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Midway

$89+ Cheap flights from Baltimore (BWI) to Midway (MDW)

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — MDW
Aug 29 — Sep 51
Sat 8/29
Sat 9/5
1 adult, Economy
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Find cheap flights from Baltimore to Midway with Cheapflights

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Cheapflights Tip: The best prices from Baltimore/Washington to Chicago Midway are usually found in September or November, booked 41 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Baltimore to Midway

Cheapest flights from Baltimore to Midway
Explore the most affordable flight options available from Baltimore to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2026.

This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:30 am
BWI
-
MDW
2 stops6h 40m
Southwest
Sat 9/1911:45 am
MDW
-
BWI
1 stop3h 15m
Southwest
Deal found 7/29$198
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:30 am
BWI
-
MDW
Nonstop2h 00m
Southwest
Mon 8/311:00 pm
MDW
-
BWI
Nonstop1h 45m
Southwest
Deal found 7/28$201
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:15 am
BWI
-
MDW
1 stop4h 02m
Delta
Sun 9/66:05 am
MDW
-
BWI
1 stop6h 00m
Delta
Deal found 7/28$202
This Frontier deal was found by Cheapflights users on 7/29. 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.
Sun 8/232:24 pm
BWI
-
MDW
1 stop7h 07m
Frontier
Sat 8/2911:45 am
MDW
-
BWI
1 stop4h 58m
Frontier
Deal found 7/29$203
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Thu 8/276:45 am
BWI
-
MDW
2 stops14h 46m
Frontier
Thu 9/36:05 am
MDW
-
BWI
1 stop5h 19m
Frontier
Deal found 7/30$205
This Frontier deal was found by Cheapflights users on 7/29. 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.
Tue 8/186:28 pm
BWI
-
MDW
1 stop5h 19m
Frontier
Tue 8/256:05 am
MDW
-
BWI
1 stop5h 19m
Frontier
Deal found 7/29$207
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:35 am
BWI
-
MDW
Nonstop2h 00m
Southwest
Sat 8/229:20 am
MDW
-
BWI
1 stop6h 15m
Southwest
Deal found 7/25$211
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:45 am
BWI
-
MDW
1 stop4h 10m
Southwest
Mon 9/145:30 am
MDW
-
BWI
1 stop4h 25m
Southwest
Deal found 7/29$216
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:00 pm
BWI
-
MDW
Nonstop2h 00m
Southwest
Mon 8/247:30 am
MDW
-
BWI
Nonstop1h 45m
Southwest
Deal found 7/30$219
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:55 pm
BWI
-
MDW
1 stop3h 55m
Southwest
Mon 9/145:30 am
MDW
-
BWI
1 stop4h 25m
Southwest
Deal found 7/29$221
This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:45 am
BWI
-
MDW
2 stops6h 25m
Southwest
Wed 9/308:45 am
MDW
-
BWI
1 stop4h 15m
Southwest
Deal found 7/26$222

Find flight deals from Baltimore to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Baltimore (BWI) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Southwest)

One-way from

$89
(Southwest)

Popular in

May

Cheapest in

September

Average price

$369
Provider with most accurate pricing for Baltimore/Washington-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Baltimore/Washington-Chicago Midway flights.
Search Deals
From Baltimore/Washington to Chicago Midway
Search Deals
One-way flight from Baltimore/Washington to Chicago Midway
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Baltimore to Midway 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 July 30, 2026.
Use the filters below to find and compare flights from Baltimore to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 9/12

