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>

$89 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

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, May 7 - Tue, May 12

8:00 am - 11:38 pm

PHL

ORD

16h 38m

1 stop

5:05 am - 3:42 pm

ORD

PHL

9h 37m

1 stop

$187Multiple Airlines

Sat, May 23 - Wed, May 27

5:30 pm - 10:35 pm

PHL

MDW

6h 05m

1 stop

7:55 am - 10:50 am

MDW

PHL

1h 55mnonstop

$187Southwest

Thu, May 14 - Sun, May 17

5:13 pm - 6:51 pm

PHL

ORD

2h 38mnonstop

10:22 am - 1:06 am

ORD

PHL

13h 44m

1 stop

$188Frontier

Tue, Jun 2 - Sat, Jun 6

6:10 am - 2:12 pm

PHL

MDW

9h 02m

1 stop

6:00 am - 12:25 pm

MDW

PHL

5h 25m

1 stop

$188Frontier

Wed, May 6 - Thu, May 7

6:45 am - 7:55 am

PHL

ORD

26h 10m

2 stops

7:56 pm - 11:22 pm

ORD

PHL

2h 26mnonstop

$189Multiple Airlines

Thu, May 28 - Mon, Jun 1

8:41 pm - 10:14 pm

PHL

ORD

2h 33mnonstop

6:35 am - 9:39 am

ORD

PHL

2h 04mnonstop

$193United Airlines

Tue, May 26 - Sat, May 30

6:12 am - 8:43 am

PHL

MDW

3h 31m

1 stop

6:36 pm - 11:07 pm

MDW

PHL

3h 31m

1 stop

$196Delta

Wed, May 20 - Tue, May 26

5:55 am - 7:24 am

DCA

ORD

2h 29mnonstop

12:35 pm - 7:15 pm

ORD

DCA

5h 40m

1 stop

$219American Airlines

Sat, May 23 - Mon, May 25

5:05 pm - 6:27 pm

DCA

ORD

2h 22mnonstop

6:00 am - 8:54 am

ORD

DCA

1h 54mnonstop

$223United Airlines

Wed, May 27 - Thu, Jun 4

12:27 pm - 4:29 pm

DCA

ORD

5h 02m

1 stop

5:19 pm - 10:59 pm

ORD

DCA

4h 40m

1 stop

$224Delta

Useful Info

Low season	February
High season	July
Cheapest flight	$89

Best time to beat the crowds with an average 10% drop in price.

Flight from Philadelphia 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

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 $488

Business Class flights to Chicagofrom $672

Premium Economy Class flights to Chicagofrom $375

Economy Class flights to Chicagofrom $198

$89 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