Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Maryland to Chicago from $60

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maryland to Chicago departing on 2/12. 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

Discover deals from 900+ travel sites with momondo.

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.
Search flight deals

Find the cheapest flights from Maryland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 7:26 amPHL-ORD
2h 26mnonstop
Frontier Logo
11:53 am - 12:39 amORD-PHL
11h 46m1 stop
$106Frontier
Find Deal
Mon, Nov 17 - Mon, Nov 17
Frontier Logo
6:00 am - 7:26 amPHL-ORD
2h 26mnonstop
Frontier Logo
12:37 pm - 9:12 amORD-PHL
19h 35m1 stop
$107Frontier
Find Deal
Mon, Nov 17 - Tue, Nov 18
Multiple Airlines Logo
4:00 pm - 12:09 amPHL-ORD
9h 09m1 stop
Multiple Airlines Logo
10:00 am - 4:31 pmORD-PHL
5h 31m1 stop
$112Multiple Airlines
Find Deal
Sat, Dec 6 - Tue, Dec 9
Multiple Airlines Logo
6:00 am - 7:26 amPHL-ORD
2h 26mnonstop
Multiple Airlines Logo
12:37 pm - 11:26 pmORD-PHL
9h 49m2 stops
$113Multiple Airlines
Find Deal
Mon, Nov 17 - Tue, Nov 18
Spirit Airlines Logo
8:51 pm - 9:47 amPHL-ORD
13h 56m1 stop
Spirit Airlines Logo
5:10 am - 2:15 pmORD-PHL
8h 05m1 stop
$116Spirit Airlines
Find Deal
Mon, Nov 17 - Wed, Nov 19
Spirit Airlines Logo
8:54 pm - 9:17 amPHL-ORD
13h 23m1 stop
Spirit Airlines Logo
5:00 am - 2:44 pmORD-PHL
8h 44m1 stop
$132Spirit Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
United Airlines Logo
6:30 am - 7:56 amPHL-ORD
2h 26mnonstop
United Airlines Logo
9:00 am - 12:07 pmORD-PHL
2h 07mnonstop
$139United Airlines
Find Deal
Sat, Dec 6 - Tue, Dec 16
United Airlines Logo
10:05 am - 11:25 amBWI-ORD
2h 20mnonstop
United Airlines Logo
6:25 pm - 9:27 pmORD-BWI
2h 02mnonstop
$139United Airlines
Find Deal
Wed, Feb 11 - Thu, Feb 12
American Airlines Logo
6:00 am - 7:30 amBWI-ORD
2h 30mnonstop
American Airlines Logo
2:50 pm - 5:52 pmORD-BWI
2h 02mnonstop
$161American Airlines
Find Deal
Tue, Feb 3 - Thu, Feb 5
American Airlines Logo
1:03 pm - 5:20 pmDCA-ORD
5h 17m1 stop
American Airlines Logo
9:04 pm - 11:59 pmORD-DCA
1h 55mnonstop
$219American Airlines
Find Deal
Thu, Jan 1 - Thu, Jan 1

Spirit Airlines flights from Maryland to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Maryland to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Nov 17
PHL8:51 pmPhiladelphia
13h 56m
1 stop
ORD9:47 amChicago O'Hare Intl
Nov 19
ORD5:10 amChicago O'Hare Intl
8h 05m
1 stop
PHL2:15 pmPhiladelphia
$116
Find similar
Spirit Airlines
Dec 2
PHL8:54 pmPhiladelphia
13h 23m
1 stop
ORD9:17 amChicago O'Hare Intl
Dec 9
ORD5:00 amChicago O'Hare Intl
8h 44m
1 stop
PHL2:44 pmPhiladelphia
$132
Find similar
Spirit Airlines
Nov 18
PHL3:10 pmPhiladelphia
10h 17m
1 stop
ORD12:27 amChicago O'Hare Intl
Nov 23
ORD10:12 amChicago O'Hare Intl
12h 34m
1 stop
PHL11:46 pmPhiladelphia
$149
Find similar

