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$59+ Cheap flights from Maryland to Illinois

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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — ORD
May 30 — Jun 61
Sat 5/30
Sat 6/6
1 adult, Economy
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Cheap flight deals from Maryland to Illinois

Cheapest flights from Maryland to Illinois
Explore the most affordable flight options available from Maryland to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/269:13 pm
BWI
-
STL
1 stop12h 42m
Frontier
Tue 6/26:33 pm
STL
-
BWI
1 stop12h 10m
Frontier
Deal found 4/28$124
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Tue 6/239:43 pm
BWI
-
STL
1 stop12h 09m
Frontier
Wed 6/245:06 pm
STL
-
BWI
1 stop13h 29m
Frontier
Deal found 4/27$126
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sun 5/249:43 pm
BWI
-
STL
1 stop12h 12m
Frontier
Wed 5/275:27 pm
STL
-
BWI
1 stop13h 16m
Frontier
Deal found 4/29$127
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/279:13 pm
BWI
-
STL
1 stop21h 20m
Frontier
Wed 6/35:27 pm
STL
-
BWI
1 stop13h 16m
Frontier
Deal found 4/28$129
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/286:45 am
BWI
-
STL
1 stop11h 48m
Frontier
Mon 6/15:27 pm
STL
-
BWI
1 stop13h 16m
Frontier
Deal found 4/29$132
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/59:23 pm
BWI
-
STL
1 stop12h 32m
Frontier
Mon 6/85:27 pm
STL
-
BWI
1 stop13h 08m
Frontier
Deal found 4/30$133
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/286:45 am
BWI
-
STL
1 stop11h 48m
Frontier
Sat 6/65:27 pm
STL
-
BWI
1 stop13h 16m
Frontier
Deal found 4/28$136
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 5/269:13 pm
BWI
-
STL
1 stop12h 42m
Frontier
Thu 5/286:33 pm
STL
-
BWI
1 stop20h 49m
Frontier
Deal found 4/26$137
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:52 am
BWI
-
STL
1 stop9h 41m
Frontier
Tue 6/96:31 pm
STL
-
BWI
1 stop12h 04m
Frontier
Deal found 4/25$138
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/286:45 am
BWI
-
STL
1 stop11h 48m
Frontier
Tue 6/26:33 pm
STL
-
BWI
1 stop12h 10m
Frontier
Deal found 4/26$147
This Super.com deal was found by Cheapflights users on 4/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:06 pm
PHL
-
ORD
Nonstop2h 38m
Frontier
Thu 5/141:59 pm
ORD
-
PHL
1 stop7h 11m
Frontier
Deal found 4/27$184
This Trip.com deal was found by Cheapflights users on 4/29. 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.
Fri 5/296:30 am
PHL
-
MDW
1 stop5h 39m
Frontier
Sat 5/306:00 am
MDW
-
PHL
1 stop5h 25m
Frontier
Deal found 4/29$184

Find flight deals from Maryland to Illinois

Keep the following information in mind while searching for Maryland to Illinois flight deals. Data was last updated April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$124
(Kiwi.com)

One-way from

$59
(Trip.com)

Popular in

April

Cheapest in

September

Average price

$329

Good round-trip deal

$310 or less

Good one-way deal

$176 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Chicago (CHI) flights.
Search Deals
From Maryland to Illinois
Search Deals
One-way flight from Maryland to Illinois
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Maryland to Illinois.
Search Deals
Price to beat on a one-way flight from Maryland to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Illinois 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 April 30, 2026.
Use the filters below to find and compare flights from Maryland to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Tue 5/26

6:05 am-8:45 am

1 stop3h 40m

Chicago O'Hare Intl

Thu 5/28

11:09 am-4:33 pm

1 stop4h 24m

$228

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 6/6

6:05 am-8:45 am

1 stop3h 40m

Chicago O'Hare Intl

Tue 6/9

2:30 pm-8:58 pm

1 stop5h 28m

$228

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 6/3

7:38 pm-12:08 am

1 stop5h 30m

Chicago O'Hare Intl

Thu 6/4

6:06 pm-12:51 am

1 stop5h 45m

$228

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 6/3

5:33 pm-9:09 pm

1 stop4h 36m

Chicago Midway

Thu 6/4

6:23 am-2:10 pm

1 stop6h 47m

$228

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 5/27

5:33 pm-9:09 pm

1 stop4h 36m

Chicago Midway

Sat 5/30

6:36 pm-10:56 pm

1 stop3h 20m

$228

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 5/27

9:25 am-12:42 pm

1 stop4h 17m

Chicago Midway

Mon 6/1

6:36 pm-11:17 pm

1 stop3h 41m

$232

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 6/13

7:00 pm-8:22 pm

Nonstop2h 22m

Chicago O'Hare Intl

Wed 6/17

3:00 pm-6:12 pm

Nonstop2h 12m

$233

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 7/1

8:25 am-9:39 am

Nonstop2h 14m

Chicago O'Hare Intl

Tue 7/7

9:40 pm-12:48 am

Nonstop2h 08m

$233

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 6/13

6:35 am-9:15 am

1 stop3h 40m

Chicago Midway

Wed 6/17

4:10 pm-7:00 pm

Nonstop1h 50m

$237

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 5/28

10:15 pm-11:26 pm

Nonstop2h 11m

Chicago O'Hare Intl

Thu 6/4

3:53 pm-7:02 pm

Nonstop2h 09m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Maryland to Illinois

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

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

The price you pay for your flight from Maryland to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, May is the cheapest month in which you can book a flight from Maryland to Illinois (average of $34). Flying from Maryland to Illinois in August is currently the most expensive (average of $631). 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 MD to IL?

Find hourly flight availability from Maryland to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 31% on flights from Maryland to Illinois by exploring options for tickets in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Maryland to Illinois. Price data was last updated on April 25, 2026.

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

Weekly flight availability from Maryland to Illinois

Explore weekly flight availability from Maryland to Illinois. 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 April 30, 2026.

The most flights from USMD to USIL are scheduled on a Wednesday (22 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 on average).

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated April 30, 2026.
Read through reviews of airlines operating flights from Maryland to Illinois, 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
4,314 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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.
United Airlines
7.4
Good
9,677 reviews
Southwest
8.0
Very good
4,314 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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.
American Airlines
7.1
Good
11,681 reviews
Southwest
8.0
Very good
4,314 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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.
Spirit Airlines
6.3
Okay
8,634 reviews
Southwest
8.0
Very good
4,314 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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.
Frontier
5.7
Fair
2,969 reviews
Southwest
8.0
Very good
4,314 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

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 Maryland to Illinois. 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 Maryland to Illinois?

    For as low as $233, Delta can have you in Illinois from Maryland in 2h 22m. The distance from Maryland to Illinois is about 610 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $40. However, be on the lookout for offers from Spirit Airlines and Southwest, as they are both options that can get you from Maryland to Illinois for a low price.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Maryland to Illinois (average of $34). Flying from Maryland to Illinois in August is currently the most expensive (average of $631). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Maryland to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Maryland to Illinois

Discover the top 5 airlines that operate flights from Maryland to Illinois. 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$43Average$118FlexibilityNo cancel feeOn-time65%
FrontierCheapest$57Average$164FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$131Average$372FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$134Average$292FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$387FlexibilityNo cancel feeOn-time71%

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