Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Maryland from $48

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 3/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Chicago to Maryland

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Maryland that have been recently found on momondo from popular airlines, departing in the coming months.
1:03 pm - 3:53 pmMDW-BWI
1h 50mnonstop
4:45 pm - 5:51 pmBWI-MDW
2h 06mnonstop
$115Frontier
Find Deal
Fri, Apr 4 - Wed, Apr 9
2:44 pm - 5:55 pmMDW-PHL
2h 11mnonstop
12:32 pm - 1:46 pmPHL-MDW
2h 14mnonstop
$116Frontier
Find Deal
Wed, Jun 4 - Wed, Jun 11
2:22 pm - 5:32 pmORD-PHL
2h 10mnonstop
6:41 am - 8:05 amPHL-ORD
2h 24mnonstop
$135United Airlines
Find Deal
Sat, Apr 5 - Tue, Apr 8
6:30 am - 9:20 amORD-DCA
1h 50mnonstop
7:00 pm - 8:17 pmDCA-ORD
2h 17mnonstop
$135United Airlines
Find Deal
Sat, Mar 29 - Tue, Apr 1
7:55 am - 10:50 amMDW-PHL
1h 55mnonstop
6:55 am - 8:05 amPHL-MDW
2h 10mnonstop
$135Southwest
Find Deal
Sat, Mar 29 - Sat, Apr 5
8:55 pm - 11:40 pmMDW-BWI
1h 45mnonstop
6:45 am - 7:55 amBWI-MDW
2h 10mnonstop
$135Southwest
Find Deal
Sat, Mar 29 - Wed, Apr 2
6:45 pm - 9:49 pmORD-BWI
2h 04mnonstop
7:30 am - 8:40 amBWI-ORD
2h 10mnonstop
$135American Airlines
Find Deal
Wed, Apr 16 - Tue, Apr 22
8:13 am - 11:12 amORD-BWI
1h 59mnonstop
10:59 am - 12:24 pmBWI-ORD
2h 25mnonstop
$136American Airlines
Find Deal
Tue, Apr 15 - Wed, Apr 16
5:05 pm - 11:07 pmORD-IAD
5h 02m1 stop
6:00 am - 9:21 amIAD-ORD
4h 21m1 stop
$194Delta
Find Deal
Mon, Apr 28 - Thu, May 1
9:25 am - 3:50 pmMDW-PHL
5h 25m1 stop
6:00 am - 8:43 amPHL-MDW
3h 43m1 stop
$197Delta
Find Deal
Tue, Apr 1 - Sat, Apr 5

Southwest flights from Chicago to Maryland

Our best Southwest deals on Chicago to Maryland flight tickets
Southwest
Mar 29
MDW7:55 amChicago Midway
1h 55m
PHL10:50 amPhiladelphia
Apr 5
PHL6:55 amPhiladelphia
2h 10m
MDW8:05 amChicago Midway
Southwest
Apr 1
MDW7:35 amChicago Midway
1h 45m
DCA10:20 amWashington, D.C. Reagan-National
Apr 8
DCA1:10 pmWashington, D.C. Reagan-National
3h 10m
1 stop
MDW3:20 pmChicago Midway
Southwest
Apr 29
MDW9:40 amChicago Midway
1h 50m
DCA12:30 pmWashington, D.C. Reagan-National
May 6
DCA7:10 pmWashington, D.C. Reagan-National
5h 00m
1 stop
MDW11:10 pmChicago Midway

United Airlines flights from Chicago to Maryland

Our best United Airlines deals on Chicago to Maryland flight tickets
United Airlines
Apr 5
ORD2:22 pmChicago O'Hare Intl
2h 10m
PHL5:32 pmPhiladelphia
Apr 8
PHL6:41 amPhiladelphia
2h 24m
ORD8:05 amChicago O'Hare Intl
United Airlines
Mar 18
ORD6:18 pmChicago O'Hare Intl
1h 55m
IAD9:13 pmWashington, D.C. Dulles Intl
Mar 19
IAD6:10 amWashington, D.C. Dulles Intl
2h 15m
ORD7:25 amChicago O'Hare Intl
United Airlines
Apr 15
ORD12:55 pmChicago O'Hare Intl
5h 47m
1 stop
DCA7:42 pmWashington, D.C. Reagan-National
Apr 16
DCA2:00 pmWashington, D.C. Reagan-National
2h 15m
ORD3:15 pmChicago O'Hare Intl

See travel insights to Maryland from

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

What is the cheapest month to fly to Maryland?

The cheapest month to fly to Maryland from Chicago is in August. Flight prices, which tend to average around $203, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in August, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $203.

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

The cheapest day to depart from Chicago to Maryland is on a Thursday. Travelers who choose to depart for Maryland on a Thursday will often find tickets for as low as $299. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $447.

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 $308. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $553.

What is the cheapest Chicago to Maryland flight route?

Fly from Chicago Midway to Baltimore/Washington for the best Chicago - Maryland flight prices

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

You are more likely to see cheaper flights to Maryland from Chicago when booking 25 weeks ahead of your departure date. In general, you can expect to find flights to Maryland for around $317 when searching 25 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 $241 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.

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

$48

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Maryland

4 airports
The best one-way flight to Maryland from Chicago in the past 72 hours is $48. The best round-trip flight deal from Chicago to Maryland found on momondo in the last 72 hours is $115.
The fastest flight from Chicago to Maryland takes 1h 40m
Direct flights go from Chicago to Maryland every day.
There are 4 airports near Maryland: Washington, D.C. Reagan-National (DCA), Baltimore/Washington (BWI), Philadelphia (PHL), Washington, D.C. Dulles Intl (IAD)

  • 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?

  • 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?


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
FrontierPriceFrom $65Free CancellationRating
6.0
3,339 reviews
Search Frontier flights
American AirlinesPriceFrom $119Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Spirit AirlinesPriceFrom $135Free CancellationRating
6.3
7,980 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $138Free CancellationRating
8.1
4,362 reviews
Search Southwest flights
United AirlinesPriceFrom $162Free CancellationRating
7.4
8,724 reviews
Search United Airlines flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,138 reviews
Search Delta 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Tue 3/4
Tue 3/11

Find better results for your trip to Maryland

Popular cities in Maryland

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