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 1/9. 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

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$105
Overall average: $211
Southwest
Thu 1/8Thu 1/8
BWI - MDW • Non-stop
Cheapest non-stop
$105
Typical prices: $195-$399
Southwest
Thu 1/8Mon 1/12
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 29% 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

Thu, Jan 8 - Thu, Jan 8
Southwest Logo
1:45 pm - 2:55 pm
BWI
-
MDW
2h 10mnonstop
Southwest Logo
5:15 pm - 8:10 pm
MDW
-
BWI
1h 55mnonstop
$105Southwest
Fri, Jan 9 - Mon, Jan 12
Southwest Logo
7:45 am - 9:05 am
BWI
-
MDW
2h 20mnonstop
Southwest Logo
5:15 pm - 8:10 pm
MDW
-
BWI
1h 55mnonstop
$116Southwest
Tue, Jan 20 - Wed, Jan 21
Frontier Logo
7:10 am - 12:05 pm
BWI
-
MDW
5h 55m1 stop
Frontier Logo
1:20 pm - 12:21 am
MDW
-
BWI
10h 01m1 stop
$123Frontier
Fri, Jan 9 - Fri, Jan 9
Southwest Logo
7:45 am - 9:05 am
BWI
-
MDW
2h 20mnonstop
Southwest Logo
5:15 pm - 8:10 pm
MDW
-
BWI
1h 55mnonstop
$127Southwest
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:42 pm - 11:25 pm
BWI
-
MDW
5h 43m1 stop
Frontier Logo
6:00 am - 5:47 pm
MDW
-
BWI
10h 47m1 stop
$128Frontier
Fri, Jan 30 - Sun, Feb 1
Frontier Logo
6:00 am - 11:45 am
BWI
-
MDW
6h 45m1 stop
Frontier Logo
5:01 pm - 12:36 am
MDW
-
BWI
6h 35m1 stop
$129Frontier
Wed, Dec 31 - Wed, Jan 7
Frontier Logo
5:30 am - 10:12 pm
BWI
-
MDW
17h 42m1 stop
Frontier Logo
5:10 pm - 12:29 am
MDW
-
BWI
6h 19m1 stop
$130Frontier
Tue, Jan 6 - Wed, Jan 7
Frontier Logo
11:45 am - 10:17 pm
BWI
-
MDW
11h 32m1 stop
Frontier Logo
5:10 pm - 12:29 am
MDW
-
BWI
6h 19m1 stop
$132Frontier
Fri, Feb 6 - Mon, Feb 9
Frontier Logo
6:00 am - 11:45 am
BWI
-
MDW
6h 45m1 stop
Frontier Logo
5:01 pm - 12:36 am
MDW
-
BWI
6h 35m1 stop
$136Frontier
Tue, Jan 6 - Thu, Jan 8
Frontier Logo
11:45 am - 10:17 pm
BWI
-
MDW
11h 32m1 stop
Frontier Logo
12:41 pm - 12:29 am
MDW
-
BWI
10h 48m1 stop
$137Frontier
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 $331 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 29% 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 with an average 9% drop in price.
Most popular time to fly and prices are also 20% 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 $105 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, and Alaska 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 Boeing 737 MAX 8 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 $295 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 $108 or less one-way and $186 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 4254 reviews
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

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.

2.0 MediocreCharity, Nov 2025
MSP - MDW
Read more Southwest reviews

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.

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.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

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.

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