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.

$93 CHEAP FLIGHTS from Maryland to Chicago

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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

Sun, Oct 11 - Sat, Oct 17

9:09 pm - 10:39 pmPHL Philadelphia-ORD Chicago O'Hare Intl

2h 30mnonstop

4:41 pm - 8:04 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 23mnonstop

$174Frontier

Wed, Oct 14 - Mon, Oct 19

12:35 pm - 6:31 pmPHL Philadelphia-ORD Chicago O'Hare Intl

6h 56m1 stop Atlanta Hartsfield-Jackson

7:44 pm - 7:21 amORD Chicago O'Hare Intl-PHL Philadelphia

10h 37m1 stop Atlanta Hartsfield-Jackson

$175Frontier

Tue, Nov 10 - Wed, Nov 11

11:45 am - 1:00 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

6:25 pm - 9:25 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

$186Southwest

Wed, Jan 20 - Sat, Jan 23

5:20 pm - 6:40 pmPHL Philadelphia-MDW Chicago Midway

2h 20mnonstop

9:50 am - 12:45 pmMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

$186Southwest

Wed, Oct 28 - Sun, Nov 1

1:56 pm - 8:50 amBWI Baltimore/Washington-RFD Chicago Greater Rockford

19h 54m1 stop Fort Lauderdale

10:20 am - 1:01 pmRFD Chicago Greater Rockford-BWI Baltimore/Washington

25h 41m1 stop Fort Lauderdale

$186Multiple Airlines

Tue, Oct 6 - Fri, Oct 9

9:09 am - 10:29 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

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

2h 07mnonstop

$198United Airlines

Mon, Oct 5 - Sat, Oct 10

5:59 pm - 11:51 amPHL Philadelphia-ORD Chicago O'Hare Intl

18h 52m2 stops Tampa St. Petersburg Atlanta Hartsfield-Jackson

4:41 pm - 8:04 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 23mnonstop

$199Multiple Airlines

Thu, Nov 12 - Sat, Nov 14

9:30 am - 10:50 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 20mnonstop

7:00 am - 2:27 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

6h 27m1 stop Newark

$203United Airlines

Sat, Oct 10 - Sat, Oct 17

3:50 pm - 10:33 pmPHL Philadelphia-MDW Chicago Midway

7h 43m1 stop Atlanta Hartsfield-Jackson

9:29 am - 4:44 pmMDW Chicago Midway-PHL Philadelphia

6h 15m1 stop Detroit Metropolitan Wayne County

$205Delta

Tue, Jan 12 - Tue, Jan 19

11:00 am - 4:12 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 12m1 stop New York LaGuardia

10:35 am - 4:24 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 49m1 stop New York LaGuardia

