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$88 Cheap Flights from Baltimore (BWI) to Chicago (MDW)

View $88 flight on Wed, Sep 2, 2026Opens in a new window

Popular airlines from Baltimore Washington Intl. Airport (BWI) to Chicago Midway Airport (MDW)

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Cheap Flights from Baltimore to Chicago (BWI-MDW)

Prices were available within the past 7 days and start at $88 for one-way flights and $176 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, Aug 26 - Mon, Aug 31
BWI
Baltimore
MDW
Chicago
$176 Roundtrip, just found
$176
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Aug 26 from Baltimore to Chicago, returning Mon, Aug 31, priced at $176 just found
Frontier Airlines
Sat, Sep 26 - Mon, Sep 28
BWI
Baltimore
MDW
Chicago
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Sep 26 from Baltimore to Chicago, returning Mon, Sep 28, priced at $179 found 1 hour ago
Frontier Airlines
Wed, Sep 2 - Sun, Sep 6
BWI
Baltimore
MDW
Chicago
$182 Roundtrip, found 1 hour ago
$182
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Baltimore to Chicago, returning Sun, Sep 6, priced at $182 found 1 hour ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
BWI
Baltimore
MDW
Chicago
$185 Roundtrip, found 15 hours ago
$185
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Baltimore to Chicago, returning Mon, Nov 2, priced at $185 found 15 hours ago
Frontier Airlines
Wed, Sep 30 - Thu, Oct 8
BWI
Baltimore
MDW
Chicago
$186 Roundtrip, just found
$186
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Sep 30 from Baltimore to Chicago, returning Thu, Oct 8, priced at $186 just found
Southwest Airlines
Sat, Sep 5 - Sun, Sep 6
BWI
Baltimore
MDW
Chicago
$187 Roundtrip, just found
$187
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Sep 5 from Baltimore to Chicago, returning Sun, Sep 6, priced at $187 just found
Southwest Airlines
Sat, Sep 5 - Tue, Sep 8
BWI
Baltimore
MDW
Chicago
$192 Roundtrip, found 12 hours ago
$192
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Baltimore to Chicago, returning Tue, Sep 8, priced at $192 found 12 hours ago
Southwest Airlines
Sat, Sep 5 - Sun, Sep 6
BWI
Baltimore
MDW
Chicago
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Sep 5 from Baltimore to Chicago, returning Sun, Sep 6, priced at $192 just found
Delta
Sun, Sep 6 - Wed, Sep 9
BWI
Baltimore
MDW
Chicago
$195 Roundtrip, found 15 hours ago
$195
Roundtrip
found 15 hours ago
Select Delta flight, departing Sun, Sep 6 from Baltimore to Chicago, returning Wed, Sep 9, priced at $195 found 15 hours ago
Southwest Airlines
Sun, Sep 6 - Fri, Sep 11
BWI
Baltimore
MDW
Chicago
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Sun, Sep 6 from Baltimore to Chicago, returning Fri, Sep 11, priced at $197 found 6 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $221
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $221

Find the cheapest month to fly from Baltimore (BWI) to Chicago (MDW)

February is typically the cheapest month to fly

From $128 - $264 per traveler.

What you need to know for your flight from Baltimore Washington Intl. Thurgood Marshall to Midway Intl.

Baltimore (BWI) to Chicago (MDW) at a glance

Travel from Baltimore (BWI) to Chicago (MDW) with a range of airlines offering this popular domestic short-haul route. Whether you prefer full-service options or budget-friendly carriers, you can easily compare choices to find the best itinerary that fits your budget and schedule. As you plan your visit to explore Chicago's renowned attractions and vibrant neighborhoods, gather key details about flights from Baltimore Washington International Thurgood Marshall Airport to Midway International Airport.

