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Cheap Flights from Chicago Midway to Washington Ronald Reagan from $126

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Flight deals from Chicago Midway to Washington Ronald Reagan

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Washington Ronald Reagan? Find the lowest prices on one-way and return tickets right here.
Washington D.C..$254 per passenger.Departing Fri, 4 Jul, returning Sat, 5 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 4 Jul, arriving in Washington Ronald Reagan.Inbound direct flight with Southwest Airlines departs from Washington Ronald Reagan on Sat, 5 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $254, select.
Washington D.C..$254 per passenger.Departing Sat, 24 May, returning Sun, 25 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 24 May, arriving in Washington Ronald Reagan.Inbound direct flight with Southwest Airlines departs from Washington Ronald Reagan on Sun, 25 May, arriving in Chicago Midway.Price includes taxes and charges.From $254, select.
Washington D.C..$281 per passenger.Departing Sat, 31 May, returning Tue, 3 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 31 May, arriving in Washington Ronald Reagan.Inbound indirect flight with Frontier Airlines, departs from Washington Ronald Reagan on Tue, 3 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $281, select.
Washington D.C..$297 per passenger.Departing Mon, 28 Apr, returning Wed, 30 Apr.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 28 Apr, arriving in Washington Ronald Reagan.Inbound indirect flight with Frontier Airlines, departs from Washington Ronald Reagan on Wed, 30 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $297, select.
Washington D.C..$307 per passenger.Departing Mon, 30 Jun, returning Fri, 4 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 30 Jun, arriving in Washington Ronald Reagan.Inbound direct flight with Southwest Airlines departs from Washington Ronald Reagan on Fri, 4 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $307, select.
Washington D.C..$313 per passenger.Departing Mon, 28 Apr, returning Thu, 1 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 28 Apr, arriving in Washington Ronald Reagan.Inbound indirect flight with Frontier Airlines, departs from Washington Ronald Reagan on Thu, 1 May, arriving in Chicago Midway.Price includes taxes and charges.From $313, select.
Washington D.C..$316 per passenger.Departing Fri, 30 May, returning Tue, 3 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 30 May, arriving in Washington Ronald Reagan.Inbound direct flight with Southwest Airlines departs from Washington Ronald Reagan on Tue, 3 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $316, select.
Washington D.C..$319 per passenger.Departing Sat, 31 May, returning Thu, 10 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 31 May, arriving in Washington Ronald Reagan.Inbound direct flight with Southwest Airlines departs from Washington Ronald Reagan on Thu, 10 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $319, select.

Find the cheapest month to fly from Chicago Midway to Washington Ronald Reagan

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Washington Ronald Reagan flights are currently cheapest in May.
Apr
from $297
May
from $254
Jun
from $347
Jul
from $254
Aug
from $347
Sep
from $376
Oct
from $391
Nov
from $686
Dec
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Jan
from $388
Feb
Find prices
Mar
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Direct flights from Chicago Midway to Washington Ronald Reagan

Chicago Midway to Washington Ronald Reagan: Alternative routes

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

Chicago to Washington D.C.: Flight information

The things to know before you go.
Cheapest flight found$254
Cheapest month to flyMay
Average flight time1 hr, 50 mins
Most popular airlineSouthwest Airlines
Average flights per week44

Finding cheap flights from Chicago Midway to Washington Ronald Reagan: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Washington Ronald Reagan is $254. 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.
1 hour and 50 minutes is the average flight time from Chicago Midway to Washington Ronald Reagan.
Southwest Airlines flies direct from Chicago Midway to Washington Ronald Reagan.
As of April 2025, there are 44 flights per week flying from Chicago Midway to Washington Ronald Reagan.
The cheapest month to fly from Chicago Midway to Washington Ronald Reagan is usually April 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Washington Ronald Reagan Airport on Saturday, 24 May 2025.
Yes – the average flight time is 1 hour and 50 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 Washington Ronald Reagan 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 Washington D.C. is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Washington Ronald Reagan.

Travelling from Chicago Midway International Airport (MDW) to Ronald Reagan National Airport (DCA): what you need to know

  • Take a direct flight from Chicago Midway International Airport to Ronald Reagan National Airport and you'll be travelling for an average of 1 hour 45 minutes.

