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Cheap Flights from Washington D.C. (BWI) to Chicago (MDW)

Compare Baltimore Washington International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Baltimore Washington International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Baltimore Washington International Airport to Chicago Midway Airport? If you want to travel next month, return fares start from $211. Find the lowest prices on one-way and return tickets right here.
Chicago.$211 per passenger.Departing Thu, 28 May, returning Thu, 4 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Thu, 28 May, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 4 Jun, arriving in Baltimore Washington International.Price includes taxes and charges.From $211, select.
Chicago.$211 per passenger.Departing Wed, 10 Jun, returning Sat, 13 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Wed, 10 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 13 Jun, arriving in Baltimore Washington International.Price includes taxes and charges.From $211, select.
Chicago.$262 per passenger.Departing Wed, 26 Aug, returning Wed, 2 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Wed, 26 Aug, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 2 Sep, arriving in Baltimore Washington International.Price includes taxes and charges.From $262, select.
Chicago.$262 per passenger.Departing Wed, 12 Aug, returning Tue, 18 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Wed, 12 Aug, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 18 Aug, arriving in Baltimore Washington International.Price includes taxes and charges.From $262, select.
Chicago.$263 per passenger.Departing Wed, 1 Jul, returning Wed, 15 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Wed, 1 Jul, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 15 Jul, arriving in Baltimore Washington International.Price includes taxes and charges.From $263, select.
Chicago.$263 per passenger.Departing Tue, 30 Jun, returning Wed, 1 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Tue, 30 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 1 Jul, arriving in Baltimore Washington International.Price includes taxes and charges.From $263, select.
Chicago.$263 per passenger.Departing Wed, 2 Sep, returning Tue, 8 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Baltimore Washington International on Wed, 2 Sep, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 8 Sep, arriving in Baltimore Washington International.Price includes taxes and charges.From $263, select.
Chicago.$272 per passenger.Departing Wed, 22 Jul, returning Tue, 28 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Wed, 22 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 28 Jul, arriving in Baltimore Washington International.Price includes taxes and charges.From $272, select.
Chicago.$272 per passenger.Departing Wed, 26 Aug, returning Wed, 2 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Wed, 26 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 2 Sep, arriving in Baltimore Washington International.Price includes taxes and charges.From $272, select.
Chicago.$272 per passenger.Departing Tue, 18 Aug, returning Tue, 18 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Tue, 18 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 18 Aug, arriving in Baltimore Washington International.Price includes taxes and charges.From $272, select.
Chicago.$273 per passenger.Departing Wed, 16 Sep, returning Wed, 23 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Wed, 16 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 23 Sep, arriving in Baltimore Washington International.Price includes taxes and charges.From $273, select.
Chicago.$273 per passenger.Departing Wed, 24 Jun, returning Tue, 30 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Wed, 24 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 30 Jun, arriving in Baltimore Washington International.Price includes taxes and charges.From $273, select.
Chicago.$273 per passenger.Departing Wed, 30 Sep, returning Wed, 7 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Wed, 30 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 7 Oct, arriving in Baltimore Washington International.Price includes taxes and charges.From $273, select.
Chicago.$275 per passenger.Departing Tue, 28 Jul, returning Wed, 5 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Tue, 28 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 5 Aug, arriving in Baltimore Washington International.Price includes taxes and charges.From $275, select.
Chicago.$275 per passenger.Departing Tue, 30 Jun, returning Tue, 7 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Tue, 30 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 7 Jul, arriving in Baltimore Washington International.Price includes taxes and charges.From $275, select.
Chicago.$275 per passenger.Departing Wed, 14 Oct, returning Tue, 20 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Baltimore Washington International on Wed, 14 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 20 Oct, arriving in Baltimore Washington International.Price includes taxes and charges.From $275, select.

Find the cheapest month to fly from Baltimore Washington International to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Baltimore Washington International to Chicago Midway flights are currently cheapest in June.
May
from $292
Jun
from $211
Jul
from $263
Aug
from $262
Sep
from $263
Oct
from $275
Nov
from $275
Dec
from $413
Jan
from $432
Feb
from $613
Mar
Find prices
Apr
Find prices

Direct flights from Baltimore Washington International to Chicago Midway

Baltimore Washington International to Chicago Midway: Alternative routes

Compare routes from Baltimore Washington International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Chicago Midway

14km from central Chicago
Closest
from $211
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from $179
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from $594
Search flights

Washington D.C. to Chicago: Flight information

The things to know before you go.
Cheapest flight found$211
Cheapest month to flyJune
Average flight time2 hrs, 3 mins
Most popular airlineSouthwest Airlines
Average flights per week37

