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Anastas Jovanović's lithography from 1854 and one more portrait from around the same period.

Paul, thank you again! I have to check but I think I wasn't able to dig up photos of him wearing that Persian order so far. Could be that he's thinking, damn you people, I just spent two years waging wars against the Turks, at least let me shave before we continue

Paul, thank you! What would be the proper English translation of Nişan-ı İftihar, Order of Glory? Portrait by Uroš Knežević from 1854, collection of the National Museum. This time we can see star of the Order of St. Anna.

Interesting lithography from 1843 by Josef Kriehuber, chain with miniatures of the previously mentioned decorations is suspended from a buttonhole.

Portrait by Jovan Popović from 1841. Young Mihailo is wearing sash of the Order of St. Anna and if I'm not mistaken Ottoman Nişan-ı İftihar (please correct me if I'm wrong).

Paul, maybe that's his "tough guy" look The photo should be from 1878, if I'm not mistaken he's wearing Persian Order of the Lion and the Sun (below Leopold).

"Serbian Order of Milos, breast star, in Silver, Gold and enamels, also set with genuine Diamonds, c. 1880"! I just had to post this one on forum, photo found here (emedals' Instagram page). Hopefully they'll put better images on emedals website

Just in case you didn't notice before, I posted a lot of photos of decorations kept at the Historical Archives of Belgrade in this topic, pages 10-13. Some found on their website, others taken on exhibition.

List of decorations based on his portraits from above. AUSTRIA -Order of the Iron Crown, Knight 1st Class GREECE -Order of the Redeemer, Grand Cross OTTOMAN EMPIRE -Nişan-ı Zişan -Portrait of the Sultan with Jewels (Mahmud II) -Portrait of the Sultan with Jewels (Abdülmecid II) RUSSIA -Order of St. Anna with Crown, 1st Class -Order of St. Anna with brilliants, 2nd Class -Order of the White Eagle

Nice photo of decorations from the Historical Archives of Belgrade found on naseblago.rs. Order of Freedom and Order of the War Banner belonged to Konstantin Popović while Yugoslav Star 1st Class belonged to Dragoslav Marković.

Small photo of Milan Obrenović wearing that type of helmet.

Comparison

Portrait by Jovan Popović from 1850s, this one is also very similar to the ones from post #8.

Portrait by Đura Jakšić from 1860, sash of the Order of the Redeemer?

This one is kept at the Museum of the Second Serbian Uprising.

One more red dolama from the collection of the Historical Museum of Serbia (first photo found on Politika's website, second one on Museum's Wiki page).

Speaking of uniforms here's one dress (dolama) that can be seen of his portraits. I think it's kept at the Historical Museum of Serbia.

I'm glad you like them, there's more to come.

Two very similar portraits, I'd say the first one is "original" with some changes done on the second one - Miloš's dress is blue and the sash is for St. Anna. I presume that's the case here because on the rest of the portraits Miloš wears the sash of St. Anna according to regulations, over the left shoulder, while the Iron Crown sash should be worn over the right shoulder...

One more portrait by Uroš Knežević.

Portrait from 1843 by Eduard von Engerth -Star of the Austrian Order of the Iron Crown, Knight 1st Class -Nişan-ı Zişan -Portait of the Sultan with Jewels (Abdülmecid II) -Star (and Sash?) of the Order of St. Anna with Crown, 1st Class -Star of the Greek Order of the Redeemer, Grand Cross (1st type)

Portrait by Moritz Daffinger from 1848. -Sash and Star of the Russian Order of the White Eagle -Star of the Austrian Order of the Iron Crown, Knight 1st Class -Portait of the Sultan with Jewels (Mahmud II) -Star of the Order of St. Anna with Crown, 1st Class -Nişan-ı Zişan -Star of the Greek Order of the Redeemer, Grand Cross (1st type)

Interesting portrait of Miloš wearing the following orders: -Star of the Order of St. Anna, 1st Class -Star of the Austrian Order of the Iron Crown, Knight 1st Class -Nişan-ı Zişan -Star of the Greek Order of the Redeemer, Grand Cross (1st type)

Portrait from 1858 by unknown artist. Order of St. Anna with Crown 1st Class, Nişan-ı Zişan and the Portrait of the Sultan with Jewels (Murassa Tasvir-i Hümayun) with the portrait of the sultan Abdülmecid II (information found in a very interesting topic started by Demir here).

I've made separate topics about decorations of kings Milan and Aleksandar Obrenović and now I'll continue with Miloš. In the future I plan to do the same for some other Serbian rulers, namely Mihailo Obrenović and prince Aleksandar Karađorđević, Karađorđe's son. Portrait by Uroš Knežević from 1835. Miloš is wearing Russian Order of St. Anna with Crown 1st Class, possibly Order of St. Anna with Brilliants 2nd Class and Ottoman Nişan-ı Zişan. Apart from that we can see Russian Golden Saber for Bravery presented to his half-brother, vojvoda Milan Obrenović, by prince Bagration on December 21, 1809 (January 3, 1810). The saber is kept at the Belgrade Military Museum, more information about it can be found here.