Massimiliano Allegri’s men have a one-point advantage over the Dutch side and, with Celtic already eliminated, a draw will ensure that the Serie A outfit progress to the next round.
Milan are warm favourites at just 4/6 (1.67) with William Hill to claim their place in the last 16 of the tournament in style by collecting all three points against Frank de Boer’s side on home turf.
Ajax, though, will travel to Milan in confident mood following a fine run of form in recent weeks.
The Dutch champions have won seven of their last eight matches in all competitions and their hopes of progressing to the next round of Europe's premier cup competition have been reignited by impressive back-to-back victories over Celtic and Barcelona, respectively.
The visitors are chalked up at a chunky 9/2 (5.50) with William Hill to triumph at the Giuseppe Meazza, while the draw is available at 5/2 (3.50) with the same firm.
Both sides could welcome back key strikers ahead of Wednesday’s meeting, with Iceland striker Kolbeinn Sigthorsson likely to return for the visitors and Stephan El Shaarawy set to start for the home side.
Despite the potential return of two key attackers, this match still has all the makings of a tight encounter, with the corresponding fixture in Amsterdam ending 1-1 by virtue of two late goals.
Milan have won just one of their last five home matches in all competitions, while it should be noted that the Rossoneri have managed just six goals in their last seven fixtures at San Siro.
Ajax have kept five clean sheets in their last six games in all competitions and the Eredivisie side are capable of frustrating Milan for long spells.
Therefore, the even money (2.0) quote for fewer than three goals to be scored at San Siro on Wednesday night looks to represent excellent value and should be backed accordingly by punters.
|Under 2.5 goals at even money (2.0) with William Hill
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Willie Duncan is a freelance sports journalist. Willie, from Edinburgh, has covered Scottish football for over 10 years and he specialises in football betting markets from across Europe. You can also follow Willie on Twitter
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