$108 Find Cheap Flights from Wisconsin to District of Columbia - Compare and Save

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Low season

January

Cheapest flight

$108
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Milwaukee to Reagan Washington National Airport

FAQs for booking flights from Wisconsin to District of Columbia

  • How does KAYAK find such low prices on flights from Wisconsin to District of Columbia?

    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 Wisconsin to District of Columbia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Wisconsin to District of Columbia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Wisconsin to District of Columbia 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 Wisconsin to District of Columbia?

    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 from Wisconsin to District of Columbia with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Wisconsin to District of Columbia?

    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 from Wisconsin to District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to District of Columbia?

    Wisconsin and District of Columbia are connected by different airlines. The airlines that fly that route the most regularly are American Airlines (39 flights per week), Southwest (13 flights per week), and Delta (9 flights per week).

  • How many airports are there in District of Columbia?

    There are 2 airports in District of Columbia. The busiest airport is Washington Dulles Airport (IAD), with 58% of all flights arriving there.

  • Which is the cheapest airport to fly into in District of Columbia?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in District of Columbia is Baltimore/Washington Airport (BWI), with an average flight price of $223.

  • What is the cheapest day to fly to District of Columbia?

    Based on KAYAK data, the cheapest day to fly to District of Columbia is Wednesday where round-trip tickets can be as cheap as $340. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $429 on average.

  • What is the cheapest time of day to fly to District of Columbia?

    The cheapest time of day to fly to District of Columbia is generally in the morning, when round-trip flights cost $371 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to District of Columbia is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $405.

  • What is the cheapest flight to District of Columbia?

    The cheapest ticket to District of Columbia from Wisconsin found in the last 5 days was to Washington, D.C. Reagan-National Airport, at $253 round-trip. The most popular route is Green Bay (GRB) to Washington, D.C. Reagan-National Airport (DCA) and the cheapest round-trip airline ticket found on this route in the last 5 days was $253.

  • What is the cheapest month to fly from Wisconsin to District of Columbia?

    The cheapest month for flights from Wisconsin to District of Columbia is April, when tickets cost $200 (return) on average. On the other hand, the most expensive months are January and October, when the average cost of round-trip tickets is $347 and $315 respectively.

  • How many cities have direct flights to District of Columbia?

    From Wisconsin, there are direct flights to District of Columbia from 2 cities. The city with the most direct flights is Milwaukee, with 31 direct flights each week.

  • How many direct flights to District of Columbia are there each day?

    There are around 9 direct flights from within Wisconsin to District of Columbia every day. Most flights (41%) depart in the afternoon.

  • How many direct flights to District of Columbia are there each week?

    Each week there are around 61 direct flights from within Wisconsin to District of Columbia. The most common day for departures is Sunday, with 21% of flights taking off on this day.

  • How long is the flight to District of Columbia?

    An average nonstop flight from Wisconsin to District of Columbia takes 5h 10m, covering a distance of 750 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to Washington, D.C. Reagan-National Airport (DCA) with an average flight time of 1h 41m.

  • How many long-haul flights are there to District of Columbia each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to District of Columbia. Instead, there are 61 short-haul flights (up to 3 hour flight duration), with the most arriving from Milwaukee.

  • What is the most popular destination in District of Columbia?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (100% of total searches to District of Columbia).

Reviews of the top 4 airlines serving from Wisconsin to District of Columbia

 
Need help choosing which airline to fly with from Wisconsin to District of Columbia? 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 4227 reviews
8.0Comfort
7.0Food
7.4Entertainment
8.6Crew
8.1Boarding
Airline reviews

Your computers were down and took a long time to check baggage

6.0 GoodKenneth, Oct 2026
Read more Southwest reviews

Your computers were down and took a long time to check baggage

Southwest has lost most of what made it special. The flight attendants all used to seem fun and like they were having fun. Now they seem just miserable. They do NOT seem happy to give you your pretzels and drinks. They stick it in your hand or on your tray like it's an annoyance. They bark safety instructions at you. It's not just this flight but the last few SW flights I've had to SNA and SAN as well and it's not just me. I've informally surveyed my colleagues (business and leisure travelers) and these feelings are consistent. The tickets are similarly priced to other carriers and the seat assignments make boarding slower. The free luggage and free ability to change flights is still a differentiator. You lose that and there's virtually nothing special left.

Flight attendant skipped about 6 rows for drink service. I got a side eye when I asked for a drink - like it was an inconvenience or my mistake. He shouldn't be on a flight if he doesn't like his job and doesn't have customer service first attitude.

The entire crew were wonderful but 1 flight attendant stood out with his sense of humor on the microphone. I told him as much as I exited the plane.

Flight time kept changing and so did the gate. It was very frustrating

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

The flight was delayed about 20 minutes, but this was an evening flight, so it comes as no surprise. This flight came a good 1.5 days ahead of hurricane Helene which was still far out in the gulf. However, the flight never removed the seated buckle light. The staff announced from the beginning that due to the bad weather (I suppose the hurricane a day and a half away) they would have to do an abbreviated service with water and a snack. I am fine with their water and snack offering, but this was one of the smoothest flights I've had in years. If Southwest believes a flight like this requires everyone to remain seated, then all of their flights should remain buckled for the entire flight. I cannot help but wonder if things like this are a sneaky way to cut back on expenses since the airline is currently under a lot of pressure to reduce costs.

