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

15 flights are operational weekly from Chicago Midway Airport to Maryland as of September 2026. The most popular departure day for this route is Mon, with 100% of flights per week taking off on this day.

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

Frontier and Southwest are the most popular carriers operating from Chicago Midway to Maryland

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

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

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

As of September 2026, there are 2 operators available to choose from for flights from Chicago Midway Airport to Maryland.

How old do you have to be to fly from Chicago Midway Airport 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 Midway Airport 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.

$89 Cheap Flights from Chicago Midway Airport to Maryland in 2026/27

Q: How many flights depart from Chicago Midway Airport to Maryland on average per day?

As of September 2026, there are 2 flights per day flying from Chicago Midway Airport to Maryland. The most common time of day flights depart is 8:00AM, with 59% of flights taking off at noon.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Maryland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:16 am - 4:14 pmMDW Chicago Midway-BWI Baltimore/Washington

8h 58m1 stop Atlanta Hartsfield-Jackson

10:45 am - 5:47 pmBWI Baltimore/Washington-MDW Chicago Midway

8h 02m1 stop Atlanta Hartsfield-Jackson

$146Frontier

Wed, Oct 28 - Wed, Nov 4

6:21 am - 4:47 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 26m1 stop Atlanta Hartsfield-Jackson

9:12 pm - 11:43 pmBWI Baltimore/Washington-MDW Chicago Midway

27h 31m1 stop Atlanta Hartsfield-Jackson

$147Frontier

Wed, Oct 21 - Fri, Oct 23

6:15 am - 12:34 amMDW Chicago Midway-BWI Baltimore/Washington

17h 19m1 stop Atlanta Hartsfield-Jackson

6:24 am - 11:43 pmBWI Baltimore/Washington-MDW Chicago Midway

18h 19m1 stop Atlanta Hartsfield-Jackson

$162Frontier

Fri, Oct 23 - Mon, Oct 26

6:15 am - 12:34 amMDW Chicago Midway-BWI Baltimore/Washington

17h 19m1 stop Atlanta Hartsfield-Jackson

8:17 pm - 11:47 pmBWI Baltimore/Washington-MDW Chicago Midway

28h 30m1 stop Atlanta Hartsfield-Jackson

$162Frontier

Fri, Oct 23 - Tue, Oct 27

5:05 am - 7:55 amMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

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

2h 05mnonstop

$297Southwest

Mon, Nov 9 - Mon, Nov 16

5:00 am - 7:45 amMDW Chicago Midway-BWI Baltimore/Washington

1h 45mnonstop

7:35 am - 8:40 amBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

$297Southwest

Thu, Oct 29 - Mon, Nov 2

7:25 am - 10:10 amMDW Chicago Midway-BWI Baltimore/Washington

1h 45mnonstop

10:05 pm - 11:15 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 10mnonstop

$297Southwest

Thu, Oct 29 - Mon, Nov 9

6:44 pm - 11:04 pmMDW Chicago Midway-BWI Baltimore/Washington

3h 20m1 stop Detroit Metropolitan Wayne County

6:32 pm - 10:33 pmBWI Baltimore/Washington-MDW Chicago Midway

5h 01m1 stop Atlanta Hartsfield-Jackson

$317Delta

Thu, Oct 29 - Mon, Nov 2

9:30 am - 4:33 pmMDW Chicago Midway-BWI Baltimore/Washington

6h 03m1 stop Detroit Metropolitan Wayne County

6:00 am - 8:50 amBWI Baltimore/Washington-MDW Chicago Midway

3h 50m1 stop Detroit Metropolitan Wayne County

$330Delta

Thu, Dec 24 - Fri, Jan 1

9:30 am - 4:33 pmMDW Chicago Midway-BWI Baltimore/Washington

6h 03m1 stop Detroit Metropolitan Wayne County

8:05 am - 2:41 pmBWI Baltimore/Washington-MDW Chicago Midway

7h 36m1 stop Atlanta Hartsfield-Jackson

$330Delta

Mon, Dec 21 - Fri, Jan 1

Cheap last minute flights

Enter your travel dates to find the best prices.

