BWI - MDW

$99 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 8/1. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$234
Typical prices: $147-$291
Delta
Mon 11/9Tue 11/10
BWI - MDW • 1 stop
Cheapest non-stop
$238
Typical prices: $138-$265
Southwest
Thu 9/3Tue 9/8
BWI - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Frontier Economy Bundle adds a carry-on and seat choice for budget value.
Southwest Rapid Rewards offers cash or points; Companion Pass adds a guest.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $234 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 02m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 81% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $176 (round-trip)
Shortest trip • 4h 13m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 43% price drop
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

Mon, Nov 9 - Tue, Nov 10
Delta Logo
6:10 pm - 10:10 pm
BWI
-
MDW
5h 00m
1 stop
Delta Logo
5:25 pm - 12:26 am
MDW
-
BWI
6h 01m
1 stop
$234Delta
Wed, Jul 29 - Sat, Aug 1
Southwest Logo
1:00 pm - 2:00 pm
BWI
-
MDW
2h 00mnonstop
Southwest Logo
7:50 am - 2:35 pm
MDW
-
BWI
5h 45m
1 stop
$235Southwest
Tue, Jul 14 - Wed, Jul 15
Southwest Logo
5:20 pm - 8:10 pm
BWI
-
MDW
3h 50m
1 stop
Southwest Logo
7:50 am - 12:00 pm
MDW
-
BWI
3h 10m
1 stop
$236Southwest
Thu, Sep 3 - Tue, Sep 8
Southwest Logo
6:30 am - 7:30 am
BWI
-
MDW
2h 00mnonstop
Southwest Logo
6:30 am - 9:15 am
MDW
-
BWI
1h 45mnonstop
$238Southwest
Wed, Sep 2 - Wed, Sep 9
Frontier Logo
6:28 pm - 10:47 pm
BWI
-
MDW
5h 19m
1 stop
Frontier Logo
7:25 am - 4:12 pm
MDW
-
BWI
7h 47m
1 stop
$239Frontier
Thu, Aug 20 - Mon, Aug 24
Southwest Logo
4:55 pm - 7:50 pm
BWI
-
MDW
3h 55m
1 stop
Southwest Logo
8:15 am - 12:25 pm
MDW
-
BWI
3h 10m
1 stop
$240Southwest
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
2:24 pm - 8:31 pm
BWI
-
MDW
7h 07m
1 stop
Frontier Logo
6:05 am - 12:24 pm
MDW
-
BWI
5h 19m
1 stop
$241Frontier
Wed, Jul 15 - Sat, Jul 18
Frontier Logo
6:35 am - 11:07 am
BWI
-
MDW
5h 32m
1 stop
Frontier Logo
12:11 pm - 6:33 pm
MDW
-
BWI
5h 22m
1 stop
$242Frontier
Fri, Jul 31 - Wed, Aug 5
Southwest Logo
6:10 am - 7:10 am
BWI
-
MDW
2h 00mnonstop
Southwest Logo
5:15 pm - 8:10 pm
MDW
-
BWI
1h 55mnonstop
$243Southwest
Thu, Aug 20 - Thu, Aug 20
Southwest Logo
6:35 am - 11:05 am
BWI
-
MDW
5h 30m
1 stop
Southwest Logo
1:00 pm - 5:25 pm
MDW
-
BWI
3h 25m
1 stop
$244Southwest
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.

How much is a round-trip flight from Baltimore to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Baltimore to Chicago Midway Airport departing in November.

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 Tuesdays 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 September, where tickets cost $164 (return) on average. On the other hand, the most expensive months are May and March, where the average cost of round-trip tickets is $407 and $379 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.

No, with an average price for the route of $345, prices are generally cheapest when you fly direct.

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 43% 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.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

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.

Harriet Baskas

Harriet Baskas

Expert on BWI

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.

Good to know

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 36% 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 5 days, the lowest price for a flight from Baltimore to Chicago Midway Airport was $99 for a one-way ticket and $234 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, JetBlue, and Delta 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 $329 and an overall rating of 7.9, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $169 and an overall rating of 5.6.

  • 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 $188 or less one-way and $319 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.
7.9
SouthwestOverall score based on 4246 reviews
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

The seats were comfortable, and the boarding process was pretty smooth.

Seats sook to be getting smaller on the planes. Still miss the peanuts on SW but the graham crackers and brickel are better than the mix.

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.

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

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

The trip was unremarkable which is good. Crew was very professional and courteous.

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

First time flying Frontier, I am not sure the Ala Carte menu of options is for me.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Nothing I missed my first flight because my boarding pass said one thing and another passenger on the same flight said another. I didn’t get notified of a gate change until 8:39 pm which was one minute before the flight departed at 8:40pm when we explained this to gate agent Dorsey prior to the flight departing she was extremely short and had nasty attitude. Some of the passengers in my party including myself needed to catch that flight due work the next which included presentations and court litigation. We were deeply saddened and frustrated how Frontier handled this situation. We were told that the flight was over booked by 19 seats and they constantly change gates to make people miss their flight. If that is true I will ensure there will be a class action lawsuit against frontier airlines.

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