Route 66 Itinerary Day 7: Amarillo, TX to Tucumcari, NM.Route 66 Itinerary Day 6: Clinton, OK to Amarillo, TX.Route 66 Itinerary Day 5: Tulsa, OK to Clinton, OK.Route 66 Itinerary Day 4: Carthage, MO to Tulsa, OK.Route 66 Itinerary Day 3: Sullivan, MO to Carthage, MO.Route 66 Itinerary Day 2: Springfield, IL to Sullivan, MO.Route 66 Itinerary Day 1: Chicago, IL to Springfield, IL.Our Suggested 2 Week Route 66 Road Trip Itinerary.Quick 14 Day Route 66 Itinerary Summary & Map.How to Use the Suggested Route 66 Itinerary.What if I have More than 2 Weeks to Drive Route 66?.What if I have Less Time than 2 weeks to Drive Route 66?.How do you Decide How Long to Drive Route 66?.Should I Plan my Route 66 road trip in advance?.