The Seadogs lost narrowly in a six-goal thriller, their third meeting with Chester this season.
The North West side beat Boro 3-2 in Cheshire at the start of the season and Boro turned the tables, winning 3-1 in October's FA Cup Fourth Qualifying Round.
The return National North fixture saw Dom Tear break the deadlock on 27 minutes after good work from Harry Green and Alex Brown in the build-up.
However, the title-chasing visitors equalised at the end of the first half.
An error at the back then put the Seals in front just after the hour.
But Boro rallied and levelled at 2-2, within three minutes, when Green fired across the face of goal and Tear popped up to tap in point-blank.
On 73 minutes, Chester had a penalty. Ryan Whitley saved the spot-kick but the away side snapped up the rebound.
Seadogs then committed men forward for a leveller, late on, only to be caught right at the end with Chester's fourth, four minutes into injury time.
Boro boss Jono Greening spoke to SAFC TV after the game:
The Seadogs host Chorley, in National North, at Scarborough Sports Village, on Tuesday, with a 7.45pm kick-off.
Wind Weather Warning Returns For Yorkshire Coast
Police Update On Eastfield and Scarborough Drugs Raids
Enlightening Plan For North Yorkshire
New Study Comes To Scarborough Hospital
Whitby Town A Liddle Bit Worried After Unwanted First
Yorkshire Coast Rugby Round-up- Superb Scarborough Go Second
Brid Beaten For First Time Under Thompson
New Initiative to Tackle Illegal Off-Road Vehicle Use in North Yorkshire Forests
Pickering Town Just Five Points Behind After Victory
New Engines and Breathing Apparatus For North Yorkshire Firefighters
Would You Swap Your Pet for A Robot?
Filey Cat Rescue Charity Benefits from Scarborough Garden Centre Kindness Pot
Comments
Add a comment