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$88+ 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 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BWI
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
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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 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/24. 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 7/98:52 pm
ORD
-
PHL
Nonstop2h 23m
Frontier
Sat 7/186:05 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/24$193
This Frontier deal was found by Cheapflights users on 5/26. 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 6/298:00 pm
ORD
-
PHL
Nonstop2h 32m
Frontier
Fri 7/35:06 pm
PHL
-
ORD
Nonstop2h 41m
Frontier
Deal found 5/26$198
This Frontier deal was found by Cheapflights users on 5/26. 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 7/258:52 pm
ORD
-
PHL
Nonstop2h 23m
Frontier
Mon 7/276:11 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/26$199
This deal was found by Cheapflights users on 5/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/127:29 pm
ORD
-
PHL
Nonstop2h 18m
Frontier
Fri 10/234:47 pm
PHL
-
ORD
Nonstop2h 37m
Frontier
Deal found 5/26$200
This Super.com deal was found by Cheapflights users on 5/25. 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 7/118:52 pm
ORD
-
PHL
Nonstop2h 23m
Frontier
Sat 7/186:05 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/25$207
This Delta deal was found by Cheapflights users on 5/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:00 am
STL
-
BWI
1 stop6h 38m
Delta
Sat 9/268:15 am
BWI
-
STL
1 stop7h 34m
Delta
Deal found 5/27$207
This Frontier deal was found by Cheapflights users on 5/27. 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 7/188:52 pm
ORD
-
PHL
Nonstop2h 23m
Frontier
Sat 7/256:05 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/27$209
This Super.com deal was found by Cheapflights users on 5/24. 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.
Mon 5/257:52 pm
ORD
-
PHL
Nonstop2h 26m
Frontier
Fri 5/295:06 pm
PHL
-
ORD
Nonstop2h 38m
Frontier
Deal found 5/24$213
This Frontier deal was found by Cheapflights users on 5/24. 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 7/118:05 am
ORD
-
PHL
1 stop7h 00m
Frontier
Sat 7/116:05 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/24$214
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 6/258:00 pm
ORD
-
PHL
Nonstop2h 32m
Frontier
Mon 6/295:06 pm
PHL
-
ORD
Nonstop2h 41m
Frontier
Deal found 5/26$215
This Super.com deal was found by Cheapflights users on 5/25. 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.
Thu 7/238:52 pm
ORD
-
PHL
Nonstop2h 23m
Frontier
Mon 7/276:11 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/25$216
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 7/258:52 pm
ORD
-
PHL
Nonstop2h 23m
Frontier
Sat 8/86:05 pm
PHL
-
ORD
Nonstop2h 42m
Frontier
Deal found 5/27$217

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 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(Kiwi.com)

One-way from

$88
(Super.com)

Popular in

March

Cheapest in

August

Average price

$303

Good round-trip deal

$276 or less

Good one-way deal

$144 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. (WAS) flights.
Search Deals
From Illinois to Maryland
Search Deals
One-way flight from Illinois to Maryland
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Maryland.
Search Deals
Price to beat on a one-way flight from Illinois to Maryland.
Search Deals

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 28, 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

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 8/12

6:05 am-1:05 pm

1 stop6h 00m

Baltimore/Washington

Mon 8/17

6:15 am-9:17 am

1 stop4h 02m

$231

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 8/13

12:40 pm-3:42 pm

Nonstop2h 02m

Washington, D.C. Reagan-National

Mon 8/17

10:30 am-11:46 am

Nonstop2h 16m

$239

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Thu 7/2

8:50 pm-11:45 pm

Nonstop1h 55m

Baltimore/Washington

Tue 7/7

6:30 pm-7:35 pm

Nonstop2h 05m

$243
Quickest round-trip

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 7/8

7:25 am-10:15 am

Nonstop1h 50m

Baltimore/Washington

Fri 7/10

8:55 pm-10:00 pm

Nonstop2h 05m

$243

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Fri 6/26

3:53 pm-7:02 pm

Nonstop2h 09m

Washington, D.C. Dulles Intl

Tue 6/30

10:20 pm-11:31 pm

Nonstop2h 11m

$247

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 6/23

7:45 am-10:50 am

Nonstop2h 05m

Philadelphia

Tue 6/30

4:35 pm-6:00 pm

Nonstop2h 25m

$247

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Fri 7/3

6:30 am-9:24 am

Nonstop1h 54m

Washington, D.C. Dulles Intl

Tue 7/7

8:15 am-9:36 am

Nonstop2h 21m

$247

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Fri 7/10

7:55 am-12:15 pm

1 stop3h 20m

Baltimore/Washington

Tue 7/14

6:30 pm-7:35 pm

Nonstop2h 05m

$249

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 7/28

8:10 am-11:10 am

Nonstop2h 00m

Baltimore/Washington

Thu 7/30

5:35 pm-8:20 pm

1 stop3h 45m

$249

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 6/24

7:50 am-12:00 pm

1 stop3h 10m

Baltimore/Washington

Mon 6/29

4:05 pm-5:10 pm

Nonstop2h 05m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

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

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 $520). 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 28, 2026.

It’s typically best to fly out from Illinois to Maryland at noon. Doing so could potentially save you 26% on the flight price compared to flying in the evening, which is usually more expensive.

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 28, 2026.

The most flights from USIL to USMD are scheduled on a Thursday (27 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

How much does it cost to fly round-trip 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 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 23, 2026.

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

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 28, 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.
Southwest
8.0
Very good
4,265 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

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.
Southwest
8.0
Very good
4,265 reviews
Southwest
8.0
Very good
4,265 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

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.
United Airlines
7.4
Good
9,751 reviews
Southwest
8.0
Very good
4,265 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

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.
American Airlines
7.1
Good
11,639 reviews
Southwest
8.0
Very good
4,265 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

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.
Spirit Airlines
6.2
Okay
Southwest
8.0
Very good
4,265 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

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.
Frontier
5.6
Fair
2,930 reviews
Southwest
8.0
Very good
4,265 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

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 Delta, United Airlines, and Southwest 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 4h 05m. 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 $520). 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 May 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$45Average$102FlexibilityNo cancel feeOn-time65%
FrontierCheapest$58Average$161FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$127Average$258FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$140Average$374FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$148Average$406FlexibilityNo cancel feeOn-time71%
DeltaCheapest$183Average$364FlexibilityNo cancel feeOn-timeN/A

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