How many flights depart from Chicago to Maryland on average per week?

85 flights are operational weekly from Chicago to Maryland as of October 2026. The most popular departure day for this route is Thu, with 40% of flights per week taking off on this day.

What is the cheapest airline that flies from Chicago to Maryland?

Frontier, Southwest, and United Airlines are the most popular carriers operating from Chicago to Maryland

How many flights depart from Chicago to Maryland on average per day?

As of October 2026, there are 12 flights per day flying from Chicago to Maryland. The most common time of day flights depart is 9:00PM, with 39% of flights taking off at noon.

What airlines fly to Maryland?

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Maryland from Chicago according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Maryland. Keep in mind that there are 4 different airlines that fly to Maryland on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to Maryland?

Prices for flights from Chicago to Maryland were last updated today.

How many operators does momondo search for flights from Chicago to Maryland?

The number of operators available for flights from Chicago to Maryland is 4 as of October 2026.

How old do you have to be to fly from Chicago to Maryland?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Maryland.

What documentation or ID do you need to fly to Maryland?

The travel and health documents required for your trip to Maryland can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maryland. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$90 Cheap Flights from Chicago to Maryland in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Maryland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:20 am - 5:47 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

8h 27m1 stop Atlanta Hartsfield-Jackson

2:40 pm - 4:04 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

$167Frontier

Fri, Dec 4 - Mon, Dec 7

7:08 pm - 5:46 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

21h 38m1 stop Atlanta Hartsfield-Jackson

2:40 pm - 4:04 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

$167Frontier

Fri, Dec 4 - Sun, Dec 6

7:45 am - 10:49 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 04mnonstop

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

2h 20mnonstop

$184United Airlines

Tue, Nov 10 - Wed, Nov 11

6:00 am - 9:00 amMDW Chicago Midway-BWI Baltimore/Washington

2h 00mnonstop

5:50 pm - 6:55 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

$199Southwest

Tue, Dec 8 - Tue, Dec 8

8:10 am - 11:20 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 10mnonstop

6:18 pm - 8:00 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 42mnonstop

$199American Airlines

Sat, Dec 5 - Tue, Dec 8

9:06 pm - 12:03 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

1h 57mnonstop

6:28 pm - 8:10 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 42mnonstop

$199American Airlines

Wed, Dec 2 - Sat, Dec 5

7:25 am - 10:29 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 04mnonstop

12:34 pm - 1:54 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

$200United Airlines

Thu, Nov 12 - Wed, Nov 18

12:50 pm - 3:30 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 40mnonstop

4:55 pm - 7:45 pmBWI Baltimore/Washington-MDW Chicago Midway

3h 50m1 stop Buffalo

$205Southwest

Tue, Dec 8 - Tue, Dec 8

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

2h 10mnonstop

3:25 pm - 1:30 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

23h 05m1 stop Fort Lauderdale

$230Multiple Airlines

Wed, Nov 25 - Wed, Dec 2

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

2h 10mnonstop

3:25 pm - 1:30 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

23h 05m1 stop Fort Lauderdale

$232Multiple Airlines

Fri, Nov 20 - Tue, Dec 1

Cheap last minute flights

Enter your travel dates to find the best prices.