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

10:22 am - 5:51 pmBWI Baltimore/Washington-MDW Chicago Midway

8h 29m1 stop Atlanta Hartsfield-Jackson

$328Frontier

Wed, Sep 30 - Sat, Oct 3

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

10:22 am - 5:51 pmBWI Baltimore/Washington-MDW Chicago Midway

8h 29m1 stop Atlanta Hartsfield-Jackson

$328Frontier

Wed, Sep 30 - Wed, Oct 7

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

10:22 am - 5:46 pmBWI Baltimore/Washington-MDW Chicago Midway

8h 24m1 stop Atlanta Hartsfield-Jackson

$334Frontier

Thu, Oct 1 - Tue, Oct 6

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

10:22 am - 5:51 pmBWI Baltimore/Washington-MDW Chicago Midway

8h 29m1 stop Atlanta Hartsfield-Jackson

$337Frontier

Wed, Sep 30 - Fri, Oct 2

3:05 pm - 5:55 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

3:10 pm - 4:10 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

$362Southwest

Wed, Sep 30 - Sat, Oct 24

8:30 am - 1:35 pmMDW Chicago Midway-BWI Baltimore/Washington

4h 05m1 stop Albany Intl

3:10 pm - 4:10 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

$368Southwest

Wed, Sep 30 - Sat, Oct 24

9:55 am - 12:45 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

3:10 pm - 4:10 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

$427Southwest

Sat, Oct 3 - Sat, Oct 3

1:00 pm - 9:25 pmMDW Chicago Midway-BWI Baltimore/Washington

7h 25m1 stop Atlanta Hartsfield-Jackson

12:37 pm - 6:00 pmBWI Baltimore/Washington-MDW Chicago Midway

6h 23m1 stop Detroit Metropolitan Wayne County

$480Delta

Thu, Oct 1 - Tue, Oct 13

5:10 pm - 11:24 pmMDW Chicago Midway-BWI Baltimore/Washington

5h 14m1 stop Atlanta Hartsfield-Jackson

5:00 pm - 10:33 pmBWI Baltimore/Washington-MDW Chicago Midway

6h 33m1 stop Atlanta Hartsfield-Jackson

$480Delta

Fri, Oct 2 - Sat, Oct 10

9:29 am - 4:55 pmMDW Chicago Midway-BWI Baltimore/Washington

6h 26m1 stop Detroit Metropolitan Wayne County

10:21 am - 4:14 pmBWI Baltimore/Washington-MDW Chicago Midway

6h 53m1 stop Atlanta Hartsfield-Jackson

$480Delta

Thu, Oct 1 - Tue, Oct 13

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Frontier flights from Chicago Midway Airport to Maryland