Although the flight was delayed, but the crew was amazing. They did the best they could to make the time enjoyable.

My experience was find with Southwest. The only issue I have is...at the exact time for me to check in...I don't understand how I always end up in C.

We were headed for Florida and anxious to get there. Everything was absolutely the best. This is our first time with Southwest and it’s now our go to airline. Best ever.

There was overbooking that delayed boarding. Then an airport emergency lockdown that caused further delays in boarding. However the time was made up during flight and there was a minimal delay in landing. Everything else was excellent.

Sat in the plane at the gate in SLC for 2+ hours before take off, getting me home nearly 3 hours later than planned.

Really hard to tell what was happening after my flight got delayed five times

I’m on this flight every other week. Same flight, same day of the week, same time of day… Multiple times there are issues getting flight plan registered and FAA approved r to take off. PAPERWORK This is exhausting and it sucks.

Chaotic boarding at these gates, multiple gates squeezed in at the very end of a concourse, behind a restaurant. Agents gave up on boarding by individual zones. Flight itself was uneventful, which is all we hope for any more.

Flight delayed due to ground hold. Republic airways did a great job.

The flight was smooth, the crew was great but the plane was quite old

Flight was warm for first few hours and quite rough

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Entertainment was great. Seats were good. They did not have my pre-ordered hot food product available but did comp me something cold in place of the item.

No water or beverage was provided. I had to ask for water. The sole flight attendant had more interest in selling the credit card. In addition when we got to Dulles the plane and gate were misaligned and it took at least 15 minutes to get off the plane.

Flight was delayed almost an hour because the cleaning crew broke one of the bathroom doors.

When we boarded we were treated with care and it never stopped. Got towels before breakfast and after snacks was a lovely touch!

Awful!!!. I do not recommend United. The flight staff are unhappy and don't attempt to make the passengers feel comfortable or welcome. The food is not edible, and the seats are miserable. My expensive luggage was destroyed, and the ticket prices are too much for the experience.

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

Did not like the check in guy quibbling over a couple pounds at the luggage weigh in

Just having a little bit more legroom would've been nice.

This is related to my second leg of the flight, from Washington DC to SFO. I understand things happen, but I got home at 3 am for a 12:59 am landing. I live 10 min from the airport. Bridge breaks when a few rows of the plane are off? Maintenance didn’t catch that?

Great Brasilia aircraft - not a Boeing 757 like the next part of the flight. Flight from MCI to IAD was great, on-time, comfortable, did I mention that? The flight from IAD to EDI was painful. One of the reasons I won't fly United again? Boeing 757, with a seat pitch and material that was horrendous. Worst aircraft ever, made worse by United sardine-can tight seating. Oh, and the connection window, 45 minutes, really? At IAD, in different concourses? What idiot came up with that flight scenario? Happily, (for me and my travel insurance people) the flight was late (reminiscent of American Airlines). The crew was professional and courteous.

The delays were not communicated well at all. I was in the airport for over 9 hours with little knowledge of if I was actually going to reach my destination.

Seats are very comfortable but WAY too small...i'm only 5'11" and 170 lbs but i barely fit in the chair! Food is just abysmal. I don't even bother eating. Staff were very professional, boarding was smooth, and plenty of room in overheads.

As per usual for my flights with American Airlines, One flight was very delayed and caused me to miss my connection and they moved my flight to another day. I called customer support and was moved back to my original day but different flights. My layover flight was delayed by an additional 30 minutes while the flight crew confirmed that the plane was airworthy. Ultimately, it is less hassle to drive 10 hours than to fly 6 hours with American Airlines. I recommend my friends and family to hitch hike over taking this terrible transit.

My flight was delayed close to 10 times over the course of the evening. I was originally scheduled to depart at 7:03 PM but did not leave until 12:33 AM, resulting in over 9 hours spent waiting at the airport. The only explanation provided was that the aircraft kept being swapped, with no clear reasoning as to why. Weather conditions at both DCA and Tampa were clear, so that was not a factor. The only accommodation offered was a $12 food voucher, which was entirely insufficient given the length of the delay. Overall, I was completely unsatisfied with this experience. A delay of this magnitude with no meaningful communication or accommodations is unacceptable, and I would have expected much more from American Airlines in terms of customer care.

if it's a mobile only entertainment experience, please provide a place to hold the device in the back of the seat.

My flight attendant was miserable. Bathroom filthy and the water soapy in the tea. I’d choose delta everytime.

DCA-LAX No screen on a 5 hour flight (almost) no food for sale on a 5 hour flight (practically) no wifi coverage or speed on a 5 hour flight I should have gotten my money back, shame on American

I had ridiculously long body search because I have knee and hip replacements

Flight was delayed 2.5 hours at the start. They kept saying mechanical issues and changed gates several times. Then when we landed, they kept us on the tarmac for 1 hr because they didnt have gate staff to pull out a bridge. Its insane that they cannot have 2-3 people to operate a bridge for a flight with 100 people? Then the baggage claim, bags took over 45 minutes to arrive. All in all, I was scheduled to arrive at 6:30 PM local time and I didn't leave the airport till 10:40 PM local time. Its a shame and makes me never want to fly American again.

Our flight was changed from Madison to DC to Madison to Charlotte.

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