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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$69 CHEAP FLIGHTS from Maryland to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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Flight Deals

Cheap Flights from Maryland to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maryland to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Thu, Aug 28 - Thu, Sep 4

4:01 pm - 5:05 pmBWI-MDW

2h 04mnonstop

1:49 pm - 4:50 pmMDW-BWI

2h 01mnonstop

$116Frontier

Find Deal

Thu, Sep 25 - Sun, Sep 28

1:17 pm - 6:50 pmBWI-ORD

6h 33m1 stop

6:10 am - 9:02 amORD-BWI

1h 52mnonstop

$116Spirit Airlines

Find Deal

Thu, Sep 11 - Sun, Sep 14

9:59 pm - 11:20 pmBWI-ORD

2h 21mnonstop

6:10 am - 9:02 amORD-BWI

1h 52mnonstop

$126

Find Deal

Sat, Sep 13 - Mon, Sep 15

4:20 pm - 9:58 pmBWI-ORD

6h 38m1 stop

10:25 am - 7:10 pmORD-BWI

7h 45m1 stop

$130

Find Deal

Sat, Nov 1 - Sat, Nov 8

12:40 pm - 2:00 pmPHL-ORD

2h 20mnonstop

6:13 pm - 9:21 pmORD-PHL

2h 08mnonstop

$139United Airlines

Find Deal

Tue, Sep 16 - Tue, Sep 23

3:20 pm - 4:25 pmPHL-MDW

2h 05mnonstop

2:40 pm - 5:40 pmMDW-PHL

2h 00mnonstop

$139Southwest

Find Deal

Tue, Sep 16 - Tue, Sep 23

7:25 pm - 8:25 pmBWI-MDW

2h 00mnonstop

6:50 pm - 9:40 pmMDW-BWI

1h 50mnonstop

$139Southwest

Find Deal

Fri, Oct 3 - Tue, Oct 7

6:29 am - 7:44 amBWI-ORD

2h 15mnonstop

7:00 am - 9:55 amORD-BWI

1h 55mnonstop

$158United Airlines

Find Deal

Sat, Sep 20 - Mon, Sep 22

12:36 pm - 2:06 pmPHL-ORD

2h 30mnonstop

9:37 pm - 12:45 amORD-PHL

2h 08mnonstop

$158American Airlines

Find Deal

Wed, Sep 17 - Mon, Sep 22

10:49 am - 12:02 pmDCA-ORD

2h 13mnonstop

6:54 pm - 10:00 pmORD-DCA

2h 06mnonstop

$198American Airlines

Find Deal

Useful Info

Low season	January
High season	October
Cheapest flight	$69

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly and prices are also 3% lower on average.

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

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Chesterton

Munster

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Maryland

First Class flights to Chicagofrom $398

Business Class flights to Chicagofrom $473

Prem Econ Class flights to Chicagofrom $1,700

Economy Class flights to Chicagofrom $99

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$69 Find Cheap Flights from Maryland to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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

FAQs for booking flights from Maryland to Chicago

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.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Maryland

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

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight