HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$54+ Cheap flights from Midway (MDW) to Maryland

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
dic. 6 — dic. 131
sáb. 12/6
sáb. 12/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Maryland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Maryland

Keep the following information in mind while searching for Midway to Maryland flight deals. Data was last updated noviembre 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$98
(CheapOair)

One-way from

$54
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$264

Good round-trip deal

$158 or less

Good one-way deal

$85 or less
Provider with most accurate pricing for Chicago (CHI)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Washington, D.C. (WAS) flights.
Search Deals
From Chicago Midway to Maryland
Search Deals
One-way flight from Chicago Midway to Maryland
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Maryland.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Maryland.
Search Deals

Find flight deals from Midway to Maryland

Cheapest flights from Midway to Maryland
Explore the most affordable flight options available from Midway to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 6, 2025.

This Gotogate deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/133:40 pmMDW - BWI
Nonstop1h 55mFrontier
lun. 11/177:25 pmBWI - MDW
Nonstop2h 06mFrontier
Deal found 11/6$98
This Mytrip deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/213:40 pmMDW - BWI
1 stop7h 18mFrontier
lun. 11/244:06 pmBWI - MDW
Nonstop2h 09mFrontier
Deal found 11/4$101
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/2212:25 pmMDW - BWI
Nonstop1h 56mFrontier
jue. 12/411:48 amBWI - MDW
1 stop7h 20mFrontier
Deal found 11/6$103
This Frontier deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/209:30 amMDW - PHL
1 stop10h 52mFrontier
sáb. 11/226:07 pmPHL - MDW
Nonstop2h 22mFrontier
Deal found 11/5$104
This CheapOair deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/209:30 amMDW - BWI
1 stop10h 21mFrontier
dom. 11/234:06 pmBWI - MDW
Nonstop2h 09mFrontier
Deal found 11/5$104
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/2412:25 pmMDW - BWI
Nonstop1h 56mFrontier
jue. 11/2711:14 amBWI - MDW
1 stop12h 03mFrontier
Deal found 11/6$106
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/2412:25 pmMDW - BWI
Nonstop1h 56mMultiple Airlines
mar. 12/26:29 pmBWI - MDW
1 stop15h 17mMultiple Airlines
Deal found 11/6$107
This CheapOair deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/42:16 pmMDW - PHL
1 stop27h 16mFrontier
jue. 12/1110:00 pmPHL - MDW
1 stop25h 39mFrontier
Deal found 11/5$110
This CheapOair deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/92:49 pmMDW - BWI
1 stop8h 35mFrontier
jue. 12/119:11 pmBWI - MDW
1 stop26h 28mFrontier
Deal found 11/6$110
This Frontier deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/218:41 pmMDW - PHL
Nonstop1h 57mFrontier
sáb. 11/225:01 amPHL - MDW
1 stop13h 06mFrontier
Deal found 11/6$115
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/176:06 pmMDW - BWI
2 stops41h 49mMultiple Airlines
lun. 11/244:06 pmBWI - MDW
Nonstop2h 09mMultiple Airlines
Deal found 11/5$116
This Super.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/143:40 pmMDW - BWI
Nonstop1h 55mFrontier
lun. 11/177:25 pmBWI - MDW
Nonstop2h 06mFrontier
Deal found 11/5$117

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Maryland 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, Cheapflights users made 2,558,603 searches. Data last updated noviembre 6, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Maryland that are best for you.

Fly from

Midway

Fly to

Maryland

Route

Depart

Return

Price

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

mar. 12/9

2:49 pm-12:24 am

1 stop8h 35m

Baltimore/Washington

jue. 12/11

9:11 pm-10:39 pm

1 stop26h 28m

$110

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

sáb. 1/17

5:40 pm-8:30 pm

Nonstop1h 50m

Baltimore/Washington

lun. 1/19

8:15 pm-9:25 pm

Nonstop2h 10m

$139

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

jue. 1/8

9:50 am-12:40 pm

Nonstop1h 50m

Baltimore/Washington

dom. 1/11

8:15 pm-9:25 pm

Nonstop2h 10m

$148

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

jue. 11/20

8:41 pm-11:38 pm

Nonstop1h 57m

Philadelphia

lun. 11/24

8:59 pm-10:17 pm

2 stops26h 18m

$158

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

sáb. 12/13

8:40 am-11:30 am

Nonstop1h 50m

Baltimore/Washington

mié. 1/14

5:50 pm-7:00 pm

Nonstop2h 10m

$158

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mar. 12/2

8:10 am-11:05 am

Nonstop1h 55m

Philadelphia

mié. 12/3

6:00 am-7:15 am

Nonstop2h 15m

$159

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

mié. 11/19

1:56 pm-8:20 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

dom. 11/23

8:44 am-4:30 pm

1 stop8h 46m

$167

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

jue. 1/22

6:50 am-9:45 am

Nonstop1h 55m

Baltimore/Washington

dom. 1/25

10:55 am-12:05 pm

Nonstop2h 10m

$169

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mar. 2/24

6:00 am-1:24 pm

1 stop6h 24m

Philadelphia

mié. 2/25

6:23 pm-10:44 pm

1 stop5h 21m

$177

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

vie. 12/5

6:40 am-9:30 am

Nonstop1h 50m

Baltimore/Washington

dom. 12/7

9:55 pm-11:00 pm

Nonstop2h 05m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Midway to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Maryland

What is the cheapest month to book a flight from Chicago Midway Airport to Maryland?

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Maryland (average of $57). Flying from Chicago Midway Airport to Maryland in January is currently the most expensive (average of $204). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to MD?

Find hourly flight availability from Midway to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 6, 2025.

It’s optimal to fly from Chicago Midway Airport to Maryland at noon. By choosing this option you can save up to 49% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago Midway Airport to Maryland?

Use this chart to determine the cheapest time to fly round-trip from Midway to Maryland. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Maryland flight should consider departing on Friday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated noviembre 6, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Maryland, such as Southwest and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,116 reviews
Southwest
8.0
Very good
4,241 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Maryland?

    Frontier, Southwest, and Delta can get you from Chicago Midway Airport to Maryland in just under 1h 50m. Your travel time can differ by up to 6h 45m. Airlines will cover a distance of 609 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Maryland one-way?

    $61 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $70 and $89, respectively.

  • What are the most popular routes from Chicago Midway Airport to Maryland?

    While some choose either Chicago Midway - Philadelphia or Chicago Midway - Baltimore/Washington, Chicago Midway - Washington, D.C. Dulles Intl is the most popular route from Chicago Midway Airport to Maryland.

  • What are the cheapest flights from Chicago Midway Airport to Maryland?

    On average you can expect to pay $178 for a flight from Chicago Midway Airport to Maryland. The cheapest flight overall is $51 while the most popular route, (Chicago Midway - Washington, D.C. Dulles Intl) is currently priced at $128.

  • Can I find deals for flights from Midway to Maryland that include hotel bookings?

    Yes. In addition to deals on Midway to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Maryland.

  • Can I find deals for business class flights from Midway to Maryland?

    Yes. Cheapflights offers flight deals from Midway to Maryland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Maryland?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Maryland (average of $57). Flying from Chicago Midway Airport to Maryland in January is currently the most expensive (average of $204). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Orlando flights
O'Hare Intl to Newark flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
O'Hare Intl to Miami flights
O'Hare Intl to Denver flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Seattle flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Honolulu flights
Midway to Miami flights
Midway to Orlando flights
O'Hare Intl to San Diego flights
Midway to Dallas/Fort Worth flights
Midway to Sky Harbor Intl flights
O'Hare Intl to Ontario flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Baltimore flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Nashville flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Hobby flights
Midway to Atlanta flights
Midway to Las Vegas flights
Midway to Tampa flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Boston flights
Midway to LaGuardia flights
O'Hare Intl to Austin flights
Midway to Fort Lauderdale flights
O'Hare Intl to Sarasota flights
Midway to Denver flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Love Field flights
O'Hare Intl to Palm Springs flights
Midway to Los Angeles flights
Midway to Hobby flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Jacksonville flights

Top 2 airlines flying from Midway to Maryland

Discover the top 2 airlines that operate flights from Midway to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated noviembre 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$163FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$294FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.