The trip to BATE Borisov kicked off a hectic month for Everton and it started with promise thanks to a victory in Belarus.
Second half goals from Marouane Fellaini and Tim Cahill won it but the spotlight was turned on Tony Hibbert who was forced to play out of position due to the injury crisis.
David Moyes deployed the Blues longest-serving current player alongside Sylvain Distin at the heart of the defence and impressed on the night.
Everton were then held to two frustrating 1-1 home draws either side of the international break against Stoke and Wolves.
The focus soon returned to the Europa League with a trip to Benfica.
The scoreline, a 5-0 defeat, summed up the injury problems still plaguing Moyes' side.
Travelling fans supported the Club's call to raise awareness for the hunt for missing child Madeleine McCann, with Everton providing supporters with special t-shirts to wear in Portugal.
The injury nightmare continued to give the manager a selection headache throughout the month of October and a 3-2 defeat at Bolton followed the European trip.
Then the Blues exited the Carling Cup, losing 2-0 at Tottenham with David Moyes leading a media blackout in protest at the scheduling of his side's game.
Everton had by now played four games in ten days and the manager snubbed his usual post-match interviews in order to air his frustrations.
Also in October, James Vaughan's loan spell at Derby was cancelled after less then a month when the striker tore knee cartilage and needed minor surgery.
And Steven Pienaar was the special guest of Fifa at the World Cup play-off draw in Switzerland.
The Everton man jetted to Zurich to perform the prestigious draw to decide which European sides must face off for the four remaining places in South Africa next summer.
The month ended with a 1-1 draw at Goodison against Aston Villa.
Diniyar Bilyaletdinov the man on target but the Russian was then sent off.
October also saw Everton reveal their official charity for the season, Liverpool Unites.
The Blues launched a special limited edition purple shirt in honour of the scheme that aims to help communities on Merseyside to improve the lives of underprivileged children and young people.