9:51 am - 8:57 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

10h 06m1 stop Orlando

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

2h 30mnonstop

$193Frontier

Sat, Oct 31 - Fri, Nov 13

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

7h 59m1 stop Atlanta Hartsfield-Jackson

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

2h 30mnonstop

$193Frontier

Sat, Oct 31 - Thu, Nov 12

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

2h 13mnonstop

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

2h 20mnonstop

$271United Airlines

Wed, Nov 4 - Sun, Nov 8

2:44 pm - 5:53 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 09mnonstop

11:40 am - 1:14 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 34mnonstop

$353American Airlines

Wed, Nov 4 - Mon, Nov 23

9:51 am - 6:12 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

7h 21m1 stop Orlando

8:00 am - 11:57 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

16h 57m1 stop Fort Lauderdale

$362Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

9:51 am - 6:12 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

7h 21m1 stop Orlando

8:00 am - 11:57 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

16h 57m1 stop Fort Lauderdale

$398Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

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

2h 06mnonstop

5:31 pm - 6:52 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 21mnonstop

$442United Airlines

Sat, Oct 31 - Sat, Oct 31

6:45 am - 9:30 amMDW Chicago Midway-BWI Baltimore/Washington

1h 45mnonstop

12:20 pm - 1:20 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

$447Southwest

Sat, Oct 31 - Sat, Oct 31

1:40 pm - 4:25 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 45mnonstop

1:35 pm - 2:40 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

$447Southwest

Sat, Oct 31 - Wed, Nov 4

2:44 pm - 5:53 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 09mnonstop

6:33 pm - 8:17 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 44mnonstop

$447American Airlines

Wed, Nov 4 - Sat, Nov 7

Cheap direct flights

Enter your travel dates to find the best prices.

1:10 pm - 4:13 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 03mnonstop

2:26 pm - 3:50 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

$168Frontier

Thu, Dec 17 - Thu, Dec 31

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

2h 10mnonstop

2:36 pm - 4:04 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 28mnonstop

$168Frontier

Mon, Nov 23 - Thu, Dec 3

1:10 pm - 4:13 pmORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 03mnonstop

2:26 pm - 3:50 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 24mnonstop

$168Frontier

Thu, Dec 17 - Wed, Dec 30

7:45 am - 10:49 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 04mnonstop

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

2h 20mnonstop

$184United Airlines

Tue, Nov 10 - Wed, Nov 11

6:00 am - 9:00 amMDW Chicago Midway-BWI Baltimore/Washington

2h 00mnonstop

5:50 pm - 6:55 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

$199Southwest

Tue, Dec 8 - Tue, Dec 8

9:06 pm - 12:03 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

1h 57mnonstop

6:28 pm - 8:10 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 42mnonstop

$199American Airlines

Wed, Dec 2 - Sat, Dec 5

8:10 am - 11:20 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 10mnonstop

11:50 am - 1:22 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 32mnonstop

$199American Airlines

Sat, Dec 12 - Wed, Dec 16

7:25 am - 10:29 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

2h 04mnonstop

12:34 pm - 1:54 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 20mnonstop

$200United Airlines

Thu, Nov 12 - Wed, Nov 18

6:15 pm - 9:10 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

2:15 pm - 3:25 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 10mnonstop

$211Southwest

Tue, Jan 5 - Sat, Jan 9

6:50 am - 9:44 amORD Chicago O'Hare Intl-BWI Baltimore/Washington

1h 54mnonstop

10:44 am - 12:02 pmBWI Baltimore/Washington-ORD Chicago O'Hare Intl

2h 18mnonstop

$229United Airlines

Mon, Dec 7 - Tue, Dec 8

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Frontier flights from Chicago to Maryland

