How do I look for flights Chicago to Aulani then to Maui back to Chicago? I called a
travel agent she quoted $1029 for each person said book it now, it won't go down. I asked about adding Hawaii 2 days ahead the agent didn't offer to check adding that flight. I was willing to pay the fee from her knowledge.
I always flown Southwest one ways and I am not familiar with other airlines. Thank you D
You're looking for a multi-city itinerary with three parts, each on a different day:
1. ORD (Chicago-Ohare) to HNL (Honolulu)
2. HNL (Honolulu) to OGG (Kahului on Maui)
3. OGG (Kahului on Maui) to ORD (Chicago-Ohare)
You can check your options online. You can try "what if" scenarios as much as you want. A travel agent would never do this for you, even back in the days when travel agents earned commissions from airlines (they no longer do).
The airlines that fly to Hawaii have partnerships with inter-island carriers, so you might be able to get your full itinerary from a single carrier's website, even if your itinerary involves multiple carriers. Or you might want to do parts 1 and 3 with one carrier and part 2 directly with an inter-island carrier.
You can then buy your tickets online.
Keep in mind that the rest of the domestic airline industry is not as customer-friendly at Southwest when it comes to changing tickets or dealing with fare reductions. Be prepared to be locked in to what you buy. Consider
trip insurance to limit your financial risk, but be sure you know what it does and doesn't cover.
Unfortunately, the airfare quoted by the TA sounds about right. You could pay a lot more too. Or there might be a sale. As always when buying airfare, you can wait for a sale, and you might pay less. The risk is that the price can go up instead of down.
I'm not sure I understand what you mean by, "I asked about adding Hawaii 2 days ahead the agent didn't offer to check adding that flight." Are you asking about going to a third island, the Big Island of Hawaii?
Aloha!