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Kajol meluncurkan Shiksha (sebuah kampanye pendidikan untuk anak-anak kurang mampu) pada 2005.<ref>{{Cite web|last=IndiaFM News Bureau|date=11 April 2005|title=Education is important says Kajol|url=http://www.sify.com/movies/education-is-important-says-kajol-news-bollywood-kkfv5Tdadea.html|publisher=Sify|archive-url=https://web.archive.org/web/20160209002945/http://www.sify.com/movies/education-is-important-says-kajol-news-bollywood-kkfv5Tdadea.html|archive-date=9 Februari 2016|access-date=13 Agustus 2020|url-status=dead}}</ref> Tahun berikutnya, Kajol memberikan penolakan terhadap dua film—''[[Kabhi Alvida Naa Kehna]]'' dan ''[[Baabul (film 2006)|Baabul]]''—dan menerima satu proyek,<ref name="Rejected roles01" /><ref name="Rejected roles02" /> ''[[Fanaa (film 2006)|Fanaa]]'' (sebuah cerita seru bertemakan terorisme yang paling diantisipasi dari sutradara [[Kunal Kohli]]).<ref name="KajolMint">{{Cite news|last=Ramnath|first=Nandini|date=4 Mei 2013|title=Kajol|url=https://www.livemint.com/Leisure/PIrB95Jf8mO76uj5ZLIH7O/Kajol.html|work=[[Mint (surat kabar)|Mint]]|archive-url=https://web.archive.org/web/20130506161554/https://www.livemint.com/Leisure/PIrB95Jf8mO76uj5ZLIH7O/Kajol.html|archive-date=6 Mei 2013|access-date=13 Agustus 2020|url-status=live}}</ref><ref name="Fanaa">{{Cite web|last=IndiaFM News Bureau|date=3 April 2006|title=Aamir and Kajol to sing in Fanaa|url=http://www.indiafm.com/news/2006/04/03/6926/index.html|publisher=Bollywood Hungama|archive-url=https://web.archive.org/web/20060426230429/http://www.indiafm.com/news/2006/04/03/6926/index.html|archive-date=26 April 2006|access-date=13 Agustus 2020|url-status=dead}}</ref> Kajol dipilih oleh lawan pemerannya Aamir Khan untuk memainkan peran Zooni Ali Beg, seorang wanita buta yang bertemu dengan pujaan hatinya dalam sebuah tur ke [[New Delhi]].<ref>{{Cite news|last=HT Entertainment Desk|date=26 Mei 2020|title=14 years of Fanaa: Kajol recalls fun time with Aamir Khan during film’s shoot, he had suggested her name for Zooni’s role|url=https://www.hindustantimes.com/bollywood/14-years-of-fanaa-kajol-recalls-fun-time-with-aamir-khan-during-film-s-shoot-he-had-suggested-her-name-for-zooni-s-role/story-2jK9WJdW1HeQi27cQOOxIL.html|work=Hindustan Times|archive-url=https://web.archive.org/web/20200526111154/https://www.hindustantimes.com/bollywood/14-years-of-fanaa-kajol-recalls-fun-time-with-aamir-khan-during-film-s-shoot-he-had-suggested-her-name-for-zooni-s-role/story-2jK9WJdW1HeQi27cQOOxIL.html|archive-date=26 Mei 2020|access-date=13 Agustus 2020|url-status=live}}</ref> Peran tersebut juga dianggap oleh kritikus sebagai salah satu peran terbaiknya;<ref>{{cite news |url=https://www.filmfare.com/news/bollywood/7-iconic-characters-from-kajols-career-35326.html |title=7 iconic characters from Kajol’s career |author=Seth, Analita |date=5 Agustus 2019 |work=Filmfare |access-date=13 Agustus 2020 |archive-url=https://web.archive.org/web/20190806154803/https://www.filmfare.com/news/bollywood/7-iconic-characters-from-kajols-career-35326.html |archive-date=6 Agustus 2019 |url-status=live }}</ref> Kaveere Bamzai menyebutnya terlihat "sangat menggairahkan",<ref>{{Cite news|last=Bamzai|first=Kaveree|date=12 Juni 2006|title=Movie review: 'Fanaa' starring Aamir Khan, Kajol|url=https://www.indiatoday.in/magazine/your-week/story/20060612-movie-review-fanaa-starring-aamir-khan-kajol-782956-2006-06-12|work=India Today|archive-url=https://web.archive.org/web/20200813093738/https://www.indiatoday.in/magazine/your-week/story/20060612-movie-review-fanaa-starring-aamir-khan-kajol-782956-2006-06-12|archive-date=13 Agustus 2020|access-date=13 Agustus 2020|url-status=live}}</ref> dan melansir dari ''[[The Hindu]]'', [[Sudhish Kamath]] mengatakan bahwa Kajol "tampil layaknya ia tidak pernah mengambil cuti" sebelumnya.<ref>{{Cite news|last=Kamath|first=Sudhish|author-link=Sudhish Kamath|date=2 Juni 2006|title=Absolute non-starter&nbsp;— Fanaa|url=http://www.thehindu.com/thehindu/fr/2006/06/02/stories/2006060201010200.htm|work=The Hindu|archive-url=http://web.archive.org/web/20061120090445/http://www.thehindu.com/thehindu/fr/2006/06/02/stories/2006060201010200.htm|archive-date=20 November 2006|access-date=14 Agustus 2020|url-status=dead}}</ref> Film tersebut dinyatakan berhasil di India dan luar negeri (menghasilkan lebih dari {{INR}}1 miliar),<ref name="Overseas" /><ref>{{Cite web|title=Top Lifetime Grossers Worldwide (IND Rs)|url=http://boxofficeindia.com/showProd.php?itemCat=312&catName=TGlmZXRpbWU=|publisher=Box Office India|archive-url=https://web.archive.org/web/20120919200853/http://boxofficeindia.com/showProd.php?itemCat=312&catName=TGlmZXRpbWU=|archive-date=19 September 2012|access-date=13 Agustus 2020|url-status=dead}}</ref><ref>{{Cite web|title=Box Office 2006|url=http://boxofficeindia.com/showProd.php?itemCat=212&catName=MjAwNg==|publisher=Box Office India|archive-url=https://web.archive.org/web/20120922022151/http://boxofficeindia.com/showProd.php?itemCat=212&catName=MjAwNg==|archive-date=22 September 2012|access-date=13 Agustus 2020|url-status=dead}}</ref> dan memberikannya beberapa penghargaan, termasuk Aktris Terbaik keempatnya di Filmfare dan keduanya di Zee Cine, beserta dengan nominasi AFII, Screen, dan [[Penghargaan Stardust|Stardust]].<ref name="Awards01" /><ref>{{Cite web|last=IndiaFM News Bureau|date=23 Januari 2007|title=Max Stardust Awards Nominations|url=http://indiafm.com/features/2007/01/23/2149/index.html|publisher=Bollywood Hungama|archive-url=https://web.archive.org/web/20071015200417/http://indiafm.com/features/2007/01/23/2149/index.html|archive-date=15 Oktober 2007|access-date=26 Agustus 2020|url-status=live}}</ref> Selain menjadi anggota pemeran, Kajol juga mengambil bagian sebagai penyanyi playback untuk "Mere Haath Mein" dan "Chanda Chamke".<ref name="Fanaa" />
 
Pada 2007, Kajol memulai pengambilan gambar untuk film mitologi [[Rajkumar Santoshi]] ''[[Ramayan]]'',<ref>{{cite news |url=https://www.hindustantimes.com/india/bollywood-turns-to-mythology/story-6k3ZAMSyOaJo1v8v8b0IyL.html |title=Bollywood turns to mythology |author=Jain, Princy |work=Hindustan Times |date=3 Oktober 2006 |access-date=30 Agustus 2020 |archive-url=https://web.archive.org/web/20200830084318/https://www.hindustantimes.com/india-news/goyal-asks-asean-nations-to-strengthen-rules-of-origin-to-check-influx-of-chinese-goods/story-x9qZTXOW9jVkU26cFNCI7M.html |archive-date=30 Agustus 2020 |url-status=live }}</ref> yang hingga sekarang tidak mendapatkan perilisan.<ref>{{cite news |url=https://timesofindia.indiatimes.com/entertainment/hindi/bollywood/news/Has-Rajkumar-Santoshi-lost-his-midas-touch/articleshow/13145048.cms |title=Has Rajkumar Santoshi lost his midas touch? |author=Lalwani, Vickey |work=The Times of India |date=15 Mei 2012 |access-date=30 Agustus 2020 |archive-url=https://web.archive.org/web/20171230015602/https://timesofindia.indiatimes.com/entertainment/hindi/bollywood/news/Has-Rajkumar-Santoshi-lost-his-midas-touch/articleshow/13145048.cms |archive-date=30 Desember 2017 |url-status=live }}</ref> Ia kemudian membintangi debut penyutradaraan suaminya ''[[U Me Aur Hum]]'', sebuah buat ulang dari film 2004 [[The Notebook|''The Notebook'']].<ref name="The Hindu01" /><ref name="remake">{{Cite news|last=Rathore|first=Amar Singh|date=18 Mei 2016|title=Hollywood remakes gone wrong|url=https://www.filmfare.com/features/hollywood-remakes-gone-wrong-13394-2.html|work=Filmfare|archive-url=https://web.archive.org/web/20160815080525/https://www.filmfare.com/features/hollywood-remakes-gone-wrong-13394.html|archive-date=16 Agustus 2016|access-date=14 Agustus 2020|url-status=live}}</ref> Film tersebut dirilis pada 11 Februari 2008, sehari setelah kepergian ayah Kajol akibat serangan jantung.<ref name="father" /> Meskipun mendapatkan antisipasi besar,<ref>{{Cite web|last=Bollywood Hungama News Network|date=8 Februari 2008|title=The Most Awaited movies of 2008|url=http://www.bollywoodhungama.com/features/2008/02/08/3550/index.html|publisher=Bollywood Hungama|archive-url=https://web.archive.org/web/20090126145213/http://www.bollywoodhungama.com/features/2008/02/08/3550/index.html|archive-date=26 Januari 2009|access-date=13 Agustus 2020|url-status=dead}}</ref> ''U Me Aur Hum'' hanya menyaring sedikit penonton dan kritikus bercampur-campur dalam ulasan mereka;<ref name="filmography" /> [[Subhash K. Jha]] mendeskripsikan penampilannya sebagai sebuah "penampilan pembangkit energi", namun mengkritik gaya riasannya yang menyebabkannya terlihat "berlapis",<ref>{{Cite web|last=Jha|first=Subhash K.|date=14 April 2008|title=Subhash K Jha speaks about U Me Aur Hum|url=http://www.bollywoodhungama.com/features/2008/04/14/3771/index.html|publisher=Bollywood Hungama|archive-url=https://web.archive.org/web/20080521010238/http://www.bollywoodhungama.com/features/2008/04/14/3771/index.html|archive-date=21 Mei 2008|access-date=13 Agustus 2020|url-status=dead}}</ref> dan [[Namrata Joshi]] dari ''[[Outlook (majalah India)|Outlook]]'' mengatakan, "Kajol terlihat benar-benar berisi."<ref>{{cite magazine|url=https://books.google.co.id/books?id=OTEEAAAAMBAJ&pg=PA74&lpg=PA74&dq=Kajol+preparation+U+Me+Aur+Hum&source=bl&ots=-60xmr7Oag&sig=ACfU3U0h8sxwsVOlIG070MRmYrl5d9h2sw&hl=en&sa=X&ved=2ahUKEwjF6-CGjZrrAhUQeisKHbOrAS44HhDoATACegQIDBAB#v=onepage&q=Kajol&f=false |title=Sports & Human Rights |date=22 April 2008 |magazine=[[Outlook (majalah India)|Outlook]] |volume=48 |number=17 |page=87 |access-date=14 Agustus 2020 |archive-url=https://archive.vn/PrEEN |archive-date=10 September 2020 |url-status=live }}</ref> Pada tahun yang sama, Kajol ditunjuk sebagai [[duta persahabatan]] untuk "The Loomba Foundation", sebuah badan amal Britania Raya yang didedikasikan untuk anak-anak dari para janda,<ref>{{Cite news|last=Press Trust of India|date=3 Oktober 2008|title=Kajol appointed goodwill ambassador of trust|url=https://www.dnaindia.com/business/report-kajol-appointed-goodwill-ambassador-of-trust-1195282|work=Daily News and Analysis|archive-url=https://web.archive.org/web/20200816072648/https://www.dnaindia.com/business/report-kajol-appointed-goodwill-ambassador-of-trust-1195282|location=London, Britania Raya|archive-date=16 Agustus 2020|access-date=16 Agustus 2020|url-status=live}}</ref> dan memulai debut televisinya dengan menjadi juri bakat untuk acara realitas [[Zee TV]] ''[[Rock-N-Roll Family]]''.<ref>{{Cite web|date=7 Maret 2008|title=Ajay Devgan, Kajol ready to Rock n Roll!|url=https://www.rediff.com/movies/2008/mar/07rock.htm|publisher=Rediff.com|archive-url=https://web.archive.org/web/20160604103508/https://www.rediff.com/movies/2008/mar/07rock.htm|archive-date=4 Juni 2016|access-date=14 Agustus 2020|url-status=live}}</ref>
 
[[File:SRK Kajol & Karan.jpg|thumb|upright=1.1|Kajol dengan Shah Rukh Khan dan [[Karan Johar]] di sebuah acara promosional untuk ''[[My Name Is Khan]]'' pada 2010. Film tersebut mewakili India di [[Festival Film Internasional Berlin ke-60]]<ref>{{Cite news|last=Indo-Asian News Service|date=16 Desember 2009|title='My Name Is Khan' to screen at Berlin Film Festival|url=https://www.thehindu.com/features/cinema/My-Name-Is-Khan-to-screen-at-Berlin-film-festival/article16853584.ece|work=The Hindu|location=Washington D. C., Amerika Serikat|archive-url=https://web.archive.org/web/20200813123015/https://www.thehindu.com/features/cinema/My-Name-Is-Khan-to-screen-at-Berlin-film-festival/article16853584.ece|archive-date=13 Agustus 2020|access-date=13 Agustus 2020|url-status=live}}</ref>]]