Our best Frontier deals on Chicago Midway Airport to Maryland flight tickets

Frontier

Oct 28

MDW6:16 amChicago Midway

8h 58m

1 stop

BWI4:14 pmBaltimore/Washington

Nov 4

BWI10:45 amBaltimore/Washington

8h 02m

1 stop

MDW5:47 pmChicago Midway

$146

Frontier

Oct 21

MDW6:21 amChicago Midway

9h 26m

1 stop

BWI4:47 pmBaltimore/Washington

Oct 23

BWI9:12 pmBaltimore/Washington

27h 31m

1 stop

MDW11:43 pmChicago Midway

$147

Frontier

Oct 21

MDW6:21 amChicago Midway

9h 26m

1 stop

BWI4:47 pmBaltimore/Washington

Oct 22

BWI10:22 amBaltimore/Washington

14h 21m

1 stop

MDW11:43 pmChicago Midway

$161

Southwest flights from Chicago Midway Airport to Maryland

Our best Southwest deals on Chicago Midway Airport to Maryland flight tickets

Southwest

Sep 30

MDW3:05 pmChicago Midway

1h 50m

BWI5:55 pmBaltimore/Washington

Oct 24

BWI3:10 pmBaltimore/Washington

2h 00m

MDW4:10 pmChicago Midway

$362

Southwest

Oct 13

MDW1:40 pmChicago Midway

3h 10m

1 stop

BWI5:50 pmBaltimore/Washington

Oct 17

BWI6:30 amBaltimore/Washington

2h 00m

MDW7:30 amChicago Midway

$368

Southwest

Oct 11

MDW9:20 pmChicago Midway

1h 55m

BWI12:15 amBaltimore/Washington

Oct 17

BWI9:45 amBaltimore/Washington

1h 55m

MDW10:40 amChicago Midway

$395

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Wed 10/28

6:16 am-4:14 pm

1 stop8h 58m

Baltimore/Washington

Wed 11/4

10:45 am-5:47 pm

1 stop8h 02m

$146

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Wed 10/21

6:21 am-4:47 pm

1 stop9h 26m

Baltimore/Washington

Fri 10/23

9:12 pm-11:43 pm

1 stop27h 31m

$147

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Fri 10/23

6:15 am-12:34 am

1 stop17h 19m

Baltimore/Washington

Mon 10/26

6:24 am-11:43 pm

1 stop18h 19m

$162

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Fri 10/23

6:15 am-12:34 am

1 stop17h 19m

Baltimore/Washington

Tue 10/27

8:17 pm-11:47 pm

1 stop28h 30m

$162

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Mon 11/9

5:05 am-7:55 am

Nonstop1h 50m

Baltimore/Washington

Mon 11/16

5:50 pm-6:55 pm

Nonstop2h 05m

$297

Quickest round-trip

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Thu 10/29

5:00 am-7:45 am

Nonstop1h 45m

Baltimore/Washington

Mon 11/2

7:35 am-8:40 am

Nonstop2h 05m

$297

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Thu 10/29

7:25 am-10:10 am

Nonstop1h 45m

Baltimore/Washington

Mon 11/9

10:05 pm-11:15 pm

Nonstop2h 10m

$297

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Thu 10/29

6:44 pm-11:04 pm

1 stop3h 20m

Baltimore/Washington

Mon 11/2

6:32 pm-10:33 pm

1 stop5h 01m

$317

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Thu 12/24

9:30 am-4:33 pm

1 stop6h 03m

Baltimore/Washington

Fri 1/1

6:00 am-8:50 am

1 stop3h 50m

$330

ChicagoBaltimore

MDW Chicago Midway - BWI Baltimore/Washington

MDWBWI

Chicago Midway

Mon 12/21

9:30 am-4:33 pm

1 stop6h 03m

Baltimore/Washington

Fri 1/1

8:05 am-2:41 pm

1 stop7h 36m

$330

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 Midway Airport 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 Midway Airport is in November. Flight prices, which tend to average around $194, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in November, then you should wait until October to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $218.

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

The cheapest day to depart from Chicago Midway Airport to Maryland is on a Saturday. Travelers who choose to depart for Maryland on a Saturday will often find tickets for as low as $289. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $473.

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 at noon. Flights from Chicago Midway Airport to Maryland during this time can be as low as $314. In contrast, the most expensive time of day to depart to Maryland is in the afternoon when prices are around $367.

What is the cheapest Chicago Midway to Maryland flight route?

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

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

There is only 1 cabin class available to choose from on Chicago Midway Airport 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 Midway Airport to Maryland flights?

You could potentially save up to 34% on your flight if you consider stops on a Chicago Midway Airport to Maryland flight.

Cheap Chicago Midway Airport to Maryland flight deals and tips

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

Best Price Found	$89
Fastest flight time	1h 45m
Direct flights	Every day
Airports in Maryland	112 airports

The best one-way flight to Maryland from Chicago Midway Airport in the past 72 hours is $89. The best round-trip flight deal from Chicago Midway Airport to Maryland found on momondo in the last 72 hours is $146.

The fastest flight from Chicago Midway Airport to Maryland takes 1h 45m

Direct flights go from Chicago Midway Airport to Maryland every day.

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

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Maryland

When did momondo last update prices for flights from Chicago Midway Airport to Maryland?
Prices for flights from Chicago Midway Airport to Maryland are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Maryland?
As of September 2026, there are 2 operators available to choose from for flights from Chicago Midway Airport to Maryland.
How old do you have to be to fly from Chicago Midway Airport 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 Midway Airport 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 Midway Airport to Maryland?
Based on momondo bookings for flights between Chicago Midway Airport and Maryland, the leading plane model is Boeing 737 MAX 8, making up 16.22% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 10.98%, Boeing 737-800 with 8.57%, and Boeing 737-900 with 8.49%.

Best airlines flying from Chicago Midway Airport to Maryland

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $100	Free Cancellation	Rating 5.6 2,568 reviews		Search Frontier flights
Southwest	PriceFrom $188	Free Cancellation	Rating 8.0 4,201 reviews		Search Southwest 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. All flights to Maryland from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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 simply researching potential flights to Maryland, momondo offers a useful price alert feature which will track prices for flights to Maryland from Chicago and alert you when they change.