The distance from Trivandrum to Chennai is 730 kms and would take 15-16 hours of driving... I hope there is more than 1 driver as its a long drive...
The driving directions are given below:-
1 Straight(0.1 km) on Kollur Rd going toward Mahatma Gandhi Rd
2 2nd Right onto Mahatma Gandhi Rd(NH47 Hwy), go 0.3 km
3 Continue down Sasthamangalam Oolanpara Rd: 1.2 km (Past Matir Memorial Church on the left)
4 Slight 3rd Left (past HSBC (Bank) on the right) onto SH2 Hwy, go 3.2 km
5 Slight Left (past Peroorkada Government Girls Higher Secondary School on the left) onto SH2 Hwy, go <100m
6 Slight 1st Right (past Moon City Restaurant on the left) onto SH2 Hwy, go 5.3 km.
Enter Thiruvananthapuram District at 3 km.
7 Left onto SH2 Hwy, go 10 km.
Via Nedumangad at 5.9 km.
8 Left onto SH2 Hwy, go 20 km.
Enter Kollam District at 12 km.
9 Slight Right onto SH2 Hwy, go 21 km
10 Right onto NH208 Hwy, go 32 km.
Enter Tamil Nadu at 14 km.
Via Pudur (S), Panboli at 22 km.
11 Left onto NH208 Hwy, go 3.5 km
12 Slight Right onto NH208 Hwy, go 18 km.
Via Kadayanallur at 11 km.
13 Slight Right onto NH208 Hwy, go 36 km.
Via Puliyankudi at 7.7 km.
Via Virudhunagar District at 29 km.
Enter Tirunelveli District at 29 km.
Leave Sivagiri at 29 km.
Enter Virudhunagar District at 30 km.
14 Slight Right onto NH208 Hwy, go 23 km.
Via Rajapalayam, Srivilliputhur at 16 km.
15 Right onto NH208 Hwy, go 10 km
16 Take Left, go 21 km.
Enter Madurai District at 12 km.
Enter Peraiyur at 18 km.
17 Take Left, go 26 km.
Enter Usilampatti at 26 km.
18 Slight Right onto NH49 Hwy, go <100m
19 Take Slight 1st Left, go 24 km.
Enter Dindigul District at 7.7 km.
20 Continue down NH45 Hwy: 31 km.
Via Sevugampatti, Pallapatti at 15 km.
Enter Dindigul at 30 km.
21 Left onto NH7 Hwy, go 1.1 km
22 1st Right onto NH45 Hwy, go 95 km.
Leave Dindigul at 1.3 km.
Via Vadamadurai, Ayyalur at 21 km.
Enter Tiruchirappalli District at 29 km.
Via Manapparai at 57 km.
Via Karur District, Tiruchirappalli District at 81 km.
Enter Tiruchirappalli at 92 km.
23 Left (past Ashby (Hotel) on the left) onto NH45 Hwy, go 4.3 km
24 Left onto NH45 Hwy, go 0.2 km
25 2nd Right onto NH45 Hwy, go 1 km
26 Left onto NH45 Hwy, go 257 km.
Enter Tiruchirappalli District at 4.5 km.
Via S. Kannanur at 9.7 km.
Enter Perambalur District at 31 km.
Via Perambalur at 50 km.
Via Cuddalore District at 86 km.
Enter Viluppuram District at 101 km.
Via Viluppuram, Vikravandi, Tindivanam at 175 km.
Enter Kancheepuram District at 213 km.
Via Acharapakkam, Maduranthakam, Karunguzhi at 233 km.
27 Slight Left onto NH45 Hwy, go 13 km.
Via Chengalpattu at 6.2 km.
Enter Singaperumalkoil at 11 km.
28 Take Left, go 1.8 km.
Leave Singaperumalkoil at 1 km.
29 Take Slight 2nd Right, go 22 km.
Enter Sriperumbudur at 22 km.
30 Left onto NH4P Hwy, go 0.3 km
31 Sharp 1st Right onto NH4 Hwy, go 24 km.
Leave Sriperumbudur at 1.3 km.
Enter Kanchipuram at 8.4 km. Leave Thandalam. Via Thandalam, Mevalurkuppam.
Enter Tiruvallur at 13 km. Via Thirumazhisai, Varadarajapuram, Poonamallee. Enter Senneerkuppam.
32 Right onto NH4 Hwy, go 8.8 km.
Via Tiruverkadu, Chelliamma Nagar, Vanagaram, Adayalampattu, Maduravoyal, Jayalalitha Nagar.
Enter Chennai at 7.7 km. Leave Anna Nagar West Extension. Via Sri Iyappa Nagar. Enter Anna Nagar West Extension.
33 At roundabout, take 2nd exit onto Poonamallee High School Rd(NH4 Hwy), go 2.4 km overall.
Leave Anna Nagar West Extension. Via Sri Iyappa Nagar, Anna Nagar. Enter Arumbakkam.
34 Right (past AK Hospital on the right) onto Tank Bund Rd, go 2.1 km.
Via Sankarapuram. Enter Nungambakkam.
35 Left onto Sterling Rd, go 0.6 km
36 Right (past Employees State Insurance Corporation on the left) onto Shivaganga Rd, go 0.1 km
37 Take 2nd Left (past Institute Of Company Secretaries Of India on the left), go 0.1 km
38 Arrive at destination
Have a safe drive...