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My understanding is that there are restrictions, but they depend on the airline, your doctor, and the particular pregnancy - some are high risk and the restrictions are greater, others are easier and might have less restrictions. Unfortunately I don't think you're going to know a definite answer for this until you're actually pregnant :)
Most doctors advise against traveling by plane after 36 weeks since by that point you are technically considered full-term. some even say to stop flying at 28 weeks though that is more of a function of how "high risk" you are and how comfortable you are at that point.
I'm planning on taking a trip in the fall where I'll be 29 wks and my doctor said it was okay since it is only a 3 hr flight. But she said to get up and walk around on the plane as much as I can to avoid blood clots and/or circulation issues. May feel a little awkward doing that, but i hope other passengers will understand!
If you are only flying once, it is best to do it in the 2nd trimester. You will be less nauseous and be able to move around more easily. You will definitely want an aisle seat. I had requested one but then did not make them switch me, which was a mistake. Drink TONS of water and get up often.
I also wore compression hose (PITB), and my doctor had me take 1 baby aspirin each of the days I flew. Ask your doc, and she will let you know, though, since generally you have to be very careful with Aspirin.
I think about 22-24 weeks would be the best time to travel, as week 21 was my last week of morning sickness. I'm also very glad my hubs was with me to deal with luggage, etc.
I agree with everything cannotwait said. The middle to end of the second trimester will probably be most comfortable, and it is really nice to have another person along to help you if you can. I would also say to drink lots of water and try to get lots of rest. It's harder for your body to adjust to altitude/pressure changes when pregnant, so travel takes a little more out of you.
Keep in mind that you will need to move around the plane frequently. I traveled to Mexico at 28 weeks and on the trip home had a significant amount of swelling. Plan your lay overs to be short and pack your carry on light.
Don't expect your fellow travelers to be respectful of your needs, so if you need to go to the lavatory, go early and often or risk a long wait!
I was 20 weeks when I flew down to see my family, and I had no problems. Packing light is a must, because it's such a hassle otherwise to get around. I had to check a bag on the flight back, and it was so much easier. I was supposed to have a short layover on the way up, but that ended up being delayed. Do make sure that you would have extra time should your plane land late. I honestly thought I was going to miss my second flight.
Of course, it also depends on the pregnancy too.
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I'm not pregnant but I live far from home and have been thinking about once we do (hopefully/eventually) start to prepare for a baby's arrival - how will my travel options be limited? Are there restrictions on flying when pregnant? I tend to plan my trips home in my head pretty far in advance so I just wonder how those hypothetical plans might get altered once I get pregnant.
Any info or prior experience shared would be appreciated!