At the end of season 7 of Gilmore Girls, Logan asked Rory an important question: would she marry him? While Rory loved Logan and appreciated all the good memories that they shared, she said no as she didn't feel that it was the right time. This meant that they broke up and Logan continued on his path and Rory went to work for Obama's presidential campaign.
While many fans of Gilmore Girls like that Rory turned down Logan's proposal as they understand her reasoning, others feel that perhaps these two were meant to be. It's possible to see this situation from both perspectives.
Should Have Ended Up With Logan: They Could Have Survived Long-Distance Again
Long-distance relationships can be incredibly hard on couples, as they have experiences that the other person can't be there for, and it's easy to feel that the original spark can't be captured again. While Logan influenced Rory in some awful ways, many fans feel that they had a sweet relationship, and that's partly because they were able to deal with dating when Rory was at Yale and Logan was working in London. If Rory had accepted Logan's proposal, they could have stayed together if Logan moved to California and Rory traveled around for a while. They didn't always have to be in the same place, and their love seemed super strong and solid.
Made The Right Decision: She Continued On Her Career Path On Her Own Terms
Rory was always single-minded about being a reporter and traveling. No one in Stars Hollow ever doubted that she would find success, and by the time she finished Yale, she was ready to get out into the world, see some amazing things, and start writing about it all. Rory made the right choice when she said no to Logan's marriage proposal because she was able to continue on her career path and follow her heart. Instead of moving to the city that Logan wanted and perhaps finding a lackluster job, she was able to travel with a political campaign, which set her up for an interesting trajectory. Fans liked that Rory put herself first.
Should Have Ended Up With Logan: Rory Could Have Found Opportunities In San Francisco Or Freelanced
Logan had a job offer in San Francisco, and he asked Rory if she would marry him and move there with him. While some viewers saw this as problematic, as this was all his idea and on his terms, what if this proved that he loved her and wanted them to have a future together?
If Rory and Logan had gotten engaged at the end of season 7, Rory could have moved to San Francisco, and it seems likely that she could find a great job. Even if she wasn't able to find a perfect position, couldn't she become a freelance writer? In the revival, Rory had aspirations of freelance journalism, so this seems like something she would be interested in.
Made The Right Decision: She Wasn't Ready To Settle Down Even In The Revival
It was definitely a shock to see Rory and Logan's affair in A Year In The Life. Fans who shipped this couple definitely wondered why Logan was engaged to Odette, not Rory. Why weren't Logan and Rory in a real relationship? Why was Rory also seeing Paul? It seems that Rory was right to say no to Logan because even several years later in the revival, she clearly wasn't ready to settle down. Rory was still figuring out her career and her life and she felt that everything was in total chaos. It seems like it was never really right for her and Logan to truly commit.
Should Have Ended Up With Logan: Rory Didn't Find Anyone She Truly Loved After Him
While Logan and Rory were both wrong to carry on an affair, Rory proved that after their break up at the end of season 7, she never found someone who she liked as much as Logan. She ignored Paul, who she was supposed to be in a relationship with, and there was no evidence that she had any great loves in the time between the season 7 finale and the 'Fall' episode of the revival. This suggests that her feelings for Logan were pure and that there was no reason to think that they couldn't make it as a married pair.
Made The Right Decision: She Didn't Feel Comfortable With Mitchum
No Gilmore Girls fan can forget the moment when Logan's dad Mitchum told Rory that she didn't have what she needed to become a journalist. It was a painful moment, although some fans think Rory could have taken Mitchum's advice and tried harder to improve in her field. If Rory said yes to Logan, she would have had to endure Mitchum's disapproval and hatred for the rest of her life, and that seems like a tough thing to accept. Rory already dealt with family tension, and it was asking a lot for Rory to become part of Logan's family. No one can blame her for not wanting to spend any more time with them.
Should Have Ended Up With Logan: His Proposal Came With Strings, But It Was A Logical Time To Get Married
On the one hand, it seems like Rory and Logan were too young to tie the knot, as they were fresh out of school and just embarking on careers. But on the other hand, why not get married and figure out their young adult life together?
It's possible to understand why Logan proposed at the moment that he did, as he and Rory could have welcomed adulthood and been there for each other as they struggled and made mistakes and learned. While the proposal came with the string of moving to a certain place, what if they worked that out?
Made The Right Decision: Her Mom Wasn't Sold On Logan
Of course, Rory wanted Lorelai to love all of her partners, and it was really difficult for Lorelai to forget that Logan was a wealthy person. She didn't like him because of that background, and she wasn't convinced that he could be who Rory wanted him to be. Fans who think that Rory was in the right when she said that she couldn't marry Logan will likely agree that it was a problem that Lorelai didn't love Logan. If Rory was going to marry someone, she would definitely want her mom to approve, as this would make for many awkward Friday Night Dinners and other family events.
Should Have Ended Up With Logan: He Is Most Likely The Father Of Her Child
A Year In The Life brought up many questions and after hearing Rory tell Lorelai that she was pregnant, fans are convinced that Logan is the father of this baby. If that is true, then they'll be navigating co-parenting together in the future, and this is another reason why Logan and Rory could be meant to be. Instead of remaining apart and never speaking again, they found a way back to each other's adult lives, and that does suggest that their love story is a significant one. It would be moving and heartwarming to see them raising their child together and there are many Gilmore Girls viewers who would find that to be incredibly romantic.
Made The Right Decision: She Could Be A Single Parent Like Lorelai
While it would make sense for Rory and Logan to have stayed together and started a family, it's also possible to imagine Rory as a single parent. Of course, fans loved the meaning of those final four words in the revival, since it seemed that Gilmore history was repeating itself. Lorelai was such a cool, fun mother and provided such an entertaining and meaningful life for Rory, and it seems like Rory would be more than happy to carry on that tradition with her own child. It's also true that Lorelai would be a proud grandmother and would be there for Rory every step of the way, the way that she always had been. Even fans who love Logan can admit that this would be a fascinating and significant ending.