How long does it take to fly to Chicago Midway Airport?

On average, it takes 2h 10m to fly from Maryland to Chicago Midway Airport if you fly out of Baltimore (the most popular airport in Maryland) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Salisbury and into Chicago O'Hare Intl Airport, then the flight time is around 28h 18m.

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

The number of flights available between Maryland and Chicago Midway Airport is 1 per day as of October 2026. The most frequent departure time is 10:00AM, with 55% of daily flights leaving at noon.

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

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

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

As of October 2026, there are 9 flights per week flying from Maryland to Chicago Midway Airport. The most common day of the week flights depart is Wed, with 100% of flights taking off on this day.

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

Prices for flights from Maryland to Chicago Midway Airport were last updated today.

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

The number of operators available for flights from Maryland to Chicago Midway Airport is 2 as of October 2026.

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

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 Midway Airport.

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

The travel and health documents required for your trip to Chicago Midway Airport 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 Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$93 Cheap Flights from Maryland to Chicago Midway Airport in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Maryland to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:00 am - 5:47 pmBWI Baltimore/Washington-MDW Chicago Midway

8h 47m1 stop Atlanta Hartsfield-Jackson

1:16 pm - 12:42 amMDW Chicago Midway-BWI Baltimore/Washington

10h 26m1 stop Atlanta Hartsfield-Jackson

$191Frontier

Thu, Nov 19 - Thu, Nov 26

6:30 pm - 11:46 pmBWI Baltimore/Washington-MDW Chicago Midway

6h 16m1 stop Atlanta Hartsfield-Jackson

1:18 pm - 12:34 amMDW Chicago Midway-BWI Baltimore/Washington

10h 16m1 stop Atlanta Hartsfield-Jackson

$193Frontier

Tue, Jan 19 - Sun, Jan 24

6:25 am - 4:07 pmBWI Baltimore/Washington-MDW Chicago Midway

10h 42m1 stop Atlanta Hartsfield-Jackson

5:02 pm - 9:07 amMDW Chicago Midway-BWI Baltimore/Washington

15h 05m1 stop Atlanta Hartsfield-Jackson

$194Frontier

Fri, Dec 4 - Mon, Dec 7

6:23 am - 4:07 pmBWI Baltimore/Washington-MDW Chicago Midway

10h 44m1 stop Atlanta Hartsfield-Jackson

12:28 pm - 10:41 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 13m1 stop Atlanta Hartsfield-Jackson

$198Frontier

Thu, Dec 3 - Tue, Dec 8

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

2h 05mnonstop

4:25 pm - 7:15 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$199Southwest

Wed, Dec 9 - Sat, Dec 12

7:55 am - 9:00 amBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

6:15 pm - 9:10 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$199Southwest

Tue, Dec 8 - Tue, Dec 8

6:35 pm - 7:40 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

6:15 pm - 9:10 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$199Southwest

Sat, Dec 5 - Tue, Dec 8

6:00 am - 9:37 amBWI Baltimore/Washington-MDW Chicago Midway

4h 37m1 stop Detroit Metropolitan Wayne County

11:28 am - 5:26 pmMDW Chicago Midway-BWI Baltimore/Washington

4h 58m1 stop Atlanta Hartsfield-Jackson

$249Delta

Thu, Dec 3 - Sat, Dec 5

6:00 am - 9:37 amBWI Baltimore/Washington-MDW Chicago Midway

4h 37m1 stop Detroit Metropolitan Wayne County

6:41 pm - 11:35 pmMDW Chicago Midway-BWI Baltimore/Washington

3h 54m1 stop Detroit Metropolitan Wayne County

$249Delta

Thu, Dec 3 - Tue, Dec 8

6:32 pm - 10:54 pmBWI Baltimore/Washington-MDW Chicago Midway

5h 22m1 stop Atlanta Hartsfield-Jackson

6:41 pm - 11:35 pmMDW Chicago Midway-BWI Baltimore/Washington

3h 54m1 stop Detroit Metropolitan Wayne County

$259Delta

Wed, Dec 2 - Fri, Dec 4

Cheap last minute flights

Enter your travel dates to find the best prices.

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

8h 02m1 stop Atlanta Hartsfield-Jackson

6:08 am - 4:14 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 06m1 stop Atlanta Hartsfield-Jackson

$258Frontier

Wed, Nov 4 - Wed, Nov 11

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

8h 02m1 stop Atlanta Hartsfield-Jackson

6:08 am - 4:14 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 06m1 stop Atlanta Hartsfield-Jackson

$258Frontier

Tue, Nov 3 - Tue, Nov 10

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

8h 02m1 stop Atlanta Hartsfield-Jackson

6:08 am - 4:14 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 06m1 stop Atlanta Hartsfield-Jackson

$260Frontier

Wed, Nov 4 - Wed, Nov 11

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

8h 02m1 stop Atlanta Hartsfield-Jackson

6:08 am - 4:14 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 06m1 stop Atlanta Hartsfield-Jackson

$276Frontier

Tue, Nov 3 - Tue, Nov 10

12:20 pm - 1:20 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

7:35 am - 10:25 amMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$447Southwest

Sat, Oct 31 - Sat, Nov 7

4:05 pm - 5:05 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 00mnonstop

6:00 am - 9:00 amMDW Chicago Midway-BWI Baltimore/Washington

2h 00mnonstop

$447Southwest

Sat, Oct 31 - Tue, Nov 3

7:55 am - 9:00 amBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

8:50 am - 11:40 amMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$447Southwest

Wed, Nov 4 - Wed, Nov 11

6:10 am - 9:32 amBWI Baltimore/Washington-MDW Chicago Midway

4h 22m1 stop Detroit Metropolitan Wayne County

4:19 pm - 12:31 amMDW Chicago Midway-BWI Baltimore/Washington

7h 12m1 stop Atlanta Hartsfield-Jackson

$467Delta

Wed, Nov 4 - Wed, Nov 4

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

6h 23m1 stop Detroit Metropolitan Wayne County

9:29 am - 4:51 pmMDW Chicago Midway-BWI Baltimore/Washington

6h 22m1 stop Detroit Metropolitan Wayne County

$467Delta

Tue, Nov 3 - Wed, Nov 4

9:00 am - 3:17 pmBWI Baltimore/Washington-MDW Chicago Midway

7h 17m1 stop Atlanta Hartsfield-Jackson

9:29 am - 4:51 pmMDW Chicago Midway-BWI Baltimore/Washington

6h 22m1 stop Detroit Metropolitan Wayne County

$467Delta

Sat, Oct 31 - Tue, Nov 3

Cheap direct flights

Enter your travel dates to find the best prices.

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

2h 05mnonstop

4:25 pm - 7:15 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$199Southwest

Wed, Dec 9 - Sat, Dec 12

7:55 am - 9:00 amBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

6:15 pm - 9:10 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$199Southwest

Tue, Dec 8 - Tue, Dec 8

6:35 pm - 7:40 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

6:15 pm - 9:10 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$199Southwest

Sat, Dec 5 - Tue, Dec 8

7:55 am - 9:00 amBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

12:50 pm - 3:30 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 40mnonstop

$199Southwest

Tue, Dec 1 - Wed, Dec 2

3:20 pm - 4:30 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 10mnonstop

5:10 pm - 8:05 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$205Southwest

Sat, Dec 12 - Sat, Jan 9

2:15 pm - 3:25 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 10mnonstop

5:10 pm - 8:05 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$211Southwest

Sat, Feb 6 - Sat, Feb 6

5:00 pm - 6:20 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 20mnonstop

6:35 am - 9:35 amMDW Chicago Midway-BWI Baltimore/Washington

2h 00mnonstop

$211Southwest

Wed, Feb 24 - Wed, Mar 3

6:45 pm - 7:55 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 10mnonstop

8:45 am - 11:40 amMDW Chicago Midway-BWI Baltimore/Washington

1h 55mnonstop

$211Southwest

Sat, Jan 23 - Tue, Jan 26

2:15 pm - 3:25 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 10mnonstop

1:40 pm - 4:30 pmMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$211Southwest

Sat, Jan 23 - Tue, Jan 26

7:55 am - 9:00 amBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

8:50 am - 11:40 amMDW Chicago Midway-BWI Baltimore/Washington

1h 50mnonstop

$229Southwest

Mon, Dec 7 - Tue, Dec 8

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Frontier flights from Maryland to Chicago Midway Airport

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

Frontier

Nov 19

BWI10:00 amBaltimore/Washington

8h 47m

1 stop

MDW5:47 pmChicago Midway

Nov 26

MDW1:16 pmChicago Midway

10h 26m

1 stop

BWI12:42 amBaltimore/Washington

$191

Frontier

Jan 19

BWI6:30 pmBaltimore/Washington

6h 16m

1 stop

MDW11:46 pmChicago Midway

Jan 24

MDW1:18 pmChicago Midway

10h 16m

1 stop

BWI12:34 amBaltimore/Washington

$193

Frontier

Dec 4

BWI6:25 amBaltimore/Washington

10h 42m

1 stop

MDW4:07 pmChicago Midway

Dec 7

MDW5:02 pmChicago Midway

15h 05m

1 stop

BWI9:07 amBaltimore/Washington

$194

Southwest flights from Maryland to Chicago Midway Airport

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

Southwest

Dec 5

BWI6:35 pmBaltimore/Washington

2h 05m

MDW7:40 pmChicago Midway

Dec 8

MDW6:15 pmChicago Midway

1h 55m

BWI9:10 pmBaltimore/Washington

$199

Southwest

Dec 8

BWI7:55 amBaltimore/Washington

2h 05m

MDW9:00 amChicago Midway

Dec 12

MDW8:00 amChicago Midway

3h 55m

1 stop

BWI12:55 pmBaltimore/Washington

$205

Southwest

Jan 23

BWI6:45 pmBaltimore/Washington

2h 10m

MDW7:55 pmChicago Midway

Jan 26

MDW8:45 amChicago Midway

1h 55m

BWI11:40 amBaltimore/Washington

$211

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 11/19

10:00 am-5:47 pm

1 stop8h 47m

Chicago Midway

Thu 11/26

1:16 pm-12:42 am

1 stop10h 26m

$191

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Tue 1/19

6:30 pm-11:46 pm

1 stop6h 16m

Chicago Midway

Sun 1/24

1:18 pm-12:34 am

1 stop10h 16m

$193

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Fri 12/4

6:25 am-4:07 pm

1 stop10h 42m

Chicago Midway

Mon 12/7

5:02 pm-9:07 am

1 stop15h 05m

$194

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 12/3

6:23 am-4:07 pm

1 stop10h 44m

Chicago Midway

Tue 12/8

12:28 pm-10:41 pm

1 stop9h 13m

$198

Quickest round-trip

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Wed 12/9

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Sat 12/12

4:25 pm-7:15 pm

Nonstop1h 50m

$199

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Tue 12/8

7:55 am-9:00 am

Nonstop2h 05m

Chicago Midway

Tue 12/8

6:15 pm-9:10 pm

Nonstop1h 55m

$199

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Sat 12/5

6:35 pm-7:40 pm

Nonstop2h 05m

Chicago Midway

Tue 12/8

6:15 pm-9:10 pm

Nonstop1h 55m

$199

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 12/3

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Sat 12/5

11:28 am-5:26 pm

1 stop4h 58m

$249

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 12/3

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Tue 12/8

6:41 pm-11:35 pm

1 stop3h 54m

$249

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Wed 12/2

6:32 pm-10:54 pm

1 stop5h 22m

Chicago Midway

Fri 12/4

6:41 pm-11:35 pm

1 stop3h 54m

$259

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 Midway 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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Maryland, with most prices found around $279. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Maryland during the month November is also very affordable. Most momondo users find prices during this month for around $281.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Maryland. The lowest ticket price found for a Saturday departure recently was $355. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. 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 $439.

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

Flying to Chicago Midway Airport from Maryland at noon is the least expensive time of day to depart. momondo users have found prices as low as $343 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $401. 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 Midway flight route?

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

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

There are 2 cabin classes available to choose from on Maryland to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Maryland to Chicago Midway Airport flight deals and tips

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

Best Price Found	$93
Fastest flight time	2h 00m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from Maryland in the past 72 hours is $93. The best round-trip flight deal from Maryland to Chicago Midway Airport found on momondo in the last 72 hours is $191.

The fastest flight from Maryland to Chicago Midway Airport takes 2h 00m

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

Search flight deals

Frequently asked questions about flying from Maryland to Chicago Midway Airport

When did momondo last update prices for flights from Maryland to Chicago Midway Airport?
Prices for flights from Maryland to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from Maryland to Chicago Midway Airport?
The number of operators available for flights from Maryland to Chicago Midway Airport is 2 as of October 2026.
How old do you have to be to fly from Maryland to Chicago Midway Airport?
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 Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport 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 Chicago Midway Airport. 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 Maryland to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Maryland to Chicago Midway Airport is Boeing 737 MAX 8 (17.54% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (12.69%), Airbus A321neo (11.24%), and Boeing 737-800 (9.11%).

Best airlines flying from Maryland to Chicago Midway Airport

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $113	Free Cancellation	Rating 5.5 2,516 reviews		Search Frontier flights
Southwest	PriceFrom $200	Free Cancellation	Rating 7.9 4,221 reviews		Search Southwest flights

Merrillville

New Buffalo

Hammond

Portage

Lansing

Saint Joseph

Benton Harbor

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Maryland.

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

momondo does allow users to show only those flights to Chicago from Maryland which offer a flexible booking policy as well as other useful filters and features.

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?

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

An easier way to manage your Chicago Midway 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

Sun 11/29

Sun 12/6

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago

Popular cities

Other flights from Maryland

Other flights to Chicago

Airlines

Cabin classes

Complete your trip

Feeling lucky

Popular cities in the United States

Flights to New York John F Kennedy Intl Airportfrom $157

Flights to Newark Airportfrom $64

Flights to New York LaGuardia Airportfrom $82

Flights to Dallas/Fort Worth Airportfrom $52

Flights to Chicago O'Hare Intl Airportfrom $50

Flights to Washington, D.C. Dulles Intl Airportfrom $46

Flights to Orlando Airportfrom $48

Flights to Washington, D.C. Reagan-National Airportfrom $111

Flights to Dallas Love Field Airport

Flights to Chicago Greater Rockford Airport

Cheap flights from Maryland to Chicago from $93

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 11/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Maryland to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Frontier flights from Maryland to Chicago Midway Airport

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

Southwest flights from Maryland to Chicago Midway Airport

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

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Maryland to Chicago Midway Airport

What is the cheapest month to fly to Chicago Midway Airport?

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

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

What is the cheapest Maryland to Chicago Midway flight route?

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

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

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

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

How long does it take to fly to Chicago Midway Airport?

Cheap Maryland to Chicago Midway Airport flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Maryland to Chicago Midway Airport

Best airlines flying from Maryland to Chicago Midway Airport

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

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago Midway 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

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

Maryland flight routes

According to popular flight searches on momondo this year

Chicago Midway Airport flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year