BWI - MDW

$60 Find Cheap Flights from Baltimore to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Baltimore to Midway departing on 11/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Baltimore to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Baltimore to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$119
Overall average: $227
Frontier
Sun 11/23Mon 11/24
BWI - MDW • Non-stop
Cheapest one-way
$60
Typical prices: $55-$142
Frontier
Thu 11/20
BWI - MDW • 1 stop
Our travelers' advice
AI-generated summary based on content written by travel experts
Southwest's two free checked bags reduce luggage costs.
The CTA Orange Line from MDW to downtown is efficient.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Frontier
Cheapest • from $119 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 32% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Baltimore to Midway (BWI-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Baltimore to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Baltimore to Midway

Sun, Nov 23 - Mon, Nov 24
Frontier Logo
4:06 pm - 5:15 pmBWI-MDW
2h 09mnonstop
Frontier Logo
12:25 pm - 3:21 pmMDW-BWI
1h 56mnonstop
$119Frontier
Find Deal
Fri, Nov 21 - Sun, Nov 23
Frontier Logo
12:57 pm - 11:29 pmBWI-MDW
11h 32m1 stop
Frontier Logo
12:25 pm - 3:21 pmMDW-BWI
1h 56mnonstop
$121Frontier
Find Deal
Mon, Nov 24 - Thu, Nov 27
Frontier Logo
4:06 pm - 5:15 pmBWI-MDW
2h 09mnonstop
Frontier Logo
5:30 pm - 8:23 amMDW-BWI
13h 53m1 stop
$122Frontier
Find Deal
Mon, Nov 24 - Wed, Nov 26
Frontier Logo
4:06 pm - 5:15 pmBWI-MDW
2h 09mnonstop
Frontier Logo
12:25 pm - 3:21 pmMDW-BWI
1h 56mnonstop
$123Frontier
Find Deal
Thu, Dec 11 - Sun, Dec 14
Frontier Logo
9:11 pm - 10:39 pmBWI-MDW
26h 28m1 stop
Frontier Logo
6:37 pm - 7:42 amMDW-BWI
12h 05m1 stop
$124Frontier
Find Deal
Sat, Nov 22 - Mon, Nov 24
Multiple Airlines Logo
10:41 am - 5:07 pmBWI-MDW
7h 26m1 stop
Multiple Airlines Logo
12:25 pm - 3:21 pmMDW-BWI
1h 56mnonstop
$135Multiple Airlines
Find Deal
Wed, Jan 7 - Sun, Jan 11
Southwest Logo
1:45 pm - 2:55 pmBWI-MDW
2h 10mnonstop
Southwest Logo
7:05 pm - 9:55 pmMDW-BWI
1h 50mnonstop
$148Southwest
Find Deal
Sat, Jan 17 - Mon, Jan 19
Southwest Logo
6:15 am - 7:35 amBWI-MDW
2h 20mnonstop
Southwest Logo
6:50 am - 9:45 amMDW-BWI
1h 55mnonstop
$169Southwest
Find Deal
Fri, Dec 5 - Sun, Dec 7
Southwest Logo
4:45 pm - 5:50 pmBWI-MDW
2h 05mnonstop
Southwest Logo
5:10 am - 8:00 amMDW-BWI
1h 50mnonstop
$177Southwest
Find Deal
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
7:40 am - 9:00 amBWI-MDW
2h 20mnonstop
Southwest Logo
6:50 am - 9:45 amMDW-BWI
1h 55mnonstop
$178Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Baltimore to Midway flights

Get data-powered insights and trends into flights from Baltimore to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Baltimore to Chicago Midway Airport?

The average price of all round-trip flights from Baltimore to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Baltimore to Chicago Midway Airport. For your return ticket, we recommend flying on a Friday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Baltimore to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Baltimore to Chicago Midway Airport is February, where tickets cost $158 (return) on average. On the other hand, the most expensive months are May and December, where the average cost of round-trip tickets is $329 and $287 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Baltimore to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Baltimore to Chicago Midway Airport, you should book around 2 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Expert advice

Expert advice for your flight from Baltimore to Midway

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Southwest

Southwest's Rapid Rewards allows booking with cash and points, offering flexible payment options.


Southwest's Companion Pass lets you bring a guest for a year with 135,000 points.

Read more about Southwestby Blane Bachelor
Frontier

Frontier's Economy Bundle includes a carry-on and seat choice, ideal for budget travelers.


Opt for Premium Bundle for priority boarding and extra legroom, just $20 more than Economy.

Read more about Frontierby Stefanie Waldek
Airports
BWI

BWI offers a variety of dining options with local specialties like Maryland blue crab. Arrive early to enjoy shopping and dining at street prices.

Read more about BWIby Harriet Baskas
MDW

The CTA Orange Line offers a direct route from MDW to downtown Chicago in about 25-30 minutes, avoiding traffic delays.

Read more about MDWby Stefanie Waldek
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on BWI

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Good to know

Low seasonJanuary
Cheapest flight$60
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Baltimore to Chicago Midway Airport

When to book flights from Baltimore to Midway

Are your dates flexible? Find out the best times to travel from Baltimore to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Baltimore to Chicago Midway Airport flights

  • What is the cheapest flight from Baltimore to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Baltimore to Chicago Midway Airport was $60 for a one-way ticket and $119 for a round-trip.

  • Do I need a passport to fly between Baltimore and Chicago Midway Airport?

    No, a passport isn't needed to fly from Baltimore to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Baltimore to Chicago Midway Airport?

    American Airlines, Alaska Airlines, Delta, and Hawaiian Airlines offer inflight Wi-Fi service on the Baltimore to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Baltimore to Chicago Midway Airport?

    The Airbus A320neo is the aircraft model that flies most regularly on the Baltimore to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Baltimore to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Baltimore and Chicago Midway Airport.

  • On which days can I fly direct from Baltimore to Chicago Midway Airport?

    There are nonstop flights from Baltimore to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Baltimore to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Baltimore to Chicago are Southwest and Delta. With an average price for the route of $298 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $328 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Baltimore to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Baltimore to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Baltimore to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Baltimore is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Baltimore to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Baltimore with another airline. Booking your flights between Baltimore and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Baltimore to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Baltimore up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Baltimore to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $103 or less one-way and $170 or less round-trip.

Prefer to fly direct from Baltimore to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Baltimore/Washington to Chicago Midway.
Find which airlines fly direct from Baltimore/Washington Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Baltimore/Washington to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Baltimore/Washington

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 3 airlines serving from Baltimore to Midway

 
See real verified KAYAK customer reviews for airlines flying from Baltimore to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Baltimore to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4239 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

10.0 ExcellentMelissa, Sep 2025MSY - MDW
Read more Southwest reviews

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

The seats were a bit cramped and worn, but otherwise okay.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Everything you need to know for your flight from Baltimore to Midway

Other airlines flying to Baltimore

Flight deals from the most popular airlines with KAYAK users flying the route

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