Finding cheap flights from Baltimore Washington International to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Baltimore Washington International to Chicago Midway is $211. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 3 minutes is the average flight time from Baltimore Washington International to Chicago Midway.
Southwest Airlines flies direct from Baltimore Washington International to Chicago Midway.
As of May 2026, there are 37 flights per week flying from Baltimore Washington International to Chicago Midway.
The cheapest month to fly from Baltimore Washington International to Chicago Midway is usually June.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Baltimore Washington International Airport to Chicago Midway Airport on Wednesday, 10 June 2026.
Yes – the average flight time is 2 hours and 3 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

Travelling from Baltimore/Wash International Thurgood Marshall Airport (BWI) to Chicago Midway International Airport (MDW): what you need to know

  • Around 2 hours is how long you'll be travelling on a direct flight from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport.

  • Chicago's timezone is UTC-5, making Chicago one hour behind Washington DC.

  • Every week, there are 61 Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport flights. If you prefer to be on board as soon as possible, jump on the 06:15 Southwest Airlines flight. If you'd rather make the most of your day before you fly, the latest flight is at 22:30 with Southwest Airlines.

  • Give yourself enough time to make your BWI to MDW flight. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.

  • Travelling during a peak month such as July? Major public holidays and other high seasons can lead to longer queues at security. Play it safe and arrive up to four hours before an international flight and two hours before domestic departures.

  • Flying into Chicago (and then seeing more of United States!) is a snap with Frontier Airlines. This popular airline offers direct flights from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport.

  • Frontier Airlines is the airline most travellers choose to fly with on this route.

  • Southwest Airlines is the most punctual carrier offering BWI to MDW flights, with 79.26% of its services arriving as scheduled.

  • Think about adding a stopover when booking your ticket from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport. Just deselect 'Direct flights only' to break up your trip, or perhaps explore a new destination along the way. Here are some options between BWI and MDW:

    • Detroit Metropolitan Wayne County Airport

    • Cleveland Hopkins International Airport

    • Buffalo Niagara International Airport

How to find the cheapest flights from Baltimore/Wash International Thurgood Marshall Airport (BWI) to Chicago Midway International Airport (MDW)

  • $91 is the lowest price for a one-way Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport flight. A return flight starts from $211. These fares may change depending on availability and demand.

  • Score cheap tickets from BWI to MDW by booking at least six months ahead. According to our research, that's the sweet spot for finding a bargain.

  • May is the cheapest month for flights from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport. If you'd like to fly during a different time of year, the 'Whole month' tool will show you the lowest airfares for every month.

  • Getting your hands on cheap flights from BWI to MDW is a cinch with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know when a lower fare pops up.

  • Choose your ideal departure and arrival times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to get the best deals on flights from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport.

Handy information about Baltimore/Wash International Thurgood Marshall Airport (BWI)

  • When it comes to the on-time performance of Baltimore/Wash International Thurgood Marshall Airport, data shows 77.13% of flights arrive within the expected timeframe.

  • To get to Baltimore/Wash International Thurgood Marshall Airport from central Washington DC, it takes around 50 minutes by car. Of course, this depends on traffic conditions. It's approximately 48 kilometres from the airport to the city centre.

  • Expect a trip time of around 1 hour 30 minutes on public transport.

  • Get your break off to a stress-free start by staying near BWI. Whether you have an early flight from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport or just don't like being rushed, these stays are ideal:

Arriving at Chicago Midway International Airport (MDW)

  • Consider booking a hotel near MDW if you're taking a late Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport flight. Pick one of these options and skip the long transfer after landing:

  • Explore without limits with a Chicago Midway International Airport rental car. Book your wheels from Dollar, Hertz or Budget and chase adventure across Chicago and beyond.

  • Reserving your vehicle from Chicago Midway International Airport around four weeks ahead increases your chances of getting a good deal.

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • The address for MDW is 5700 South Cicero.

  • Chicago Midway International Airport to the centre of Chicago has a drive time of around 20 minutes. It's approximately 19 kilometres away.

  • Travelling to the centre on public transport typically takes 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • July is the busiest month for flights from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport. To steer clear of the crowds, go to Chicago in May.

  • Book your flight from Baltimore/Wash International Thurgood Marshall Airport to Chicago Midway International Airport for July if you want to go to Chicago during its warmest month. You can expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • Search for cheap tickets from BWI to MDW in January if you like cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of United States

  • You've done Chicago, now it's time to explore other parts of United States. Journey about 451 kilometres south-east to Columbus to check off its top sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you've got a jam-packed schedule ahead.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience this destination's highlights firsthand at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Washington D.C. to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.