The in situ change in oil flow behavior inside propped fractures due to wettability alteration of proppant grains and fracture surfaces was thoroughly investigated for the first time in this study. A series of microscale flow experiments were performed in mixed-wet fractured and propped miniature ultra-tight carbonate cores where the effect of wettability on oil bridging and fracture oil layer integrity was probed during oil production. During the initial production, proppant wettability changed toward an intermediate-wet state (contact angle (CA) = 96°) while that of fracture surfaces became strongly oil-wet (CA = 139°). Consequently, the fracture oil layer grew in size on both fracture surfaces and imbibed into the proppant pack through piston-like displacement and pore body filling until oil bridges were formed during oil injection. However, subsequent waterflooding induced thinning and rupturing of those bridges due to the accompanying reduction in the threshold capillary pressure of the proppant at higher aging times. The in situ chemical treatment of the proppant by a cationic surfactant (dodecyl tri-methyl ammonium bromide) could reverse its wettability toward weakly water-wet state (CA = 78°) after oil solubilization from the sand grains followed by substitutive surfactant adsorption. Surfactant injection also impacted the wettability of the fracture surface due to oil solubilization, reducing its mean contact angle down to an intermediate range (CA = 99°). As a result, the following oil production cycle yielded a smaller fracture oil layer. The surfactant effect on proppant wettability lasted for 2 weeks while its effect on fracture wettability lasted for more than 6 weeks. Similar flow cycles were performed with an anionic nanoparticle (graphene quantum dot) with hydrogen bonding ability. The nanoparticle solution yielded a quick reduction of the proppant and fracture surface contact angles to nearly 77° and 115°, respectively. Proppant wettability alteration occurred because the nanoparticles self-assembled at the three-point contact region between adsorbed oil and quartz surfaces, leading to oil solubilization in intermediate-wet regions while oil-wet regions remained unchanged. Therefore, re-introducing oil into the fracture instantaneously re-instated the initial wettability state of proppant grains (CA = 88°), deeming the nanoparticle solution ineffective. This study revealed that oil production through hydraulic fractures can be enhanced by monitoring the wettability of the proppant pack. If the production has a high water cut, it is beneficial to use chemical agents that reduce the proppant contact angles to a weakly water-wet state in order to preserve the hydraulic conductivity of the oil layer.