Many men's clothing brands sell high quality, non-iron, cotton, dress shirts. Unfortunately, nobody makes them in uniform shirt form.
I buy non-iron, polyester shirts. I never have to iron them and they look great. I have four, I bring one per day of a trip. I can get by with one for two days if I need to. I know many pilots who get multiple days out of one shirt as well.
I buy 100% wool dress pants, wool is used for warm clothing, which makes people think that it is too hot. The warmth of a fabric actually depends more on the type of weave, rather than the material. A pair of pants made from tropical wool are breezy and breathable for hot summers.
Wool has to be dry cleaned, but I only dry clean them once every 2 to 3 months. Natural fibers such as wool don't soak in odors and smells. I have two pairs that I alternate between. After a night hung in the hotel room closet they smell like nothing and the wrinkles are gone. I only get them cleaned as they accumulate stains and dirt.
I have a pair of oxfords, but you can wear whatever you want. Mine were between $200-300 so they are nice enough, but not so nice I don't mind kicking my suitcase up a curb.
People look for shoes without metal in them, but this is unnecessary. Let me tell you the secret. The secret is to step through the metal detector one foot at a time. They have metal but [almost] never set the machine off.
Later on I recommend having a spare pair around. I got lucky and found a pair for $12 at a thrift store. I ended up wearing them for a couple weeks while my main shoes were resoled.
Zipper ties are popular, maybe I am a snob, but just wear a real tie. Tying a real tie is easy when you do it every day. The tip of the tie should be within the belt buckle. The knot to use is the Four-In-Hand knot.
I recommend taking your uniform to a tailor. Tailors don't cost too much and they really make you look good.
The pants will likely need a hem, a trim or extension to the correct length or 'break'. (Here is a guide on pant 'break' (length): https://hespokestyle.com/pant-breaks-length-guide/. You might also ask the tailor about tapering the pants for a more contemporary fit.
Whenever it's dark, flying or not, I have my flashlight in my uniform breast pocket. Consider this, you are commuting/deadheading on a flight that somehow ends up evacuating in the dark. You will be dressed in uniform and you will be expected to assist.
Every first officer has a pair. I have a pair. They are awesome.
I once had a pilot tell me he wanted a pair, but his wife wouldn't permit it, believing chelsea boots are for women. This is not true! Take a look at these handsome men:
Even if you don't get chelseas, you will need boots. While we take off and land on plowed runways, snow in the gate area can get pretty deep. They are useful on overnights too. They should be a rubber sole if possible in order to be more durable against the wet and salt. The sole should also provide good traction on slippery surfaces. I went up a size on the boots so I could wear a pair of thick socks too.
My company's uniform policy says the sweater needs to have epaulets if worn alone. I actually like mine without epaulets because it allows me to dress casually when commuting or on the overnight. Wearing it under the uniform jacket or with a pilot cap is permitted.
My company's blazer is not a very high quality fabric. Instead most pilots opt for the sports jacket we are allowed to wear which is warmer, more durable, and water proof. It's easy enough to pop the wings and epaulets off and use it as a non uniform jacket. If you have the blazer, you will have to pack a different jacket in your suitcase during colder months.
Another option at my company is the leather jacket. It's high quality and looks very cool. But herein lies the problem... we are just regional airline pilots after all. For all of those who are young and new, myself included, there is still a lot of learning to be done and experience to be earned. I have slammed in some hard landings. The type of impacts that people might need to see a dentist about. I don't think that leather jacket would have felt very good after that. Maybe when I am old and have some pepper in my hair, I will think about it.
In my left jacket pocket are my winter gloves and the right a small foldable rain hat to keep my head dry. I also carry a black scarf and beanie.
Did you know the modern 2 wheel, retractable handle, suitcase was invented by an airline pilot?
This is the suitcase I have. I recommend it, and almost all pilots have it. It is heavy, if I were to buy a new one today, I might look at this instead.
I fly the CRJ200 and luggage space is an issue. My LuggageWorks fits, but it can't be over stuffed. Other popular brands are TravelPro and Briggs and Riley. You should vet whatever you buy with someone that flies your aircraft type.
The Flightbag
This is the flightbag that everyone recommended. I have it, but I hardly used it. For me, it was too big, and while it does fit into the CRJ cockpit cubby, it has to be squished. It's pretty difficult to get stuff in and out of a bag that it is squished. I occasionally had trouble fitting it under the seat in front of me on a commute. It's popular with other pilots so maybe you would like it.
I now use this bag. It's small enough it fits in the flightdeck cubby easily. When I deadhead/commute, it fits easily under the seat in front of me with enough extra space for my feet too.