Our best Frontier deals on Chicago to Maryland flight tickets

Frontier

Dec 4

ORD8:20 amChicago O'Hare Intl

8h 27m

1 stop

BWI5:47 pmBaltimore/Washington

Dec 7

BWI2:40 pmBaltimore/Washington

2h 24m

ORD4:04 pmChicago O'Hare Intl

$167

Frontier

Dec 17

ORD1:10 pmChicago O'Hare Intl

2h 03m

BWI4:13 pmBaltimore/Washington

Jan 1

BWI2:26 pmBaltimore/Washington

2h 24m

ORD3:50 pmChicago O'Hare Intl

$168

Frontier

Nov 26

ORD2:52 pmChicago O'Hare Intl

2h 10m

BWI6:02 pmBaltimore/Washington

Nov 30

BWI6:40 amBaltimore/Washington

19h 03m

1 stop

ORD12:43 amChicago O'Hare Intl

$169

Southwest flights from Chicago to Maryland

Our best Southwest deals on Chicago to Maryland flight tickets

Southwest

Dec 9

MDW12:50 pmChicago Midway

1h 40m

BWI3:30 pmBaltimore/Washington

Dec 9

BWI5:50 pmBaltimore/Washington

2h 05m

MDW6:55 pmChicago Midway

$211

Southwest

Nov 26

MDW1:45 pmChicago Midway

1h 50m

BWI4:35 pmBaltimore/Washington

Dec 16

BWI7:55 amBaltimore/Washington

2h 05m

MDW9:00 amChicago Midway

$229

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Fri 12/4

8:20 am-5:47 pm

1 stop8h 27m

Baltimore/Washington

Mon 12/7

2:40 pm-4:04 pm

Nonstop2h 24m

$167

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Fri 12/4

7:08 pm-5:46 pm

1 stop21h 38m

Baltimore/Washington

Sun 12/6

2:40 pm-4:04 pm

Nonstop2h 24m

$167

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Tue 11/10

7:45 am-10:49 am

Nonstop2h 04m

Baltimore/Washington

Wed 11/11

10:09 am-11:29 am

Nonstop2h 20m

$184

Quickest round-trip

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Tue 12/8

6:00 am-9:00 am

Nonstop2h 00m

Baltimore/Washington

Tue 12/8

5:50 pm-6:55 pm

Nonstop2h 05m

$199

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Sat 12/5

8:10 am-11:20 am

Nonstop2h 10m

Baltimore/Washington

Tue 12/8

6:18 pm-8:00 pm

Nonstop2h 42m

$199

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Wed 12/2

9:06 pm-12:03 am

Nonstop1h 57m

Baltimore/Washington

Sat 12/5

6:28 pm-8:10 pm

Nonstop2h 42m

$199

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Thu 11/12

7:25 am-10:29 am

Nonstop2h 04m

Baltimore/Washington

Wed 11/18

12:34 pm-1:54 pm

Nonstop2h 20m

$200

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Tue 12/8

12:50 pm-3:30 pm

Nonstop1h 40m

Baltimore/Washington

Tue 12/8

4:55 pm-7:45 pm

1 stop3h 50m

$205

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Wed 11/25

2:52 pm-6:02 pm

Nonstop2h 10m

Baltimore/Washington

Wed 12/2

3:25 pm-1:30 pm

1 stop23h 05m

$230

ChicagoBaltimore

ORD Chicago O'Hare Intl - BWI Baltimore/Washington

ORDBWI

Chicago O'Hare Intl

Fri 11/20

2:52 pm-6:02 pm

Nonstop2h 10m

Baltimore/Washington

Tue 12/1

3:25 pm-1:30 pm

1 stop23h 05m

$232

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Maryland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Maryland?

The cheapest month to fly to Maryland from Chicago is in February. Flight prices, which tend to average around $215, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $239.

What is the cheapest day to depart on your flight to Maryland?

The cheapest day to depart from Chicago to Maryland is on a Friday. Travelers who choose to depart for Maryland on a Friday will often find tickets for as low as $393. The most expensive day to fly to Maryland is Sunday, with ticket prices averaging around $556.

What is the cheapest time of day to depart on your flight to Maryland?

Our most recent data shows that the best time of day to fly to Maryland is in the morning. Flights from Chicago to Maryland during this time can be as low as $427. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $740.

What is the cheapest Chicago to Maryland flight route?

Fly from Chicago O'Hare Intl to Baltimore/Washington for the best Chicago - Maryland flight prices

How far in advance should I book a flight from Chicago to Maryland?

You are more likely to see cheaper flights to Maryland from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Maryland for around $372 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maryland from Chicago for as low as $250 on momondo.

What cabin class options are available on Chicago to Maryland flights?

There are 4 cabin classes available to choose from on Chicago to Maryland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Maryland flights?

No. A direct flight is the cheapest option for a flight between Chicago to Maryland.

