$53 Find Cheap Flights from District of Columbia to Wisconsin

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Low seasonJanuary
High seasonJuly
Cheapest flight$53
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Washington Dulles Airport to Chicago O'Hare Airport

FAQs for booking flights from District of Columbia to Wisconsin

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

    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 District of Columbia to Wisconsin.

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

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

    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 District of Columbia to Wisconsin 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 District of Columbia to Wisconsin?

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

  • Which is the cheapest airport to fly into in Wisconsin?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Wisconsin is Madison Truax Field Airport (MSN), with an average flight price of $233.

  • What is the cheapest day to fly to Wisconsin?

    Based on KAYAK data, the cheapest day to fly to Wisconsin is Wednesday where round-trip tickets can be as cheap as $274. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $682 on average.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally in the afternoon, when round-trip flights cost $444 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the evening, which is peak travel time and where the average cost of a ticket is $682.

  • What is the cheapest flight to Wisconsin?

    The cheapest ticket to Wisconsin from District of Columbia found in the last 72 hours was to Milwaukee, at $118 round-trip. The most popular route is Baltimore (BWI) to Milwaukee (MKE) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $118.

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

    The cheapest month for flights from District of Columbia to Wisconsin is January, when tickets cost $271 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $459 and $411 respectively.

  • How long is the flight to Wisconsin?

    An average nonstop flight from District of Columbia to Wisconsin takes 4h 56m, covering a distance of 749 miles. The shortest route is Washington, D.C. Reagan-National Airport (DCA) to Milwaukee (MKE) with an average flight time of 1h 55m.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Chicago (63% of total searches to Wisconsin). The next most popular destinations are Minneapolis (22%) and Milwaukee (8%). Searches for flights to Madison (4%), to Green Bay (2%) and to Duluth (1%) are also popular.

Reviews of the top 5 airlines serving from District of Columbia to Wisconsin

 
Need help choosing which airline to fly with from District of Columbia to Wisconsin? 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 4278 reviews
7.0Food
8.0Comfort
7.6Entertainment
8.6Crew
8.2Boarding
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

We were given vouchers we couldn’t use with a 5.5 hour delay

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

I fly UAL 7-8 times per year. This flight was not up to snuff because it boarded very late "due to unexpected delays in restocking the plane" and yet Flight Aware showed the plane had landed some 10 hours earlier--so I think they could have planned accordingly. The FA's were nice but harried. The video system had to be rebooted 3-4 times. The food service was rather abrupt; they forgot my row and when I asked for my meal, they brought it with some impatience. Overall, the flight was fine, but the little details made it feel somewhat mundane and hurried.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

When I booked it on Kayak it aaid that I wasn't allowed hamd luggage. I called United Airlines and it took them 6 minutes to figure out if I was allowed free hand luggage. Surely something that simple they should be able to tell me instantly.

We were delayed in Toronto on the tarmac for THREE hours with no clear indication as to why except that it was not a safety hazard. Pilot did apologize more than once but even he was unable to explain why exactly we were delayed. I overheard the stewards saying that the captain was very frustrated with the situation as well because he was not able to explain why except it had something to do with water supply or system on the aircraft and now we needed to wait for an engineer to approve the aircraft for flight. It was very frustrating and distressing as a passenger and we should have been given complimentary meals at the very least.

Flight was cramped with every seat taken. The food was fine, nothing crazy to write home about. The plane felt dated and needing some TLC, the button for the window shade didn't work and there were no AC outlets to use. When communicating with staff all except one nice lady never seemed happy to help me almost like I was bothering them when asked for things like a glass of water or a snack. The flight was overall fine. It did what was needed which is get me from point A to point B. But it certainly was not special. I don't expect much in economy but I believe economy on a host of other airlines is more memorable and better experience.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

The flight was heavily booked so boarding was a lengthy process. The FA’s were rather abrupt during this process but became more gracious as the flight went on. Breakfast (puffed pastry and chewy sausage) was pretty horrible but there was fruit and yogurt which they didn’t mess up. Overall it was fine.

Liked nothing. As per previous segment it was delay delay delay.

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

They changed our Gate 5 times, and concourse twice. Changed our seats twice.

Pitch was very small. Knees were on the seat back in front of me.

Wonderful as usual except for other guests that were unruly and not kept in check by the Crew.

The flight was initially delayed, then cancelled. American Airlines says the cancellation was weather related, though the actual weather was not bad in both Washington and Providence and between. There were very few cancellations that day. In fact, AA2120 from Washington, DC to Boston flew with a minor delay at about the same time. So, the weather somehow affected only this particular flight AA5230. The next available flight was the following morning. The American Airlines refused to reimburse accommodation (hotel at DCA)

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Good experience but the snacks are not gluten free, so I cannot eat them.

This was the first time I use Spirit Airlines and was pleasantly surprised. It was a last-minute booking and I was happy to see there was availability on your airline for a price that was affordable. The staff was friendly. The only things I thought were missing, were the ability to recline the seats, although I don’t use that very often, and it would’ve been nice to have power access at the seats to plug in my devices.

Flight was on time and was not crowded. Flight attendants were very understanding of my wife’s back problems.

Good on that leg. When I arrived in Detroit I had to wait over an hour for luggage.

Not very good because of an almost 3 hour delay for an hour long flight.

We had an almost 7 hour flight delay. We left the gate twice and taxi-ed and then returned the gate twice. Finally we got a new flight crew (our third one) and then left the gate to the final time before departing at 6:45pm (original flight time was 12pm). Out of Newark.