  • Fastest flight duration: around 2 hours non-stop
  • Route distance: roughly 600 miles (970 km)
  • Flights per week: around 20+ flights with multiple daily departures on average
  • Typical fares (one-way): economy tickets often range from $50–$360, depending on seasonality and how far ahead you book

Flights from Baltimore Washington International Thurgood Marshall Airport (BWI) to Midway International Airport (MDW)

Based on the latest traveler bookings, here are the most popular airlines flying from Baltimore to Chicago, favored for both non-stop and one-stop flights. Common layover options include Hartsfield-Jackson Atlanta International Airport (ATL) with about a 1 hour and 30 minute layover, Detroit Metropolitan Wayne County Airport (DTW) with around a 45-minute layover, and Hopkins International Airport (CLE), also approximately 45 minutes. This variety allows you to customize your journey by balancing price, total travel time, and cabin class to find the ideal itinerary.

  • Southwest Airlines: This budget-friendly airline provides both non-stop and one-stop flights, with one-way ticket prices generally falling between $70 and $385. It dominates this route, making up about 84% of departures, with direct flights lasting around 2 hours.
  • Frontier Airlines: Also a low-cost option, Frontier offers non-stop and one-stop services, where one-way fares typically range from $50 to $190. It accounts for about 14% of the departures on this route, with a standard non-stop flight time of 2 hours.
  • Delta: As a full-service airline, Delta provides one-stop service, with one-way fares usually between $90 and $265. It represents roughly 2% of the departures on this route, featuring an in-flight duration of 3 hours and 45 minutes, and a total travel time of about 5 hours and 30 minutes, including layover.

Travelers flying from Baltimore to Chicago can enhance their experience by upgrading to Delta's premium economy class service, which offers added comfort and amenities.

Best time to fly from Baltimore (BWI) to Chicago (MDW)

The most popular months for travelers flying from Baltimore to Chicago are July, August, and October, when peak temperatures in Chicago reach up to 73.4°F in July. If you prefer quieter travel, consider February, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 27°F. For better deals, September usually offers the lowest average one-way fare around $124. Flight availability peaks in October, with approximately 33 flights per week, making it easier to find convenient departure times. January has the fewest flights, with approximately 14 flights per week.

  • Cheapest time to fly: September usually offers good deals with average one-way fare around $124, roughly 17% cheaper than the yearly average.
  • More budget-friendly months to fly: February and August typically offer average one-way fares of around $128.
  • Most flight options: October has the highest number of flights from Baltimore to Chicago, with approximately 33 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January25.7°F (-3.5°C)Slightly Low14$146
February27.0°F (-2.8°C)Slightly Low16$127
March37.0°F (2.8°C)Average18$178
April46.0°F (7.8°C)Average20$185
May57.0°F (13.9°C)Average28$152
June67.3°F (19.6°C)Average30$154
July73.4°F (23.0°C)Slightly High31$148
August73.0°F (22.8°C)Slightly High31$129
September67.1°F (19.5°C)Average28$124
October54.9°F (12.7°C)Slightly High33$137
November42.3°F (5.7°C)Average27$151
December33.1°F (0.6°C)Slightly Low22$170

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Baltimore (BWI) to Chicago (MDW)

  • Baltimore to Chicago (BWI-ORD): O'Hare International Airport (ORD) lies approximately 16 miles from Midway International Airport (MDW). On this route, one-way economy tickets typically range from $50 to $360, influenced by the season and how far in advance you book. Travelers can choose between non-stop and one-stop flights. Major airlines operating on this route include United and American Airlines. Additionally, first-class service is offered on this route.
  • Washington to Chicago (DCA-ORD): Ronald Reagan Washington National Airport (DCA) is located about 30 miles from Baltimore Washington International Thurgood Marshall Airport (BWI), while O'Hare International Airport (ORD) is around 16 miles from Midway International Airport (MDW). Economy fares for one-way flights on this route generally range from $80 to $350, depending on the season and booking time. Both non-stop and one-stop flights are available, with American Airlines and United being the primary carriers. First-class seating is also an option on this route.
  • Washington to Chicago (DCA-MDW): Ronald Reagan Washington National Airport (DCA) is approximately 30 miles from Baltimore Washington International Thurgood Marshall Airport (BWI). On this route, one-way economy fares typically fall between $80 and $385, based on the season and how early you book. Flights are usually available as both non-stop and one-stop options. Key airlines operating this route include low-cost carrier Southwest Airlines and Delta. There is also first-class service available on this route.

How to find the best prices for flights from Baltimore (BWI) to Chicago (MDW)

Getting some of the best deals on flights from Baltimore to Chicago is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are typically found when booking 2 to 8 weeks in advance, which aligns with when most travelers make their reservations. Departures in the afternoon (12 PM to 6 PM) tend to offer lower prices and are also the most popular flight times. Additionally, flying on Monday usually results in cheaper fares, although Friday remains the most popular travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Midway International Airport from Baltimore Washington International Thurgood Marshall Airport

Chicago welcomes travelers from Baltimore with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Midway International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Midway International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Midway International Airport, travelers will find Midway Station, a metro station, just about 0.2 miles away on foot, while Chicago Ashburn Station, a train station, is located approximately 4.1 miles away by car. Additionally, Lyons Seaport, a seaport, is around 7.2 miles from the airport, also accessible by car.

Frequently asked questions

How much does a flight from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from $88 and cheap return flights from $176 Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights usually range from $146 to $497, and return flights typically cost between $267 and $709. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
February is the cheapest month to fly from Baltimore, MD (BWI) to Chicago, IL (MDW), with average return fares around $223. This is about 27% lower than the average price throughout the year, as February typically experiences lower travel demand. Other economical months to consider are September and October.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
Enter BWI to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
The best airline to fly with from Baltimore, MD (BWI) to Chicago, IL (MDW) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, Frontier Airlines typically offers the lowest fares. WN offers the most daily flights from BWI to MDW, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
For flights from Baltimore (BWI) to Chicago (MDW), February and September are your best bets. You can expect return flights to be around $223 in February, which is a great deal as it's before the busy summer season. September also offers good prices and a chance to enjoy the early fall atmosphere in Chicago.*Prices based on flights available on Expedia in the last year.
How many flights per day from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
There are approximately 5 nonstop flights per day from Baltimore Washington Intl. Thurgood Marshall (BWI) to Midway Intl. (MDW). For more options, look at flights that include layovers.
What is the earliest flight from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Baltimore Washington International Thurgood Marshall Airport (BWI) to Midway International Airport (MDW) usually departs at around 5:30 AM, operated by Frontier Airlines. This seasonal service is available in January and December, making it a great option for early risers looking to reach Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Baltimore Washington International Thurgood Marshall Airport (BWI) to Chicago Midway International Airport (MDW) are in the morning, from 9am to 12pm. About 24% of passengers prefer this time window. Many major carriers, including Southwest Airlines, operate flights during this window. This timing is favored because it allows you to arrive in Chicago with plenty of time to enjoy the day.
How long does it take to fly from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
Flying nonstop from BWI to MDW takes around 2 hours, with the route covering approximately 609 miles. Flights with a layover typically take 5 hours 30 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
Select the "Business class" and "First class" filters when looking for BWI to MDW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Baltimore Washington Intl. Thurgood Marshall (BWI)?
When traveling from Baltimore Washington Intl. Thurgood Marshall (BWI) to Chicago, you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW). Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), Cincinnati - Northern Kentucky Intl. (CVG), Greenville-Spartanburg Intl. (GSP) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

0
Origin airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$176
Distance
608 mi

Book with confidence

Baltimore to Chicago Flights

The cheapest times to fly from Baltimore to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Baltimore to Chicago are during the month of August. You can find some of the cheapest flights from Baltimore to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Baltimore to Chicago

Sunday is one of the best days to book for cheap flights from Baltimore to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Baltimore to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Baltimore to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $88 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Baltimore to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Baltimore to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Baltimore to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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