Cheap Chicago to Maryland flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Maryland

Best Price Found	$90
Fastest flight time	1h 41m
Direct flights	Every day
Airports in Maryland	112 airports

The best one-way flight to Maryland from Chicago in the past 72 hours is $90. The best round-trip flight deal from Chicago to Maryland found on momondo in the last 72 hours is $167.

The fastest flight from Chicago to Maryland takes 1h 41m

Direct flights go from Chicago to Maryland every day.

There are 112 airports in Maryland. From Chicago there are direct flights to Baltimore/Washington (BWI).

Search flight deals

Frequently asked questions about flying from Chicago to Maryland

When did momondo last update prices for flights from Chicago to Maryland?
Prices for flights from Chicago to Maryland were last updated today.
How many operators does momondo search for flights from Chicago to Maryland?
The number of operators available for flights from Chicago to Maryland is 4 as of October 2026.
How old do you have to be to fly from Chicago to Maryland?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Maryland.
What documentation or ID do you need to fly to Maryland?
The travel and health documents required for your trip to Maryland can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maryland. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Maryland?
Based on momondo bookings for flights between Chicago and Maryland, the leading plane model is Airbus A321neo, making up 11.35% of the total bookings. Other popular models include Boeing 737 MAX 8 with 10.20%, Boeing 737-800 with 9.52%, and Airbus A319 with 9.29%.

Best airlines flying from Chicago to Maryland

Compare and see reviews for airlines that fly from Chicago to Maryland with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $57	Free Cancellation	Rating 5.5 2,517 reviews	Search Frontier flights
United Airlines	PriceFrom $177	Free Cancellation	Rating 7.3 10,456 reviews	Search United Airlines flights
Southwest	PriceFrom $191	Free Cancellation	Rating 7.9 4,221 reviews	Search Southwest flights
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.0 12,220 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Maryland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Maryland for you.

Can I find flights from Chicago to Maryland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Maryland from Chicago with this policy.

How can momondo help me find flights from Chicago to Maryland?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Maryland from Chicago.

I’m not ready to book a flight from Chicago to Maryland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Maryland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Maryland and let you know when they change.

An easier way to manage your Maryland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular cities in Maryland

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Flights to Las Vegasfrom $38

Flights to Washington, D.C.from $43

Flights to Fort Lauderdalefrom $38

Flights to Bostonfrom $83

Flights to Atlantafrom $43

Flights to Dallasfrom $73

Cheap flights from Chicago to Maryland from $90

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Maryland departing on 11/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to Maryland

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Cheap last minute flights

Cheap direct flights

Big names and deals

Big names and deals

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Price Alerts

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Frontier flights from Chicago to Maryland

Our best Frontier deals on Chicago to Maryland flight tickets

Southwest flights from Chicago to Maryland

Our best Southwest deals on Chicago to Maryland flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Maryland that are best for you.

See travel insights to Maryland from

How to get the cheapest flight ticket from Chicago to Maryland

What is the cheapest month to fly to Maryland?

What is the cheapest day to depart on your flight to Maryland?

What is the cheapest time of day to depart on your flight to Maryland?

What is the cheapest Chicago to Maryland flight route?

How far in advance should I book a flight from Chicago to Maryland?

What cabin class options are available on Chicago to Maryland flights?

Can stopping save me money on Chicago to Maryland flights?

What is the cheapest airline that flies from Chicago to Maryland?

What airlines fly to Maryland?

How many flights depart from Chicago to Maryland on average per day?

How many flights depart from Chicago to Maryland on average per week?

Cheap Chicago to Maryland flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Maryland

Frequently asked questions about flying from Chicago to Maryland

Best airlines flying from Chicago to Maryland

Compare and see reviews for airlines that fly from Chicago to Maryland with momondo

Why use momondo?

An easier way to manage your Maryland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Maryland

Popular cities in Maryland

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Maryland flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Maryland

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According to popular flight searches on momondo this year