We were planning to visit Madison, WI for about a week in November. We had fairly strict boundary conditions: We had to arrive on Monday, November 4th and leave on Saturday or Sunday.
Flight to MSN: The lowest priced option was to Uber to Ontario airport (about $60) and take a cheap Frontier flight to MSN. We looked at a variety of permutations (from all the Socal airports to Madison, Chicago, or Milwaukee) but it’s hard to beat $46 per person. I had diamond status on Frontier, which includes a carry-on, seating, and priority boarding. If we had no points we probably would have booked the same flight, but added the carry-on bundle for about $60.
Hotel in MSN: Our best option turned out to be booking direct with Choice Hotels at a Mainstay Suites for $516.38. There was also 10.5% cashback through a shopping portal. The points alternatives were Fairfield Inn and Suites (126k Marriott points), Hyatt Place (72k points), or Hilton Home2 Suites (180k points), none of which seem to be a wise use of points. There was also an interesting option with Marriott using 2 Amex offers for $140 off $350. The lowest rate would have been $590 after Amex Offers, but would have been a nonrefundable. In this case, points weren’t very useful.
Car Rental in MSN: We booked a refundable $30/day weekly rate. Presidential Circle status from Amex Platinum or the Venture X card may allow us to pick a larger car from the lot. I had about 800 Hertz points expiring this year, so this rental would earn enough points to get another free rental day. Without points, I would have booked the same rental, but wouldn’t have gained the free rental day.
Flight from MSN: We booked a Frontier flight back that would stop overnight in Las Vegas. We had to book each leg separately because Frontier doesn’t allow long layovers. Any alternatives would have been about $250 per person or 18.5k AA points.
Overnight in Vegas: This would allow us to do a mattress run at the Rio and use some of the dining credits from various offers (e.g. Fointainebeau status match). We had waived resort fees at the Rio and used some expiring Hertz points for a 1-day rental. With cash, we would have booked $40 Budget rental through Autoslash and stayed at the Excalibur or Luxor for roughly $58/night with resort fees.
Additional Flights: We had 2 people coming from PHX and their flights would have been $307 pp on American Airlines basic economy. We used Alaska points to book the exact same flights for 15k points + $36.20 per person. The points flight would be mostly refundable (minus the $25 partner booking fee) and include seat selection.
Totals: Our total expected cost for the 6 day trip for 4 people is: $1238 and 30000 Alaska Airlines points. Without points, it would have cost roughly $2000 for the entire trip. Although we used points for only 2 flights, we were able to use some elite status perks. The savings for this trip is mostly from the Alaska points on American flights, extra perks from Frontier Diamond, and Hyatt Globalist.
Median Travels 