8:30 am-2:10 pm

2 stops6h 40m

Chicago Midway

Mon 9/14

5:30 am-10:55 am

1 stop4h 25m

$226

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 9/5

6:15 am-9:17 am

1 stop4h 02m

Chicago Midway

Tue 9/8

9:29 am-4:55 pm

1 stop6h 26m

$238

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 10/16

11:00 am-1:25 pm

1 stop3h 25m

Chicago Midway

Mon 10/19

6:25 pm-9:15 pm

Nonstop1h 50m

$254

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 10/23

10:40 am-12:45 pm

1 stop3h 05m

Chicago Midway

Mon 10/26

2:50 pm-7:05 pm

1 stop3h 15m

$259

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 9/5

1:55 pm-5:15 pm

1 stop4h 20m

Chicago Midway

Mon 9/7

8:00 am-1:30 pm

1 stop4h 30m

$263

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 9/26

7:30 pm-8:35 pm

Nonstop2h 05m

Chicago Midway

Sun 9/27

7:10 am-9:55 am

Nonstop1h 45m

$268

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sun 8/30

9:05 am-10:05 am

Nonstop2h 00m

Chicago Midway

Tue 9/8

5:15 pm-8:15 pm

Nonstop2h 00m

$268

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Thu 10/15

9:00 pm-10:00 pm

Nonstop2h 00m

Chicago Midway

Sun 10/18

9:10 am-2:45 pm

1 stop4h 35m

$278
Quickest round-trip

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 8/22

6:35 am-7:35 am

Nonstop2h 00m

Chicago Midway

Sun 8/23

5:00 am-7:45 am

Nonstop1h 45m

$278

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Tue 8/18

8:00 am-9:00 am

Nonstop2h 00m

Chicago Midway

Sat 8/22

5:55 am-8:40 am

Nonstop1h 45m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Baltimore to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Baltimore to Midway in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Baltimore-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Baltimore-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Baltimore-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Baltimore-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Baltimore-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Baltimore to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Baltimore 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 Baltimore to Chicago Midway Airport

How far ahead should I book a flight from Baltimore to Chicago Midway Airport?

To ensure you get the cheapest price possible for a flight from Baltimore to Chicago Midway Airport, you should look to book at least 40 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Baltimore to Chicago Midway Airport (average of $177). Flying from Baltimore to Chicago Midway Airport in May is currently the most expensive (average of $407). 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 BWI to MDW?

Find hourly flight availability from Baltimore to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2026.

It’s optimal to fly from Baltimore to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Baltimore to Midway. Price data was last updated on July 25, 2026.

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

How much does it cost to fly round-trip from Baltimore to Chicago Midway Airport?

Airfare is typical for this route at the moment.

Baltimore to Chicago Midway Airport flights typically cost between $158 and $314 in September.
The cheapest round-trip price found within the last 5 days was $198 on Southwest (Sep 12-Sep 19).

The best insider tips for Baltimore to Chicago Midway Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Baltimore to Chicago Midway Airport trip
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Southwest and Frontier

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Emily Zemler

Emily Zemler

Expert on BWI

Emily is a freelance writer and book author based in London covering entertainment and travel. Her work has appeared in Los Angeles Times, Observer, and Conde Nast Traveler She has ventured to more than 40 countries and all seven continents, always in search of a great art museum. She has written extensively about hotels, luxury travel, and aviation.

Read more

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 30, 2026.
Get a feel of what it's like to fly with Southwest and Frontier from Baltimore to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,227 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,227 reviews
Southwest
8.0
Very good
4,227 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,746 reviews
Southwest
8.0
Very good
4,227 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

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

  • What airport do you fly from for flights from Baltimore to Chicago Midway?

    For a flight from Baltimore to Chicago Midway, you will be flying from Baltimore/Washington. Baltimore/Washington (BWI) is just 8.5 mi from the center of the city. Baltimore/Washington is the only Baltimore airport and it handles 10 outbound flights to Chicago Midway per day. 2 airlines have flights to Chicago Midway from Baltimore/Washington on a regular basis.

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

    There are many flights that can get you from Baltimore to Chicago Midway Airport in 4h 02m. Fly via Southwest or Delta to get the fastest option. Airlines will cover a distance of 609 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Baltimore to Chicago Midway Airport round-trip?

    Our cheapest airline available from Baltimore to Chicago Midway Airport is Frontier. Our recent data shows that you can find tickets from as low as $90 on this airline. An additional option worth looking into is Southwest, starting at $177. Frontier is 70% cheaper than the average price of flights available within the next 90 days to this destination.

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

    Looking for the cheapest flight from Baltimore to Chicago Midway Airport? While on average our users pay $322, our data indicates the cheapest price to be $128. The most popular route (Baltimore/Washington - Chicago Midway), is priced around $177.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Baltimore to Midway 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 Baltimore to Chicago Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from Baltimore to Chicago Midway Airport (average of $177). Flying from Baltimore to Chicago Midway Airport in May is currently the most expensive (average of $407). 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Baltimore to Midway

Discover the top 2 airlines that operate flights from Baltimore to Midway. 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 July 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$178FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$177Average$342FlexibilityNo cancel feeOn-time63%

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