Maryland

$65+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BWI
Jun 15 — Jun 221
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Cheap 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 May 16, 2026.

This Expedia deal was found by Cheapflights users on 5/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/138:00 pm
ORD
-
PHL
Nonstop2h 32m
Frontier
Sat 6/205:06 pm
PHL
-
ORD
Nonstop2h 41m
Frontier
Deal found 5/11$189
This Expedia deal was found by Cheapflights users on 5/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
MDW
-
PHL
1 stop12h 10m
Frontier
Wed 6/104:35 pm
PHL
-
MDW
1 stop6h 36m
Frontier
Deal found 5/11$190
This Frontier deal was found by Cheapflights users on 5/13. 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.
Tue 8/44:09 pm
STL
-
PHL
1 stop7h 28m
Frontier
Tue 8/256:04 pm
PHL
-
STL
1 stop7h 10m
Frontier
Deal found 5/13$190
This Frontier deal was found by Cheapflights users on 5/11. 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.
Tue 6/26:55 am
ORD
-
PHL
1 stop11h 15m
Frontier
Tue 6/98:30 am
PHL
-
ORD
1 stop12h 23m
Frontier
Deal found 5/11$190
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Sat 7/188:05 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Tue 7/219:00 am
PHL
-
ORD
2 stops11h 53m
Frontier
Deal found 5/13$191
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 8/38:05 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Tue 8/256:00 am
PHL
-
ORD
1 stop7h 25m
Frontier
Deal found 5/13$192
This Trip.com deal was found by Cheapflights users on 5/14. 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.
Sat 6/68:00 pm
ORD
-
PHL
Nonstop2h 27m
Frontier
Mon 6/155:06 pm
PHL
-
ORD
Nonstop2h 41m
Frontier
Deal found 5/14$193
This Super.com deal was found by Cheapflights users on 5/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:00 pm
ORD
-
PHL
Nonstop2h 32m
Frontier
Mon 6/2212:42 pm
PHL
-
ORD
1 stop9h 01m
Frontier
Deal found 5/11$194
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 8/138:05 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Sun 8/165:18 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/13$195
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
Sat 7/41:29 pm
ORD
-
PHL
1 stop8h 00m
Frontier
Mon 7/65:18 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/14$196
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Fri 5/291:50 pm
ORD
-
BWI
1 stop8h 07m
Frontier
Sun 5/319:43 pm
BWI
-
ORD
1 stop11h 12m
Frontier
Deal found 5/10$196
This Southwest deal was found by Cheapflights users on 5/10. 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.
Tue 6/97:25 am
MDW
-
BWI
Nonstop1h 50m
Southwest
Tue 6/168:30 pm
BWI
-
MDW
Nonstop2h 05m
Southwest
Deal found 5/10$197

Find flight deals from Illinois to Maryland

Keep the following information in mind while searching for Illinois to Maryland flight deals. Data was last updated May 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$189
(Orbitz)

One-way from

$65
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$298

Good round-trip deal

$242 or less

Good one-way deal

$144 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. (WAS) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. (WAS) flights.
From Illinois to Maryland
One-way flight from Illinois to Maryland
Highest demand for flights based on searches. 18% potential increase in price ($56 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in May 2026
Price to beat on a round-trip flight from Illinois to Maryland.
Price to beat on a one-way flight from Illinois to Maryland.

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 May 16, 2026.
Use the filters below to find and compare flights from Illinois to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. LouisPhiladelphia

STL - PHL

STLPHL

Lambert-St Louis

Tue 8/4

4:09 pm-12:37 am

1 stop7h 28m

Philadelphia

Tue 8/25

12:42 pm-7:23 pm

1 stop7h 41m

$190
Quickest round-trip

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Sat 6/6

8:10 pm-11:00 pm

Nonstop1h 50m

Baltimore/Washington

Tue 6/9

7:40 am-8:40 am

Nonstop2h 00m

$233

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sat 6/6

5:19 pm-10:59 pm

1 stop4h 40m

Washington, D.C. Reagan-National

Tue 6/9

6:00 am-10:13 am

1 stop5h 13m

$238

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 6/6

6:36 pm-10:59 pm

1 stop3h 23m

Washington, D.C. Reagan-National

Wed 6/10

6:00 am-9:14 am

1 stop4h 14m

$238

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Thu 8/13

6:25 am-9:23 am

Nonstop1h 58m

Washington, D.C. Dulles Intl

Mon 8/17

5:15 pm-6:37 pm

Nonstop2h 22m

$239

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Thu 6/4

1:00 pm-5:15 pm

1 stop3h 15m

Baltimore/Washington

Tue 6/9

6:30 pm-7:35 pm

Nonstop2h 05m

$239

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 6/4

8:20 am-11:15 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Mon 6/8

9:00 pm-10:00 pm

Nonstop2h 00m

$239

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 6/3

12:45 pm-5:30 pm

1 stop3h 45m

Baltimore/Washington

Mon 6/8

4:05 pm-5:10 pm

Nonstop2h 05m

$243

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 7/8

2:30 pm-5:52 pm

Nonstop2h 22m

Philadelphia

Sat 7/11

8:05 am-9:34 am

Nonstop2h 29m

$247

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 7/18

11:33 am-2:47 pm

Nonstop2h 14m

Philadelphia

Tue 7/21

8:05 am-9:34 am

Nonstop2h 29m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

How far ahead should I book a flight from Illinois to Maryland?

To ensure you get the cheapest price possible for a flight from Illinois to Maryland, you should look to book at least 12 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 $27). Flying from Illinois to Maryland in October is currently the most expensive (average of $547). 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 May 16, 2026.

It’s typically best to fly out from Illinois to Maryland at noon. Doing so could potentially save you 27% on the flight price compared to flying in the evening, 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 May 9, 2026.

Travelers seeking maximum savings on their Illinois to Maryland flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday evenings 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 May 16, 2026.

The most flights from USIL to USMD are scheduled on a Friday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).

How much does it cost to fly round-trip from Illinois to Maryland?

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 May 16, 2026.
Read through reviews of airlines operating flights from Illinois to Maryland, such as Southwest,United Airlines, andAmerican 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.

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Delta fly from Illinois to Maryland in about 1h 50m. The time it takes to get you to your destination can typically vary by up to 5h 38m. There are 609 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 $36. However, be on the lookout for offers from Spirit Airlines 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 $27). Flying from Illinois to Maryland in October is currently the most expensive (average of $547). 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.

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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$119FlexibilityNo cancel feeOn-time65%
FrontierCheapest$57Average$161FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$114Average$372FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$127Average$262FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$148Average$417FlexibilityNo cancel feeOn-time71%
DeltaCheapest$183Average$364FlexibilityNo cancel feeOn-timeN/A

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