How does KAYAK find such low prices on flights from Maryland to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maryland to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maryland to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Maryland to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Maryland with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maryland to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$90 CHEAP FLIGHTS from Maryland to Chicago

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals

Cheap Flights from Maryland to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Maryland to Chicago

Tue, Dec 22 - Thu, Dec 24

6:12 pm - 7:36 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

10:53 am - 2:00 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 07mnonstop

$179Frontier

Tue, Oct 20 - Fri, Nov 27

9:12 pm - 11:32 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

15h 20m1 stop Atlanta Hartsfield-Jackson

2:52 pm - 6:02 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 10mnonstop

$179Frontier

Thu, Oct 29 - Thu, Nov 5

5:40 am - 6:18 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

13h 38m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

7:50 pm - 9:21 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

12h 31m1 stop Atlanta Hartsfield-Jackson

$188Multiple Airlines

Thu, Oct 29 - Sat, Oct 31

5:40 am - 6:18 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

13h 38m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

7:15 am - 4:14 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

7h 59m1 stop Atlanta Hartsfield-Jackson

$213Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

10:10 am - 11:30 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

11:00 am - 2:06 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 06mnonstop

$226United Airlines

Tue, Dec 29 - Tue, Dec 29

5:01 pm - 6:38 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 37mnonstop

8:43 pm - 11:59 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 16mnonstop

$293American Airlines

Wed, Oct 28 - Sat, Oct 31

6:10 am - 7:29 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 19mnonstop

6:29 pm - 9:42 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 13mnonstop

$297United Airlines

Tue, Nov 10 - Tue, Nov 17

6:20 pm - 8:04 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 44mnonstop

9:00 pm - 11:55 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

1h 55mnonstop

$297American Airlines

Thu, Nov 12 - Sat, Nov 14

12:35 pm - 1:40 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

4:25 pm - 7:20 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$297Southwest

Mon, Oct 26 - Tue, Oct 27

6:15 am - 7:15 amBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

1:00 pm - 3:45 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 45mnonstop

$297Southwest

Recent last minute flight deals from Maryland to Chicago

Fri, Oct 2 - Mon, Oct 26

10:20 am - 11:40 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

6:00 am - 9:03 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 03mnonstop

$257Frontier

Fri, Oct 2 - Mon, Oct 26

10:20 am - 11:40 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

6:00 am - 9:03 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 03mnonstop

$261Frontier

Fri, Oct 2 - Mon, Oct 26

7:50 am - 8:50 amBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

6:25 pm - 9:15 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$395Southwest

Wed, Oct 7 - Wed, Oct 14

6:38 am - 11:51 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

6h 13m1 stop Atlanta Hartsfield-Jackson

12:30 pm - 8:20 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

18h 50m3 stops Quincy Regional Nashville Intl Orlando

$397Multiple Airlines

Tue, Oct 6 - Wed, Oct 14

3:10 pm - 10:59 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

8h 49m1 stop Orlando

12:30 pm - 8:20 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

18h 50m3 stops Quincy Regional Nashville Intl Orlando

$397Multiple Airlines

Fri, Oct 2 - Mon, Oct 26

7:50 am - 8:50 amBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

8:00 am - 12:40 pmMDW Chicago Midway-BWI Baltimore/Washington

3h 40m1 stop Raleigh-Durham

$401Southwest

Sat, Oct 3 - Sat, Oct 3

6:29 am - 7:50 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 21mnonstop

10:49 am - 1:58 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 09mnonstop

$422United Airlines

Tue, Oct 6 - Wed, Oct 7

7:10 pm - 8:29 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 19mnonstop

5:55 pm - 9:02 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 07mnonstop

$427United Airlines

Sat, Oct 3 - Tue, Oct 6

6:00 am - 7:29 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 29mnonstop

7:59 am - 11:01 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 02mnonstop

$427American Airlines

Tue, Oct 6 - Tue, Oct 13

11:40 am - 12:59 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 19mnonstop

7:59 am - 11:01 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 02mnonstop

$427American Airlines

Recent direct flight deals from Maryland to Chicago

Tue, Dec 22 - Thu, Dec 24

6:12 pm - 7:36 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

10:53 am - 2:00 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 07mnonstop

$179Frontier

Mon, Dec 21 - Tue, Dec 22

6:12 pm - 7:36 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

10:53 am - 2:00 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 07mnonstop

$179Frontier

Thu, Oct 29 - Thu, Nov 5

9:53 am - 11:23 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 30mnonstop

6:00 am - 8:57 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

1h 57mnonstop

$179Frontier

Sat, Nov 7 - Mon, Nov 9

10:10 am - 11:30 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

11:00 am - 2:06 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 06mnonstop

$226United Airlines

Tue, Dec 29 - Tue, Dec 29

5:01 pm - 6:38 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 37mnonstop

8:43 pm - 11:59 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 16mnonstop

$293American Airlines

Wed, Oct 28 - Sat, Oct 31

6:10 am - 7:29 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 19mnonstop

6:29 pm - 9:42 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 13mnonstop

$297United Airlines

Tue, Nov 10 - Tue, Nov 17

6:20 pm - 8:04 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 44mnonstop

9:00 pm - 11:55 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

1h 55mnonstop

$297American Airlines

Thu, Nov 12 - Sat, Nov 14

12:35 pm - 1:40 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

4:25 pm - 7:20 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$297Southwest

Mon, Oct 26 - Tue, Oct 27

6:15 am - 7:15 amBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

1:00 pm - 3:45 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 45mnonstop

$297Southwest

Thu, Nov 5 - Mon, Nov 9

10:09 am - 11:29 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

11:00 am - 2:06 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 06mnonstop

$297United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$90

Best time to beat the crowds with an average 22% drop in price.

Most popular time to fly with an average 18% increase in price.

Flight from Baltimore to Chicago Midway Airport

How does KAYAK find such low prices on flights from Maryland to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maryland to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maryland to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Maryland is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Maryland to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Maryland with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maryland to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

More options for your flight to Chicago

Add a hotel or car rental

Cabin class

Direct Flights

Origins

Other airports

Other destinations

Return flight

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago

$90 Find Cheap Flights from Maryland to Chicago - Compare and Save

Cheap Flights from Maryland to Chicago

Recent round-trip flight deals from Maryland to Chicago

Recent one-way flight deals from Maryland to Chicago

Recent last minute flight deals from Maryland to Chicago

Recent direct flight deals from Maryland to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Maryland to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Maryland

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight