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

As of August 2025, 138 flights take off from Maryland and land in Chicago each day. The most common flight departure time for this route is 6:00AM, with 56% of daily flights taking off at noon.

How long does it take to fly to Chicago?

Average flight duration from Maryland to Chicago depends on which airport you fly into and out of. Flying from Baltimore to Chicago O'Hare Intl Airport is 2h 06m on average, while flying from Salisbury to Chicago O'Hare Intl Airport is 4h 43m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What airlines fly to Chicago?

United Airlines, Southwest and Frontier are the top three most popular airlines that fly to Chicago from Maryland according to our data. United Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

As of August 2025, 972 flights take off from Maryland and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

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

Spirit Airlines, Frontier, and American Airlines are the most popular carriers operating from Maryland to Chicago

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

Prices for flights from Maryland to Chicago are refreshed on a daily basis.

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

There are 6 operators available for flights from Maryland to Chicago as of August 2025.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Maryland to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$43 Cheap Flights from Maryland to Chicago in 2025

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Find the cheapest flights from Maryland to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

9:57 am - 11:10 amBWI-ORD

2h 13mnonstop

6:10 am - 9:02 amORD-BWI

1h 52mnonstop

$88Spirit Airlines

Find Deal

Thu, Sep 18 - Sun, Sep 21

10:17 am - 11:30 amBWI-ORD

2h 13mnonstop

6:30 am - 9:22 amORD-BWI

1h 52mnonstop

$89Spirit Airlines

Find Deal

Fri, Oct 17 - Sun, Oct 19

11:36 am - 12:58 pmBWI-ORD

2h 22mnonstop

1:15 pm - 4:21 pmORD-BWI

2h 06mnonstop

$99Frontier

Find Deal

Mon, Aug 18 - Thu, Aug 21

5:55 pm - 6:59 pmBWI-MDW

2h 04mnonstop

1:59 pm - 4:55 pmMDW-BWI

1h 56mnonstop

$103Frontier

Find Deal

Sat, Oct 18 - Thu, Oct 23

10:17 am - 11:30 amBWI-ORD

2h 13mnonstop

7:10 pm - 10:13 pmORD-BWI

2h 03mnonstop

$104

Find Deal

Thu, Oct 9 - Mon, Oct 13

9:59 pm - 11:20 pmBWI-ORD

2h 21mnonstop

6:10 am - 9:02 amORD-BWI

1h 52mnonstop

$105

Find Deal

Fri, Sep 5 - Sun, Sep 7

9:59 am - 11:11 amDCA-ORD

2h 12mnonstop

5:21 pm - 8:16 pmORD-DCA

1h 55mnonstop

$123American Airlines

Find Deal

Wed, Aug 27 - Wed, Aug 27

6:35 am - 7:46 amIAD-ORD

2h 11mnonstop

12:50 pm - 3:52 pmORD-IAD

2h 02mnonstop

$123United Airlines

Find Deal

Sat, Sep 13 - Sat, Sep 13

6:27 pm - 7:55 pmPHL-ORD

2h 28mnonstop

9:12 pm - 12:21 amORD-PHL

2h 09mnonstop

$123United Airlines

Find Deal

Wed, Sep 3 - Wed, Sep 10

2:35 pm - 3:50 pmDCA-ORD

2h 15mnonstop

8:29 pm - 11:23 pmORD-DCA

1h 54mnonstop

$124American Airlines

Find Deal

Sat, Sep 20 - Sat, Sep 27

Spirit Airlines flights from Maryland to Chicago

Our best Spirit Airlines deals on Maryland to Chicago flight tickets

Spirit Airlines

Sep 18

BWI9:57 amBaltimore/Washington

2h 13m

ORD11:10 amChicago O'Hare Intl

Sep 21

ORD6:10 amChicago O'Hare Intl

1h 52m

BWI9:02 amBaltimore/Washington

$88

Find similar

Spirit Airlines

Oct 17

BWI10:17 amBaltimore/Washington

2h 13m

ORD11:30 amChicago O'Hare Intl

Oct 19

ORD6:30 amChicago O'Hare Intl

1h 52m

BWI9:22 amBaltimore/Washington

$89

Find similar

Spirit Airlines

Sep 21

BWI9:57 amBaltimore/Washington

2h 13m

ORD11:10 amChicago O'Hare Intl

Sep 25

ORD6:10 amChicago O'Hare Intl

1h 52m

BWI9:02 amBaltimore/Washington

$90

Find similar

Frontier flights from Maryland to Chicago

Our best Frontier deals on Maryland to Chicago flight tickets

Frontier

Aug 18

BWI11:36 amBaltimore/Washington

2h 22m

ORD12:58 pmChicago O'Hare Intl

Aug 21

ORD1:15 pmChicago O'Hare Intl

2h 06m

BWI4:21 pmBaltimore/Washington

$99

Find similar

Frontier

Oct 18

BWI5:55 pmBaltimore/Washington

2h 04m

MDW6:59 pmChicago Midway

Oct 23

MDW1:59 pmChicago Midway

1h 56m

BWI4:55 pmBaltimore/Washington

$103

Find similar

Frontier

Oct 16

BWI2:29 pmBaltimore/Washington

2h 04m

MDW3:33 pmChicago Midway

Oct 18

MDW1:59 pmChicago Midway

1h 56m

BWI4:55 pmBaltimore/Washington

$104

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 9/18

9:57 am-11:10 am

Nonstop2h 13m

Chicago O'Hare Intl

Sun 9/21

6:10 am-9:02 am

Nonstop1h 52m

$88

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Fri 10/17

10:17 am-11:30 am

Nonstop2h 13m

Chicago O'Hare Intl

Sun 10/19

6:30 am-9:22 am

Nonstop1h 52m

$89

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Mon 8/18

11:36 am-12:58 pm

Nonstop2h 22m

Chicago O'Hare Intl

Thu 8/21

1:15 pm-4:21 pm

Nonstop2h 06m

$99

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 10/18

5:55 pm-6:59 pm

Nonstop2h 04m

Chicago Midway

Thu 10/23

1:59 pm-4:55 pm

Nonstop1h 56m

$103

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 10/9

10:17 am-11:30 am

Nonstop2h 13m

Chicago O'Hare Intl

Mon 10/13

7:10 pm-10:13 pm

Nonstop2h 03m

$104

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Fri 9/5

9:59 pm-11:20 pm

Nonstop2h 21m

Chicago O'Hare Intl

Sun 9/7

6:10 am-9:02 am

Nonstop1h 52m

$105

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 8/27

9:59 am-11:11 am

Nonstop2h 12m

Chicago O'Hare Intl

Wed 8/27

5:21 pm-8:16 pm

Nonstop1h 55m

$123

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 9/13

6:35 am-7:46 am

Nonstop2h 11m

Chicago O'Hare Intl

Sat 9/13

12:50 pm-3:52 pm

Nonstop2h 02m

$123

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Wed 9/3

6:27 pm-7:55 pm

Nonstop2h 28m

Chicago O'Hare Intl

Wed 9/10

9:12 pm-12:21 am

Nonstop2h 09m

$123

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 9/20

2:35 pm-3:50 pm

Nonstop2h 15m

Chicago O'Hare Intl

Sat 9/27

8:29 pm-11:23 pm

Nonstop1h 54m

$124

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 Maryland to Chicago

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 Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Maryland, with most prices found around $202. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Maryland to Chicago during January average around $229.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $386. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Maryland to Chicago for around $492.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Maryland to Chicago during this time can be as low as $333. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $436.

What is the cheapest Maryland to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $284 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Maryland for as low as $221 on momondo.

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

There are 4 cabin classes available to choose from on Maryland to Chicago 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 flights?

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

Cheap Maryland to Chicago flight deals and tips

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

Best Price Found	$43
Fastest flight time	1h 55m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Maryland in the past 72 hours is $43. The best round-trip flight deal from Maryland to Chicago found on momondo in the last 72 hours is $88.

The fastest flight from Maryland to Chicago takes 1h 55m

Direct flights go from Maryland to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Maryland to Chicago?
Prices for flights from Maryland to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Maryland to Chicago?
There are 6 operators available for flights from Maryland to Chicago as of August 2025.
How old do you have to be to fly from Maryland to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Maryland to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Maryland to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Maryland to Chicago is Boeing 737-800 Passenger/BBJ2 (winglets), representing 9.60% of all bookings. The subsequent popular models are Boeing 737-900 at 9.42%, Airbus A320neo at 9.03%, and Airbus A320-100/200 at 8.81%.

Best airlines flying from Maryland to Chicago

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $46	Free Cancellation	Rating 6.3 8,055 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $62	Free Cancellation	Rating 5.8 3,231 reviews	Search Frontier flights
Delta	PriceFrom $98	Free Cancellation	Rating 8.0 7,985 reviews	Search Delta flights
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,247 reviews	Search Southwest flights
American Airlines	PriceFrom $158	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $158	Free Cancellation	Rating 7.4 8,917 reviews	Search United Airlines flights

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Saint John

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. All flights to Chicago from Maryland on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search for Maryland to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Maryland to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Cheap flights from Maryland to Chicago from $43

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 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Maryland to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Maryland to Chicago

Our best Spirit Airlines deals on Maryland to Chicago flight tickets

Frontier flights from Maryland to Chicago

Our best Frontier deals on Maryland to Chicago flight tickets

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Maryland to Chicago

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?

The month of September is, on average, the cheapest month to fly to Chicago from Maryland, with most prices found around $202. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Maryland to Chicago during January average around $229.

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

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Maryland to Chicago during this time can be as low as $333. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $436.

What is the cheapest Maryland to Chicago flight route?

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

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

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

There are 4 cabin classes available to choose from on Maryland to Chicago 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 flights?

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

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

Spirit Airlines, Frontier, and American Airlines are the most popular carriers operating from Maryland to Chicago

What airlines fly to Chicago?

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

As of August 2025, 138 flights take off from Maryland and land in Chicago each day. The most common flight departure time for this route is 6:00AM, with 56% of daily flights taking off at noon.

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

As of August 2025, 972 flights take off from Maryland and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Cheap Maryland to Chicago flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

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

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

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

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

What is the most popular plane model from Maryland to Chicago?

Best airlines flying from Maryland to Chicago

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago 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 the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago