BWI - MDW

$85 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 5/5. 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
$160
Overall average: $243
Frontier
Wed 4/22Sat 4/25
BWI - MDW • 1 stop
Cheapest non-stop
$185
Typical prices: $224-$334
Southwest
Wed 4/22Wed 4/29
BWI - MDW • Non-stop
Advice from real travelers
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
Top airlines
Cheapest • from $160 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 06m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 82% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $251 (round-trip)
Shortest trip • 3h 51m (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 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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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
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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, Apr 22 - Sat, Apr 25
Frontier Logo
12:17 pm - 7:31 pm
BWI
-
MDW
8h 14m
1 stop
Frontier Logo
6:00 am - 4:58 pm
MDW
-
BWI
9h 58m
1 stop
$160Frontier
Tue, May 5 - Tue, May 12
Frontier Logo
6:45 am - 11:12 am
BWI
-
MDW
5h 27m
1 stop
Frontier Logo
6:00 am - 3:46 pm
MDW
-
BWI
8h 46m
1 stop
$161Frontier
Tue, May 5 - Tue, May 12
Frontier Logo
6:45 am - 11:12 am
BWI
-
MDW
5h 27m
1 stop
Frontier Logo
6:00 am - 3:46 pm
MDW
-
BWI
8h 46m
1 stop
$162Frontier
Tue, Apr 28 - Tue, May 5
Frontier Logo
5:49 pm - 10:14 pm
BWI
-
MDW
5h 25m
1 stop
Frontier Logo
12:27 pm - 10:57 pm
MDW
-
BWI
9h 30m
1 stop
$167Frontier
Tue, Apr 14 - Thu, Apr 16
Frontier Logo
12:17 pm - 7:31 pm
BWI
-
MDW
8h 14m
1 stop
Frontier Logo
6:00 am - 5:13 pm
MDW
-
BWI
10h 13m
1 stop
$170Frontier
Wed, Apr 29 - Mon, May 11
Frontier Logo
5:49 pm - 10:14 pm
BWI
-
MDW
5h 25m
1 stop
Frontier Logo
4:52 pm - 9:15 am
MDW
-
BWI
15h 23m
1 stop
$171Frontier
Sat, Apr 18 - Tue, Apr 21
Frontier Logo
12:18 pm - 6:37 pm
BWI
-
MDW
7h 19m
1 stop
Frontier Logo
2:15 pm - 12:44 am
MDW
-
BWI
9h 29m
1 stop
$172Frontier
Mon, Apr 20 - Tue, Apr 28
Frontier Logo
8:57 am - 7:31 pm
BWI
-
MDW
11h 34m
1 stop
Frontier Logo
6:10 am - 4:54 pm
MDW
-
BWI
9h 44m
1 stop
$174Frontier
Sat, Apr 25 - Mon, Apr 27
Frontier Logo
5:53 pm - 10:14 pm
BWI
-
MDW
5h 21m
1 stop
Frontier Logo
2:15 pm - 12:44 am
MDW
-
BWI
9h 29m
1 stop
$180Frontier
Sat, May 2 - Mon, May 4
Frontier Logo
5:53 pm - 10:14 pm
BWI
-
MDW
5h 21m
1 stop
Frontier Logo
6:00 am - 1:48 pm
MDW
-
BWI
6h 48m
1 stop
$181Frontier
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, Saturday 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 September, where tickets cost $171 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $352 and $325 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 $310, 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 34% 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$88
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 28% 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 $85 for a one-way ticket and $160 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 $291 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 $173 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 $188 or less one-way and $291 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 4331 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

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

8.0 ExcellentNick, Mar 2026
BOS - MDW
Read more Southwest reviews

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

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

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

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

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.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

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