Southwest offers free carry-on and personal item, but checked bags now incur fees.
Southwest's Wi-Fi allows streaming; download their app for entertainment access.
Planning a trip from Milwaukee to Orlando? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
Low season | July |
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High season | March |
Cheapest flight | $56 |
Direct departures
Milwaukee-Mitchell to Orlando
Monday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Tuesday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Wednesday
Southwest, Frontier, Spirit Airlines
Southwest, Frontier, +1 more
Thursday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Friday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Saturday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Sunday
Southwest, Spirit Airlines, Frontier
Southwest, Spirit Airlines, +1 more
Direct returns
Orlando to Milwaukee-Mitchell
Monday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Tuesday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Wednesday
Southwest, Frontier, Spirit Airlines
Southwest, Frontier, +1 more
Thursday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Friday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Saturday
Southwest, Spirit Airlines
Southwest, Spirit Airlines
Sunday
Southwest, Spirit Airlines, Frontier
Southwest, Spirit Airlines, +1 more
I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!
I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!
As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.
The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.
After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app
AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.
Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.
Southwest's seats are the least comfortable I have ever sat in.
The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.
Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.
My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.
Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine
While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.
Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.
This flight never occurred because AA couldn’t get their act together.
During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.
Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.
The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.
Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.
Would have thought that they would gas up plane before everyone got on board
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.
The plane was freezing cold. Asked for a blanket and there were none. Was told twice that the pilots would warm the plane and it never happened Worst experience flying ever
Multiple delays because they screwed up on the crew schedule and had to wait for over an hour for more people to come.
It was good. Basic flight. Drinks only. Pay budget. Get budget and I’m good with that. I want to get where I need to go. Not hard to please. Female First Officer is an absolute bonus for me!
The Wi-Fi was off, the arm rests are hard plastic.
The assistance with the wheel chairs was fabulous. All the people were so very friendly and helpful. I want to thank them all.
We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!
I already filled out a survey for this flight. We booked through KAYAK with airfare assist, and airfare assist did not confirm or honor our flight. Therefore, we had to go to a different place with a different travel agency. I tried very hard with airfare assist, They also promoted this on cheapair.com, but it was a bait and switch in both instances.
Boarded flight, issues with the place and had to get off the plane, wait, and then board a different plane at a different gate. This impacted my short trip negatively. A worker died outside of the plane window and we sat there the entire time while they tried to revive him, unsuccessfully, which was traumatic.
The flight there was frustrating but the flight home was very good.
Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.
My experience with Spirit was good, but the experience with Kayak was not. Based on the Spirit agent Kayak added an additional charge after purchasing the tickets. When I buy the tickets I paid the total amount and I only pay once. This time they added an additional charge because based on Spirit they partially charge the tickets and I still needed to pay a second time. This is not good at all and Unprofessional
Spirit gets such a bad rap. I have never had a bad experience with them and the crew is always friendly and funny. This trip I had knee replacement surgery surgery 10 weeks ago. It is still a little rough to get get from point a to point b. And Spirit was on top of it. When there was a seat available the stewardess asked me if I wanted to move to an open seat so I could elevate my leg on the empty seat? 5 stars all around. They helped me on and helped me off the plane. I can’t say enough about the crew!!
Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.
Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again
It was horrible. We were not allowed on the flight by spirit staff at the gate during boarding because I had a guitar. The same guitar I had at check in which I paid for and they said I can take it on the plane. We missed our flight, lost our luggage, and had to pay another $900 to rebook flights. Worst travel experience ever and spirit staff are the worst staff ever.
The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.
Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.
The booking was cancelled the next day. Spirit Airlines refunded Kayak cheapflay the full amount, but I was only refunded half. Costumer service is disgusting. Be careful. You can lose your money.
This flight went flawlessly. I don’t like thei no adjustment seats and them charging for water… but they’re a discount airline so I guess it’s to be expected
Spirit airlines was extremely uncomfortable. The seats were hard.. the constant up selling (from lack of food or even water to $15 for wi fi ) was annoying. Not a recommended airlines
Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.
I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline
Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck
2 hour delay due to late plane, wrong size plane causing overbooking, and people getting off and on the plane after boarding was completed.
Since you have to pay for overhead bags then they shouldn't be running out of space and asking individuals who paid to remove stuff from the overhead
Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.
You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines
Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.
I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!
It was a no frills flight. Would have liked to be able to charge my device
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