United Airlines flights from Maryland to Chicago O'Hare Intl Airport

Our best United Airlines deals on Maryland to Chicago O'Hare Intl Airport flight tickets
United Airlines
Feb 11
BWI10:05 amBaltimore/Washington
2h 20m
ORD11:25 amChicago O'Hare Intl
Feb 12
ORD6:25 pmChicago O'Hare Intl
2h 02m
BWI9:27 pmBaltimore/Washington
$139
Find similar
United Airlines
Feb 13
PHL6:32 amPhiladelphia
2h 33m
ORD8:05 amChicago O'Hare Intl
Feb 15
ORD6:30 pmChicago O'Hare Intl
2h 08m
PHL9:38 pmPhiladelphia
$148
Find similar
United Airlines
Jan 23
BWI10:05 amBaltimore/Washington
2h 20m
ORD11:25 amChicago O'Hare Intl
Jan 25
ORD11:05 amChicago O'Hare Intl
2h 06m
BWI2:11 pmBaltimore/Washington
$157
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Maryland to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from Maryland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 11/17

6:00 am-7:26 am

Nonstop2h 26m

Chicago O'Hare Intl

Mon 11/17

11:53 am-12:39 am

1 stop11h 46m

$106

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 11/17

6:00 am-7:26 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 11/18

12:37 pm-9:12 am

1 stop19h 35m

$107

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 12/6

4:00 pm-12:09 am

1 stop9h 09m

Chicago O'Hare Intl

Tue 12/9

10:00 am-4:31 pm

1 stop5h 31m

$112

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 11/17

6:00 am-7:26 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 11/18

12:37 pm-11:26 pm

2 stops9h 49m

$113

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Mon 11/17

8:51 pm-9:47 am

1 stop13h 56m

Chicago O'Hare Intl

Wed 11/19

5:10 am-2:15 pm

1 stop8h 05m

$116

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Tue 12/2

8:54 pm-9:17 am

1 stop13h 23m

Chicago O'Hare Intl

Tue 12/9

5:00 am-2:44 pm

1 stop8h 44m

$132

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 12/6

6:30 am-7:56 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 12/16

9:00 am-12:07 pm

Nonstop2h 07m

$139

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Wed 2/11

10:05 am-11:25 am

Nonstop2h 20m

Chicago O'Hare Intl

Thu 2/12

6:25 pm-9:27 pm

Nonstop2h 02m

$139

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Tue 2/3

6:00 am-7:30 am

Nonstop2h 30m

Chicago O'Hare Intl

Thu 2/5

2:50 pm-5:52 pm

Nonstop2h 02m

$161

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Thu 1/1

1:03 pm-5:20 pm

1 stop5h 17m

Chicago O'Hare Intl

Thu 1/1

9:04 pm-11:59 pm

Nonstop1h 55m

$219

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Maryland to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Maryland averaging around $277.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $388. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Maryland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $523.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Maryland in the evening is the least expensive time of day to depart. momondo users have found prices as low as $349 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $453. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Maryland to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $331 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Maryland for as low as $216 on momondo.

What cabin class options are available on Maryland to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Maryland to Chicago O'Hare Intl 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 Maryland to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Maryland to Chicago O'Hare Intl Airport.

Cheap Maryland to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maryland to Chicago O'Hare Intl Airport

Best Price Found

$112

Fastest flight time

2h 03m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Maryland in the past 72 hours is $112. The best round-trip flight deal from Maryland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $217.
The fastest flight from Maryland to Chicago O'Hare Intl Airport takes 2h 03m
Direct flights go from Maryland to Chicago O'Hare Intl Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Maryland to Chicago O'Hare Intl Airport?

    Prices for flights from Maryland to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Maryland to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Maryland to Chicago O'Hare Intl Airport?

    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 Maryland to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Maryland to Chicago O'Hare Intl Airport?

Best airlines flying from Maryland to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Maryland to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $52Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
FrontierPriceFrom $72Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
SouthwestPriceFrom $156Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
American AirlinesPriceFrom $166Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Maryland to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

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 Chicago from Maryland.

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

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

An easier way to manage your Chicago O'Hare Intl Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 12/5
Fri 12/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago