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Cheap flights from Maryland to Chicago from $94

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 6/6. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:18 pm - 7:00 pm
PHL
-
ORD
2h 42mnonstop
Frontier Logo
8:05 pm - 11:31 pm
ORD
-
PHL
2h 26mnonstop
$192Frontier
Sat, Aug 15 - Mon, Aug 17
Frontier Logo
8:30 am - 7:53 pm
PHL
-
ORD
12h 23m
1 stop
Frontier Logo
8:05 pm - 11:31 pm
ORD
-
PHL
2h 26mnonstop
$193Frontier
Tue, Jul 7 - Mon, Jul 13
American Airlines Logo
10:06 am - 4:43 pm
BWI
-
ORD
7h 37m
1 stop
American Airlines Logo
6:50 am - 9:57 am
ORD
-
BWI
2h 07mnonstop
$230American Airlines
Tue, Jun 16 - Tue, Jun 23
American Airlines Logo
7:29 am - 11:00 am
DCA
-
ORD
4h 31m
1 stop
American Airlines Logo
5:58 am - 9:15 am
ORD
-
DCA
2h 17mnonstop
$233American Airlines
Wed, Jul 1 - Tue, Jul 7
United Airlines Logo
10:31 am - 11:53 am
IAD
-
ORD
2h 22mnonstop
United Airlines Logo
9:55 pm - 12:59 am
ORD
-
IAD
2h 04mnonstop
$234United Airlines
Wed, Jun 17 - Wed, Jun 17
United Airlines Logo
1:15 pm - 2:29 pm
IAD
-
ORD
2h 14mnonstop
United Airlines Logo
6:30 am - 9:24 am
ORD
-
IAD
1h 54mnonstop
$237United Airlines
Tue, Jun 23 - Sat, Jun 27
Delta Logo
6:00 am - 10:11 am
DCA
-
ORD
5h 11m
1 stop
Delta Logo
3:35 pm - 9:15 pm
ORD
-
DCA
4h 40m
1 stop
$238Delta
Wed, Oct 21 - Sat, Oct 24
Delta Logo
11:10 am - 4:24 pm
IAD
-
ORD
6h 14m
1 stop
Delta Logo
1:48 pm - 8:04 pm
ORD
-
IAD
5h 16m
1 stop
$238Delta
Wed, Aug 5 - Sat, Aug 8
Multiple Airlines Logo
8:06 pm - 12:25 pm
SBY
-
ORD
17h 19m
1 stop
Multiple Airlines Logo
7:55 am - 7:26 pm
ORD
-
SBY
10h 31m
1 stop
$356Multiple Airlines
Wed, Aug 26 - Sat, Aug 29
Multiple Airlines Logo
9:42 pm - 7:50 pm
SBY
-
ORD
23h 08m
2 stops
Multiple Airlines Logo
4:59 pm - 9:02 pm
ORD
-
SBY
27h 03m
1 stop
$466Multiple Airlines
Wed, Jun 17 - Tue, Jun 23

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

Our best American Airlines deals on Maryland to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 16
BWI10:06 amBaltimore/Washington
7h 37m
1 stop
ORD4:43 pmChicago O'Hare Intl
Jun 23
ORD6:50 amChicago O'Hare Intl
2h 07m
BWI9:57 amBaltimore/Washington
$230
American Airlines
Jul 1
DCA7:29 amWashington, D.C. Reagan-National
4h 31m
1 stop
ORD11:00 amChicago O'Hare Intl
Jul 7
ORD5:58 amChicago O'Hare Intl
2h 17m
DCA9:15 amWashington, D.C. Reagan-National
$233
American Airlines
Jun 17
DCA7:40 amWashington, D.C. Reagan-National
2h 22m
ORD9:02 amChicago O'Hare Intl
Jun 23
ORD8:56 pmChicago O'Hare Intl
2h 03m
DCA11:59 pmWashington, D.C. Reagan-National
$234

Frontier flights from Maryland to Chicago O'Hare Intl Airport

Our best Frontier deals on Maryland to Chicago O'Hare Intl Airport flight tickets
Frontier
Jul 21
PHL9:00 amPhiladelphia
11h 53m
2 stops
ORD7:53 pmChicago O'Hare Intl
Jul 25
ORD8:05 pmChicago O'Hare Intl
2h 26m
PHL11:31 pmPhiladelphia
$192
Frontier
Jul 7
PHL8:30 amPhiladelphia
12h 23m
1 stop
ORD7:53 pmChicago O'Hare Intl
Jul 13
ORD8:05 pmChicago O'Hare Intl
2h 26m
PHL11:31 pmPhiladelphia
$193
Frontier
Jul 16
PHL11:35 amPhiladelphia
9h 52m
1 stop
ORD8:27 pmChicago O'Hare Intl
Jul 18
ORD8:05 pmChicago O'Hare Intl
2h 26m
PHL11:31 pmPhiladelphia
$194

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 May 22, 2026.
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

Cheapest round-trip

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Sat 8/15

5:18 pm-7:00 pm

Nonstop2h 42m

Chicago O'Hare Intl

Mon 8/17

8:05 pm-11:31 pm

Nonstop2h 26m

$192

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Tue 7/7

8:30 am-7:53 pm

1 stop12h 23m

Chicago O'Hare Intl

Mon 7/13

8:05 pm-11:31 pm

Nonstop2h 26m

$193

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Tue 6/16

10:06 am-4:43 pm

1 stop7h 37m

Chicago O'Hare Intl

Tue 6/23

6:50 am-9:57 am

Nonstop2h 07m

$230

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 7/1

7:29 am-11:00 am

1 stop4h 31m

Chicago O'Hare Intl

Tue 7/7

5:58 am-9:15 am

Nonstop2h 17m

$233

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 6/17

10:31 am-11:53 am

Nonstop2h 22m

Chicago O'Hare Intl

Wed 6/17

9:55 pm-12:59 am

Nonstop2h 04m

$234
Quickest round-trip

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 6/23

1:15 pm-2:29 pm

Nonstop2h 14m

Chicago O'Hare Intl

Sat 6/27

6:30 am-9:24 am

Nonstop1h 54m

$237

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 10/21

6:00 am-10:11 am

1 stop5h 11m

Chicago O'Hare Intl

Sat 10/24

3:35 pm-9:15 pm

1 stop4h 40m

$238

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 8/5

11:10 am-4:24 pm

1 stop6h 14m

Chicago O'Hare Intl

Sat 8/8

1:48 pm-8:04 pm

1 stop5h 16m

$238

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Wed 8/26

8:06 pm-12:25 pm

1 stop17h 19m

Chicago O'Hare Intl

Sat 8/29

7:55 am-7:26 pm

1 stop10h 31m

$356

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Wed 6/17

9:42 pm-7:50 pm

2 stops23h 08m

Chicago O'Hare Intl

Tue 6/23

4:59 pm-9:02 pm

1 stop27h 03m

$466

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Maryland averaging around $45.

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 $400. 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 $537.

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 $394 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $446. 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 from Maryland 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 $377 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 $198 on momondo.

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

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

$173

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 $173. The best round-trip flight deal from Maryland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $340.
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

Frequently asked questions about flying from Maryland to Chicago O'Hare Intl Airport

  • 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 $43Free CancellationRating
6.2
Search Spirit Airlines flights
FrontierPriceFrom $57Free CancellationRating
5.6
2,944 reviews
Search Frontier flights
SouthwestPriceFrom $122Free CancellationRating
7.9
4,277 reviews
Search Southwest flights
United AirlinesPriceFrom $153Free CancellationRating
7.4
9,752 reviews
Search United Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.1
11,643 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
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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.

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