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$55+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — ORD
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Maryland to Illinois

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(Frontier)

One-way from

$55
(Frontier)

Popular in

March

Cheapest in

September

Average price

$244

Good round-trip deal

$135 or less

Good one-way deal

$72 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Chicago (CHI) flights.
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From Maryland to Illinois
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One-way flight from Maryland to Illinois
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Highest demand for flights based on searches. 0% potential increase in price ($2 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 February 2025
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Price to beat on a round-trip flight from Maryland to Illinois.
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Price to beat on a one-way flight from Maryland to Illinois.
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Find 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 February 22, 2025.

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.
Mon 4/74:43 pmBWI - MDW
Nonstop2h 06mFrontier
Mon 4/141:03 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 2/20$95
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.
Wed 4/25:18 pmBWI - ORD
1 stop8h 24mFrontier
Sat 4/57:20 amORD - BWI
1 stop12h 46mFrontier
Deal found 2/21$100
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/196:16 pmBWI - ORD
1 stop6h 43mSpirit Airlines
Tue 3/256:25 pmORD - BWI
1 stop4h 47mSpirit Airlines
Deal found 2/20$101
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/75:47 pmBWI - ORD
1 stop5h 41mMultiple Airlines
Thu 5/87:00 amORD - BWI
1 stop11h 59mMultiple Airlines
Deal found 2/20$106
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:23 pmIAD - ORD
1 stop7h 15mFrontier
Sat 5/317:59 pmORD - IAD
1 stop9h 33mFrontier
Deal found 2/22$158
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/311:45 amIAD - MDW
1 stop8h 50mFrontier
Sat 4/512:58 pmMDW - IAD
1 stop20h 57mFrontier
Deal found 2/21$158
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 4/24:50 pmBWI - MDW
Nonstop2h 10mSouthwest
Sat 4/58:55 pmMDW - BWI
Nonstop1h 45mSouthwest
Deal found 2/21$159
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/46:00 pmDCA - ORD
1 stop7h 37mFrontier
Mon 4/76:40 amORD - DCA
1 stop14h 19mFrontier
Deal found 2/22$160
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.
Sun 3/166:00 pmDCA - MDW
1 stop7h 17mFrontier
Wed 3/196:40 amMDW - DCA
1 stop9h 19mFrontier
Deal found 2/20$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 3/198:40 pmBWI - ORD
Nonstop2h 20mSouthwest
Wed 3/2611:25 amORD - BWI
Nonstop1h 50mSouthwest
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.
Sat 3/227:30 amBWI - ORD
Nonstop2h 21mAmerican Airlines
Sat 3/296:49 pmORD - BWI
Nonstop1h 57mAmerican Airlines
Deal found 2/22$169
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.
Thu 3/136:00 amDCA - ORD
Nonstop2h 12mAmerican Airlines
Mon 3/178:19 pmORD - DCA
Nonstop1h 56mAmerican Airlines
Deal found 2/22$177

Find flights from Maryland to Illinois within your budget

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 February 22, 2025.

Fly from

Maryland

Fly to

Illinois

Route

Depart

Return

Price

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Mon 4/7

4:43 pm-5:49 pm

Nonstop2h 06m

Chicago Midway

Mon 4/14

1:03 pm-3:53 pm

Nonstop1h 50m

$95

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 4/2

5:18 pm-12:42 am

1 stop8h 24m

Chicago O'Hare Intl

Sat 4/5

7:20 am-9:06 pm

1 stop12h 46m

$100

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 3/19

6:16 pm-11:59 pm

1 stop6h 43m

Chicago O'Hare Intl

Tue 3/25

6:25 pm-12:12 am

1 stop4h 47m

$101

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 5/7

5:47 pm-10:28 pm

1 stop5h 41m

Chicago O'Hare Intl

Thu 5/8

7:00 am-7:59 pm

1 stop11h 59m

$106

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 4/3

11:45 am-7:35 pm

1 stop8h 50m

Chicago Midway

Sat 4/5

12:58 pm-10:55 am

1 stop20h 57m

$158

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 4/2

4:50 pm-6:00 pm

Nonstop2h 10m

Chicago Midway

Sat 4/5

8:55 pm-11:40 pm

Nonstop1h 45m

$159

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 4/4

6:00 pm-12:37 am

1 stop7h 37m

Chicago O'Hare Intl

Mon 4/7

6:40 am-9:59 pm

1 stop14h 19m

$160

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 3/24

4:31 pm-10:57 am

1 stop19h 26m

Chicago O'Hare Intl

Sat 3/29

1:25 pm-9:25 pm

1 stop7h 00m

$160

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Sun 3/16

6:00 pm-12:17 am

1 stop7h 17m

Chicago Midway

Wed 3/19

6:40 am-4:59 pm

1 stop9h 19m

$160

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 3/19

8:40 pm-10:00 pm

Nonstop2h 20m

Chicago O'Hare Intl

Wed 3/26

11:25 am-2:15 pm

Nonstop1h 50m

$168

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 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.

Travel insights for flights from Maryland to Illinois

Get recent, data-driven insights about flights from Maryland to Illinois including ideal travel times, pricing trends, and more.

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

Currently, August is the cheapest month in which you can book a flight from Maryland to Illinois (average of $245). Flying from Maryland to Illinois in March is currently the most expensive (average of $321). 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 February 22, 2025.

When flying from Maryland to Illinois, 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 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 February 22, 2025.

The most flights from USMD to USIL are scheduled on a Wednesday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 22, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Maryland to Illinois to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,396 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

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

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

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

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

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

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

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

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

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

Boarding

8.2

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

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 Maryland to Illinois. 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 Maryland to Illinois 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 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, August is the cheapest month in which you can book a flight from Maryland to Illinois (average of $245). Flying from Maryland to Illinois in March is currently the most expensive (average of $321). 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.

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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 6 airlines flying from Maryland to Illinois

Discover the top 6 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$155FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$101Average$197FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$133Average$433FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$149Average$357FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$158Average$289FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$266FlexibilityNo cancel feeOn-timeN/A
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