I had an 18-segment/10-day trip earlier this year. I think I spent all of $800 or so.

I needed to visit 4 customer sites, so I "nested" my trips.

Example:
Day 1: BDL-EWR-IAH-DFW
Day 2: DFW-IAH-MSY
Day 5: MSY-IAH-DFW
Day 6: DFW-IAH-COS
Day 8: COS-IAH-DFW
Day 8: DFW-IAH-HOU
Day 9: HOU-IAH-DFW
Day 10: DFW-CLE-EWR-BDL

My first round-trip was BDL-DFW
My second round-trip was DFW-MSY
My third round-trip was DFW-COS
My fourth round-trip was DFW-HOU

I've found "nesting" can also save you a ton of money. I had to fly to IAH midweek. $800. Instead, I bought a round-trip ticket to LCH (Lake Charles, LA) for $200 and a $100 round-trip ticket to IAH. Midweek to IAH, $300. Ironically, I was flying CO, which meant that I connected to my LCH flight IN IAH.



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"I will not be pushed, filed, stamped, indexed, briefed, debriefed or numbered. My life is my own."