Illinois

$103+ Cheap flights from Maryland to Illinois

BWI — ORD
Dec 3 — Dec 101
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Cheap flight deals from Maryland to Illinois

Cheapest flights from Maryland to Illinois

Thu 11/262:29 pm -
Nonstop2h 28m
Fri 11/277:49 am -
1 stop8h 56m
Deal found 11/3$193
Mon 11/232:29 pm -
Nonstop2h 28m
Tue 11/246:20 am -
1 stop27h 07m
Deal found 11/3$194
Thu 12/106:00 am -
1 stop11h 06m
Fri 12/115:02 pm -
1 stop5h 02m
Deal found 11/3$195
Thu 11/199:53 am -
Nonstop2h 30m
Mon 11/237:49 am -
1 stop8h 56m
Deal found 10/31$195
Wed 11/1810:41 am -
1 stop8h 49m
Thu 11/196:00 am -
Nonstop1h 57m
Deal found 11/2$196
Thu 12/31:54 pm -
1 stop8h 40m
Sat 12/54:00 pm -
1 stop5h 41m
Deal found 11/2$197
Wed 12/166:00 am -
1 stop6h 33m
Sat 12/198:35 pm -
1 stop12h 22m
Deal found 11/3$198
Sat 11/216:40 pm -
1 stop5h 38m
Fri 11/272:52 pm -
Nonstop2h 10m
Deal found 11/1$198
Wed 12/28:15 pm -
Nonstop2h 15m
Wed 12/912:50 pm -
Nonstop1h 40m
Deal found 11/2$199
Wed 12/26:10 am -
Nonstop2h 21m
Wed 12/96:50 am -
Nonstop1h 54m
Deal found 11/2$199
Sat 12/126:00 am -
1 stop6h 33m
Tue 12/1512:28 pm -
1 stop9h 13m
Deal found 10/31$200
Sat 12/192:26 pm -
Nonstop2h 24m
Mon 12/281:10 pm -
Nonstop2h 03m
Deal found 11/2$200

Find flight deals from Maryland to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(Expedia)

One-way from

$103
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$318

Good round-trip deal

$323 or less

Good one-way deal

$166 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Chicago (CHI) flights.
From Maryland to Illinois
One-way flight from Maryland to Illinois
Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Maryland to Illinois.
Price to beat on a one-way flight from Maryland to Illinois.

Cheapflights Fare Finder

 
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

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Thu 11/26

6:57 pm-12:43 am

1 stop6h 46m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$108
Quickest round-trip

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 11/26

1:30 pm-2:35 pm

Nonstop2h 05m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$130

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Thu 11/26

10:10 am-11:30 am

Nonstop2h 20m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 12/24

8:15 pm-9:30 pm

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Thu 1/21

6:05 am-7:30 am

Nonstop2h 25m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Mon 12/7

7:55 am-9:00 am

Nonstop2h 05m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$139

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Fri 12/11

6:10 am-7:31 am

Nonstop2h 21m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$140

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Wed 11/25

6:00 am-9:46 am

1 stop4h 46m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$149

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Fri 12/18

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$149

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Mon 11/23

6:00 am-10:39 am

1 stop5h 39m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Maryland to Illinois (average of $225). Flying from Maryland to Illinois in June is currently the most expensive (average of $378). 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?

Unlike in the morning, when flights are generally more expensive, you can save up to 17% on flights from Maryland to Illinois by exploring options for tickets at noon.

Weekly flight availability from Maryland to Illinois

The most flights from USMD to USIL are scheduled on a Monday (18 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

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

Airfare is below average for this route at the moment.
Maryland to Illinois flights typically cost between $259 and $427 in December.
The cheapest round-trip price found within the last 5 days was $193 on Frontier (Dec 18-Dec 21).

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 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Travelers seeking maximum savings on their Maryland to Illinois 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.

Reviews of airlines servicing Illinois

Read through reviews of airlines operating flights from Maryland to Illinois, such as Southwest,Delta, andUnited 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.

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • How long is the flight from Maryland to Illinois?

    For as low as $259, United Airlines can have you in Illinois from Maryland in 2h 05m. The distance from Maryland to Illinois is about 609 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 $29. However, be on the lookout for offers from American 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, January is the cheapest month in which you can book a flight from Maryland to Illinois (average of $225). Flying from Maryland to Illinois in June is currently the most expensive (average of $378). 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

Alternative routes for Maryland to Illinois

Top 5 airlines flying from Maryland to Illinois

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$241FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$131Average$413FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$197Average$366FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$198Average$375FlexibilityNo cancel feeOn-time63%
DeltaCheapest$308Average$413FlexibilityNo cancel feeOn-timeN/A

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