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$143Average$275FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$143Average$316FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$147Average$438FlexibilityNo cancel feeOn-time71%
DeltaCheapest$183Average$344FlexibilityNo cancel feeOn-timeN/A

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