- Yes.
- If you ticketed an F award, yes. In fact you can choose to standby only for F, or for F and Y. Keep in mind there is no F SBN-ORD.
- See below. (hint: not good).
- Yes. Search for FT for "Availability tools". There are MANY about. I like KVS myself.
- Get to the gate early and smile.

Here are the availability buckets:
[KVS Availability Tool 2.0.2/Platinum - Worldspan: ITN/CWT/US-LA]
Code:
SBN S Bend Reg'l IN US
ORD Chicago O'Hare Int'l IL US [KORD]
THU 09 Mar 2006
Carrier Flight From Depart To Arrive A/C St Availability
--------- ------ ---- --------- ---- --------- ---- -- -----------------------------------------
UA/9N 7983 SBN 06:05 ORD 05:55 ER4 0 Y0 B0 M0 E0 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
UA/9N 8054 SBN 10:40 ORD 10:30 ER4 0 Y1 B1 M1 E1 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
UA/YV 7122 SBN 12:38 ORD 12:30 CRJ 0 Y0 B0 M0 E0 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
UA/YV 7216 SBN 14:11 ORD 14:03 CRJ 0 Y0 B0 M0 E0 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
UA/9N 8059 SBN 15:47 ORD 15:39 ER4 0 Y0 B0 M0 E0 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
UA/YV 7379 SBN 18:12 ORD 18:04 CRJ 0 Y0 B0 M0 E0 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
UA/9N 8062 SBN 20:23 ORD 20:15 ER4 0 Y0 B0 M0 E0 U0 H0 Q0 V0 W0 S0 T0 K0 L0 G0
All the flights look very full, perhaps even oversold. UA is only willing to sell one more seat on the 10:40 flight, but none on any others that day.
You can standby, but without elite status, or a lot of people getting flat tires on the way to the airport, I wouldn't say your chances are very good.