  • The timezone in Washington DC is UTC-4, which is one hour ahead of Chicago.

  • Take your pick of 30 weekly Chicago Midway International Airport to Ronald Reagan National Airport flights. The 05:20 departure with Southwest Airlines is the earliest available. Southwest Airlines operates the latest service of the day at 20:50.

  • Your MDW to DCA flight won't wait if you're late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're flying internationally.

  • Flying during a peak month such as July? School holidays and other high seasons can lead to longer queues at airport checkpoints. Be extra cautious and arrive up to four hours ahead of international flights and two hours before a domestic departure.

  • Southwest Airlines is your gateway to exploring Washington DC (and maybe even some other exciting corners of United States!). Browse the direct flights from Chicago Midway International Airport to Ronald Reagan National Airport offered by this airline.

  • Southwest Airlines is the airline most travellers choose for this route.

  • With 76.81% of its services landing as planned, Southwest Airlines is the most punctual carrier operating MDW to DCA flights.

  • Consider adding a stopover when booking your ticket from Chicago Midway International Airport to Ronald Reagan National Airport. Just deselect 'Direct flights only' to break up your trip, or maybe even explore a new city along the way. Check out these options between MDW and DCA:

    • Cleveland Hopkins International Airport

    • John Glenn Columbus International Airport

    • Pittsburgh International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Ronald Reagan National Airport (DCA)

  • The lowest price we've seen for a one-way Chicago Midway International Airport to Ronald Reagan National Airport flight is $126. A return plane ticket right now is $254. Depending on the availability when you book, these fares may change.

  • To score cheap tickets from MDW to DCA, reserve your journey eight months before your departure date.

  • July is the cheapest month for flights from Chicago Midway International Airport to Ronald Reagan National Airport. If you're looking to travel during a different time of year, the 'Whole month' tool will give you the lowest airfares for every month.

  • Spend less time searching for cheap flights from MDW to DCA by setting up a Price Alert. You'll get an email or notification on the app when a lower fare pops up.

  • Secure the right flight for you by using the filters. To see the 'Fastest,' 'Best' or 'Cheapest' flights from Chicago Midway International Airport to Ronald Reagan National Airport, use the 'Sort by' tool. You can also filter by arrival and departure times, airline, and number of stops.

Handy information about Chicago Midway International Airport (MDW)

  • MDW is located at 5700 South Cicero.

  • 77.88% of flights taking off from Chicago Midway International Airport reach their destination on schedule.

  • Chicago Midway International Airport is about 19 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take 20 minutes or so to arrive, depending on the traffic.

  • You can expect a trip time of roughly 45 minutes on public transport.

  • Looking for a handy hotel close to MDW? If you're catching an early flight from Chicago Midway International Airport to Ronald Reagan National Airport, these stays will have you sleeping moments from your check-in counter:

Arriving at Ronald Reagan National Airport (DCA)

Getting from Ronald Reagan National Airport (DCA) to central Washington DC

  • You'll find DCA at 1 Aviation Circle.

  • Ronald Reagan National Airport to the centre of Washington DC has a drive time of around 15 minutes. It's approximately 8 kilometres away.

  • If you're taking public transport, expect a journey of around 45 minutes.

When to fly to Ronald Reagan National Airport (DCA)

  • February is the busiest month for flights from Chicago Midway International Airport to Ronald Reagan National Airport. To steer clear of the crowds, head to Washington DC in May.

  • The warmest month in Washington DC is July, with the temperature ranging between 19ºC (66ºF) and 33ºC (91ºF). Lock in your flights from Chicago Midway International Airport to Ronald Reagan National Airport in this month if you like this kind of weather.

  • Look for cheap tickets from MDW to DCA in January if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between -6ºC (21ºF) and 10ºC (50ºF) on average.

Explore more of United States

  • You've visited Washington DC, now it's time to explore other parts of United States. Travel about 322 kilometres north-east to New York to tick off its top attractions. From Statue of Liberty to Central Park and Empire State Building, there's plenty to keep you on the go.

  • Around 193 kilometres north-east of Washington DC, Philadelphia is another essential stop in United States. Experience this destination's highlights firsthand at Liberty Bell, Independence Hall and Philadelphia Museum of Art.

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

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