I made it safely. The flight was delayed, though. Not upset or expect anything.

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

I am very happy with my experience with Spirit Airlines. Both flights were on time. Boarding was very pleasant. Crew was very nice. Flights were amazing and we even arrived earlier than the schedule time. I am hoping Spirits keeps on having non stop flight from Ft Lauderdale to Hartford for many years to come.

First off, i received an e-mail to allow me to check in for our flight. I folllowed the link, when it came to the seat selection, I was unable to select any "free" seats ( meaning without any additional charge) because everything was " unavailable". My Husband and I were ttavelling with our 3 children hence, i wanted to be assured that we were all seated next to each other. I tried 3 times and everytime I click the selection it said " error loading". What the system wants is for me to buy the seats ( anywhere from $25 to $50 dollars each passenger) like I did on our flight bound to L.A. I called customer service and the guy was unhelpful all he kept repeating was to come really early at the airport and we will be assigned seats there. Imagine my anxiety!!! Spirit says they are a budget airline but they are actually the opposite!! And just before our flight, the flight attendant KEPT announcing/ selling the seats that were not purchased for a cheaper price!! Like it was a bidding/ bargaining game! This was our first and last time to fly Spirit.

you guys canceled my flight last minute and lost my luggage.

Book cheap flights from District of Columbia to Wisconsin

Recent round-trip flight deals

8/8Fri
1 stopFrontier
11h 04mIAD-ORD
8/10Sun
1 stopFrontier
7h 48mORD-IAD
$105
9/13Sat
1 stopFrontier
5h 27mIAD-ORD
9/14Sun
1 stopFrontier
6h 36mORD-IAD
$111
8/6Wed
nonstopUnited Airlines
2h 25mDCA-ORD
8/13Wed
nonstopUnited Airlines
1h 59mORD-DCA
$157
8/13Wed
nonstopAmerican Airlines
2h 16mDCA-ORD
8/20Wed
nonstopAmerican Airlines
1h 56mORD-DCA
$158
8/13Wed
nonstopAmerican Airlines
2h 16mDCA-ORD
8/20Wed
nonstopAmerican Airlines
1h 56mORD-DCA
$159
8/26Tue
1 stopUnited Airlines
4h 38mDCA-ORD
11/19Wed
nonstopUnited Airlines
1h 55mORD-DCA
$167
8/5Tue
nonstopDelta
2h 38mDCA-MSP
8/14Thu
nonstopDelta
2h 24mMSP-DCA
$177
8/5Tue
nonstopDelta
2h 42mIAD-MSP
8/20Wed
nonstopDelta
2h 35mMSP-IAD
$177
8/13Wed
1 stopSouthwest
7h 45mDCA-ORD
8/13Wed
1 stopSouthwest
6h 50mORD-DCA
$177
8/13Wed
2 stopsSouthwest
6h 50mDCA-ORD
8/13Wed
1 stopSouthwest
6h 50mORD-DCA
$182

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Recent one-way flight deals

7/21Mon
1 stopFrontier
7h 18mIAD-ORD
$53
8/8Fri
1 stopFrontier
11h 04mIAD-ORD
$58
8/13Wed
nonstopUnited Airlines
2h 15mDCA-ORD
$79
9/1Mon
nonstopUnited Airlines
2h 16mIAD-ORD
$79
8/27Wed
nonstopAmerican Airlines
3h 02mDCA-MSP
$89
9/3Wed
nonstopDelta
2h 49mIAD-MSP
$89
9/30Tue
1 stopSouthwest
6h 05mDCA-ORD
$89
8/31Sun
nonstopAmerican Airlines
2h 21mDCA-ORD
$90
7/5Sat
nonstopDelta
2h 41mDCA-MSP
$90
9/30Tue
2 stopsSouthwest
6h 50mDCA-ORD
$94

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Last minute flights from District of Columbia to Wisconsin

Last minute flight, train and bus deals

7/5Sat
multi-stopFrontier
8h 12mIAD-ORD
7/12Sat
multi-stopFrontier
5h 12mORD-IAD
$143
7/5Sat
multi-stopFrontier
8h 12mIAD-ORD
7/16Wed
multi-stopFrontier
5h 38mORD-IAD
$151
7/4Fri
nonstopDelta
2h 41mDCA-MSP
7/4Fri
nonstopDelta
2h 22mMSP-DCA
$228
7/5Sat
nonstopDelta
2h 40mDCA-MSP
7/9Wed
nonstopDelta
2h 28mMSP-DCA
$264
7/5Sat
nonstopAmerican Airlines
2h 22mDCA-ORD
7/12Sat
nonstopAmerican Airlines
1h 56mORD-DCA
$274
7/4Fri
multi-stopAmerican Airlines
4h 45mDCA-ORD
7/4Fri
nonstopAmerican Airlines
1h 53mORD-DCA
$278
7/4Fri
multi-stopSouthwest
8h 15mDCA-MSP
7/8Tue
multi-stopSouthwest
5h 15mMSP-DCA
$324
7/4Fri
nonstopUnited Airlines
2h 14mIAD-ORD
7/4Fri
multi-stopUnited Airlines
4h 23mORD-IAD
$338
7/4Fri
nonstopUnited Airlines
2h 27mIAD-ORD
7/14Mon
nonstopUnited Airlines
2h 06mORD-IAD
$344
7/4Fri
multi-stopSouthwest
4h 15mDCA-MSP
7/7Mon
multi-stopSouthwest
6h 10mMSP-DCA
$359

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Everything you need to know for your flight to Wisconsin

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