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>

$68 Cheap Flights from Maryland to Chicago

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

...and more

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Cheapest round-trip

$77

Overall average: $219

Frontier

Thu 1/15Mon 1/19

BWI - ORD • Non-stop

Cheapest one-way

$68

Typical prices: $114-$321

Frontier

Sat 1/17

DCA - ORD • 1 stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

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, Jan 15 - Mon, Jan 19

7:45 pm - 9:12 pm

BWI

ORD

2h 27mnonstop

6:00 am - 9:00 am

ORD

BWI

2h 00mnonstop

$77Frontier

Thu, Jan 15 - Sun, Jan 18

7:45 pm - 9:12 pm

BWI

ORD

2h 27mnonstop

7:35 am - 10:35 am

ORD

BWI

2h 00mnonstop

$78Frontier

Mon, Jan 26 - Thu, Jan 29

7:47 pm - 9:27 pm

PHL

ORD

2h 40mnonstop

8:43 pm - 8:47 am

ORD

PHL

11h 04m1 stop

$105Multiple Airlines

Tue, Jan 13 - Sat, Jan 17

4:45 pm - 6:25 pm

PHL

ORD

2h 40mnonstop

7:20 am - 8:01 pm

ORD

PHL

11h 41m1 stop

$107Multiple Airlines

Mon, Jan 26 - Mon, Feb 2

8:20 am - 9:03 pm

PHL

ORD

13h 43m1 stop

8:43 pm - 11:19 am

ORD

PHL

13h 36m1 stop

$113Spirit Airlines

Wed, Jan 21 - Sun, Jan 25

1:40 pm - 11:46 pm

PHL

ORD

11h 06m1 stop

8:43 pm - 8:47 am

ORD

PHL

11h 04m1 stop

$115Spirit Airlines

Sat, Jan 17 - Sun, Jan 18

5:50 pm - 7:00 pm

BWI

MDW

2h 10mnonstop

9:50 am - 12:40 pm

MDW

BWI

1h 50mnonstop

$129Southwest

Sun, Jan 18 - Sun, Jan 18

5:40 am - 7:00 am

PHL

MDW

2h 20mnonstop

10:00 am - 12:55 pm

MDW

PHL

1h 55mnonstop

$139Southwest

Thu, Jan 22 - Mon, Jan 26

6:00 am - 7:36 pm

DCA

ORD

14h 36m1 stop

9:40 am - 10:59 pm

ORD

DCA

12h 19m1 stop

$163JetBlue

Thu, Jan 22 - Mon, Jan 26

6:00 am - 7:36 pm

DCA

ORD

14h 36m1 stop

9:40 am - 10:59 pm

ORD

DCA

12h 19m1 stop

$164JetBlue

Useful Info

Low season	February
High season	July
Cheapest flight	$68

Best time to beat the crowds with an average 24% drop in price.

Most popular time to fly with an average 1% increase in price.

Flight from Reagan Washington National Airport to Chicago O'Hare 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

Lansing

Valparaiso

Chesterton

Schererville

Munster

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 $567

Business Class flights to Chicagofrom $524

Prem Econ Class flights to Chicagofrom $375

Economy Class flights to Chicagofrom $59

$68 Find Cheap Flights from Maryland to Chicago

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

Everything you should know

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