BWI - MDW

$64 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 1/27. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$128
Overall average: $158
Frontier
Wed 2/4Wed 2/11
BWI - MDW • 1 stop
Cheapest non-stop
$129
Typical prices: $113-$254
Southwest
Thu 2/19Mon 2/23
BWI - MDW • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 37% 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
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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

Wed, Feb 4 - Wed, Feb 11
Frontier Logo
7:10 am - 12:05 pm
BWI
-
MDW
5h 55m1 stop
Frontier Logo
6:15 am - 5:47 pm
MDW
-
BWI
10h 32m1 stop
$128Frontier
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
7:40 am - 9:00 am
BWI
-
MDW
2h 20mnonstop
Southwest Logo
7:05 pm - 9:55 pm
MDW
-
BWI
1h 50mnonstop
$129Southwest
Sat, Feb 14 - Mon, Feb 16
Southwest Logo
6:20 am - 7:40 am
BWI
-
MDW
2h 20mnonstop
Southwest Logo
9:30 am - 12:15 pm
MDW
-
BWI
1h 45mnonstop
$134Southwest
Thu, Feb 12 - Wed, Feb 18
Frontier Logo
12:12 pm - 9:12 pm
BWI
-
MDW
10h 00m1 stop
Frontier Logo
7:00 am - 6:03 pm
MDW
-
BWI
10h 03m1 stop
$136Frontier
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
10:15 am - 11:25 am
BWI
-
MDW
2h 10mnonstop
Southwest Logo
6:15 pm - 9:05 pm
MDW
-
BWI
1h 50mnonstop
$139Southwest
Fri, Jan 30 - Mon, Feb 2
Frontier Logo
6:00 am - 11:45 am
BWI
-
MDW
6h 45m1 stop
Frontier Logo
1:00 pm - 5:10 pm
MDW
-
BWI
27h 10m1 stop
$142Frontier
Thu, Jan 29 - Sat, Jan 31
Southwest Logo
1:45 pm - 2:55 pm
BWI
-
MDW
2h 10mnonstop
Southwest Logo
5:40 pm - 8:30 pm
MDW
-
BWI
1h 50mnonstop
$144Southwest
Mon, Feb 2 - Mon, Feb 9
Frontier Logo
1:05 pm - 7:58 pm
BWI
-
MDW
7h 53m1 stop
Frontier Logo
1:00 pm - 10:41 pm
MDW
-
BWI
8h 41m1 stop
$146Frontier
Thu, Feb 19 - Mon, Feb 23
Multiple Airlines Logo
5:26 pm - 2:26 pm
BWI
-
MDW
22h 00m1 stop
Multiple Airlines Logo
9:22 pm - 11:17 am
MDW
-
BWI
12h 55m1 stop
$148Multiple Airlines
Wed, Feb 11 - Mon, Feb 23
Multiple Airlines Logo
6:50 pm - 11:27 am
BWI
-
MDW
17h 37m1 stop
Multiple Airlines Logo
9:22 pm - 11:17 am
MDW
-
BWI
12h 55m1 stop
$150Multiple Airlines
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, Sunday 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 $332 and $316 respectively.

Can I save money by flying with a layover from Baltimore to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $289 on average.

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 37% 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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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.

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.

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.

MDW

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

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$64
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 21% 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 $64 for a one-way ticket and $128 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, Delta, Alaska Airlines, and JetBlue 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 Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Baltimore to Chicago Midway Airport flight route.

  • 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 Frontier?

    The two airlines most popular with KAYAK users for flights from Baltimore to Chicago are Southwest and Frontier. With an average price for the route of $292 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $162 and an overall rating of 5.7.

  • 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 $138 or less one-way and $229 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 airlines flying 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 4247 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

8.0 ExcellentMaggie, Dec 2025
BWI - LAS
Read more Southwest reviews

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

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.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Not clean and was told I would get a great seat and it was not great at all

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