$72 Find Cheap Flights from Milwaukee to Connecticut

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Connecticut departing on 3/2. 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 Connecticut

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Connecticut, 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 Milwaukee to Connecticut, as well as popular online travel agencies
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Flight Deals

Book Cheap Milwaukee to Connecticut Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Connecticut 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 Milwaukee to Connecticut

Mon, Apr 13 - Mon, Apr 20
Frontier Logo
4:26 pm - 1:16 am
MKE
-
EWR
7h 50m
1 stop
Frontier Logo
5:59 am - 4:13 pm
EWR
-
MKE
11h 14m
1 stop
$180Frontier
Sat, Feb 14 - Sat, Feb 28
Frontier Logo
7:47 pm - 8:15 pm
MKE
-
BDL
23h 28m
1 stop
Frontier Logo
11:49 am - 6:52 pm
BDL
-
MKE
8h 03m
1 stop
$181Frontier
Mon, Mar 9 - Wed, Mar 11
Frontier Logo
10:48 am - 9:30 pm
MKE
-
EWR
9h 42m
1 stop
Frontier Logo
11:30 am - 7:30 am
EWR
-
MKE
21h 00m
1 stop
$194Frontier
Mon, Mar 2 - Sun, Mar 8
United Airlines Logo
7:10 pm - 10:30 pm
MKE
-
EWR
2h 20mnonstop
United Airlines Logo
8:35 am - 10:18 am
EWR
-
MKE
2h 43mnonstop
$209United Airlines
Mon, Mar 2 - Sun, Mar 8
United Airlines Logo
9:44 am - 3:16 pm
MKE
-
EWR
4h 32m
1 stop
United Airlines Logo
8:35 am - 10:18 am
EWR
-
MKE
2h 43mnonstop
$219United Airlines
Sat, Feb 21 - Mon, Feb 23
Delta Logo
6:40 am - 12:09 pm
MKE
-
EWR
4h 29m
1 stop
Delta Logo
1:00 pm - 4:08 pm
EWR
-
MKE
4h 08m
1 stop
$229Delta
Wed, Feb 25 - Wed, Mar 4
Delta Logo
5:03 pm - 11:28 pm
MKE
-
PVD
5h 25m
1 stop
Delta Logo
5:20 am - 8:51 am
PVD
-
MKE
4h 31m
1 stop
$251Delta
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
9:15 am - 4:45 pm
MKE
-
PVD
6h 30m
1 stop
Southwest Logo
12:10 pm - 9:10 pm
PVD
-
MKE
10h 00m
2 stops
$274Southwest
Wed, Feb 18 - Mon, Feb 23
American Airlines Logo
5:00 am - 11:27 am
MKE
-
PVD
5h 27m
1 stop
American Airlines Logo
3:42 pm - 10:57 pm
PVD
-
MKE
8h 15m
2 stops
$292American Airlines
Wed, Feb 18 - Mon, Feb 23
American Airlines Logo
5:00 am - 2:25 pm
MKE
-
PVD
8h 25m
2 stops
American Airlines Logo
3:42 pm - 10:57 pm
PVD
-
MKE
8h 15m
2 stops
$298American Airlines
Booking Insights

KAYAK's insights & trends for Milwaukee to Connecticut flights

Get data-powered insights and trends into flights from Milwaukee to Connecticut to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Milwaukee to Connecticut?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Connecticut, 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 Milwaukee to Connecticut is November, when tickets cost $318 (return) on average. On the other hand, the most expensive months are August and April, when the average cost of round-trip tickets is $605 and $591 respectively.

Good to know

Low seasonFebruary
Cheapest flight$72
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Milwaukee to Newark Liberty Airport

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from Milwaukee to Connecticut?

    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 Milwaukee to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee to Connecticut 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 Milwaukee to Connecticut?

    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 Milwaukee to Connecticut 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 Milwaukee to Connecticut?

    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 Milwaukee to Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Connecticut

  • Looking for a cheap flight? 25% of our users found tickets from Milwaukee to the following destinations at these prices or less: Newark $258 one-way - $249 round-trip

Reviews of the top 4 airlines serving from Milwaukee to Connecticut

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Connecticut. 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 Milwaukee to Connecticut? 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 4267 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

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.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

Everything you need to know for your flight from Milwaukee to Connecticut

Information on your arrival and departure airports