$235Delta

Recent last minute flight deals from Maryland to Chicago

Sun, Sep 20 - Thu, Oct 1

3:30 pm - 10:59 pmPHL Philadelphia-ORD Chicago O'Hare Intl

8h 29m1 stop Orlando

7:25 am - 10:49 amORD Chicago O'Hare Intl-PHL Philadelphia

2h 24mnonstop

$210Frontier

Sun, Sep 20 - Thu, Oct 1

7:15 am - 10:59 pmPHL Philadelphia-ORD Chicago O'Hare Intl

16h 44m1 stop Orlando

7:25 am - 10:49 amORD Chicago O'Hare Intl-PHL Philadelphia

2h 24mnonstop

$211Frontier

Wed, Sep 16 - Sat, Sep 19

10:20 pm - 11:56 pmPHL Philadelphia-ORD Chicago O'Hare Intl

2h 36mnonstop

8:45 am - 11:52 amORD Chicago O'Hare Intl-PHL Philadelphia

2h 07mnonstop

$375American Airlines

Sat, Sep 19 - Tue, Sep 22

7:00 am - 8:36 amPHL Philadelphia-ORD Chicago O'Hare Intl

2h 36mnonstop

4:54 pm - 8:16 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 22mnonstop

$375American Airlines

Wed, Sep 16 - Wed, Sep 23

11:04 am - 12:29 pmPHL Philadelphia-ORD Chicago O'Hare Intl

2h 25mnonstop

9:05 am - 12:23 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 18mnonstop

$375United Airlines

Tue, Sep 15 - Tue, Sep 15

6:25 am - 7:50 amPHL Philadelphia-ORD Chicago O'Hare Intl

2h 25mnonstop

4:07 pm - 7:31 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 24mnonstop

$375United Airlines

Sat, Sep 19 - Wed, Sep 23

12:10 pm - 1:10 pmPHL Philadelphia-MDW Chicago Midway

2h 00mnonstop

1:00 pm - 4:00 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

$375Southwest

Tue, Sep 15 - Tue, Sep 15

1:45 pm - 2:50 pmPHL Philadelphia-MDW Chicago Midway

2h 05mnonstop

5:55 pm - 9:00 pmMDW Chicago Midway-PHL Philadelphia

2h 05mnonstop

$375Southwest

Fri, Sep 18 - Mon, Sep 21

6:46 pm - 10:59 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

29h 13m2 stops Blountville Tri Cities TN/VA Orlando

10:26 am - 5:18 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 52m1 stop Atlanta Hartsfield-Jackson

$377Multiple Airlines

Sat, Sep 19 - Thu, Sep 24

9:25 pm - 7:13 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

22h 48m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

10:26 am - 4:46 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

5h 20m1 stop Atlanta Hartsfield-Jackson

$433Multiple Airlines

Recent direct flight deals from Maryland to Chicago

Sun, Oct 11 - Sat, Oct 17

9:09 pm - 10:39 pmPHL Philadelphia-ORD Chicago O'Hare Intl

2h 30mnonstop

4:41 pm - 8:04 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 23mnonstop

$174Frontier

Thu, Oct 22 - Mon, Nov 2

9:09 pm - 10:39 pmPHL Philadelphia-ORD Chicago O'Hare Intl

2h 30mnonstop

4:42 pm - 7:58 pmORD Chicago O'Hare Intl-PHL Philadelphia

2h 16mnonstop

$176Frontier

Thu, Oct 22 - Fri, Oct 23

9:58 am - 11:21 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 23mnonstop

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

2h 03mnonstop

$176Frontier

Tue, Nov 10 - Wed, Nov 11

11:45 am - 1:00 pmPHL Philadelphia-MDW Chicago Midway

2h 15mnonstop

6:25 pm - 9:25 pmMDW Chicago Midway-PHL Philadelphia

2h 00mnonstop

$186Southwest

Wed, Jan 20 - Sat, Jan 23

5:20 pm - 6:40 pmPHL Philadelphia-MDW Chicago Midway

2h 20mnonstop

9:50 am - 12:45 pmMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

$186Southwest

Wed, Jan 13 - Sat, Jan 16

7:35 am - 8:55 amPHL Philadelphia-MDW Chicago Midway

2h 20mnonstop

9:50 am - 12:45 pmMDW Chicago Midway-PHL Philadelphia

1h 55mnonstop

$186Southwest

Tue, Oct 6 - Fri, Oct 9

9:09 am - 10:29 amBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

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

2h 07mnonstop

$198United Airlines

Tue, Jan 12 - Tue, Jan 19

4:56 pm - 6:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 34mnonstop

12:49 pm - 3:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 10mnonstop

$211American Airlines

Wed, Oct 21 - Tue, Oct 27

2:05 pm - 3:21 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 16mnonstop

8:00 am - 11:08 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 08mnonstop

$215United Airlines

Wed, Oct 14 - Wed, Oct 21

6:30 pm - 7:59 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 29mnonstop

9:20 pm - 12:24 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 04mnonstop

$215American Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$93

Best time to beat the crowds with an average 21% drop in price.

Most popular time to fly with an average 19% increase in price.

Flight from Baltimore 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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$93 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

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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

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Flights to other popular destinations

Find deals for your return flight