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Photos: Rick Ross brings his Port of Miami 20th Anniversary Tour to Chicago

First publishedJul 21, 18:18 UTC
Last updatedJul 21, 21:05 UTC · 7m ago
11 outletChicago Sun-Times
Chicago Sun-Times6Photos: Rick Ross brings his Port of Miami 20th Anniversary Tour to ChicagoOpen ↗
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<p>Rick Ross, the self-proclaimed B.O.A.T. (biggest of all time), sailed into Chicago last week as part of his Port of Miami 20th Anniversary Black-Tie Experience tour, featuring Chicago rapper Twista as special guest.</p><p>The Friday performance at Chicago Theatre coincided with the release of not just the hip-hop legend’s 2006 debut, “Port of Miami,” but also his 12th album, “Set In Stone.” </p><p>Appearing with the Renaissance Orchestra and the Sainted Trap Choir, Ross is the latest rapper to blend rap and orchestral music in a live performance; last year <a class="Link" href="https://chicago.suntimes.com/music/2025/08/07/jeezy-thug-motivation-101-chicago-theatre" target="_blank" >Jeezy brought his tour </a>to Chicago in celebration of his debut album “Let’s Get It: Thug Motivation 101” and Nas marked the 30th anniversary of his debut album “Illmatic” with the Chicago Philharmonic at Ravinia.</p><p>Below, check out photos from Friday’s show at Chicago Theatre.</p><div class="Enhancement" data-align-center> <div class="Enhancement-item" data-crop=""> <figure class="Figure"><a class="AnchorLink" id="image-0e0000" name="image-0e0000"></a> <picture data-crop="medium"> <source type="image/webp" width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/8a34340/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 1x,https://cst.brightspotcdn.com/dims4/default/d88d3fa/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 2x" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <source width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/861a0ab/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <img class="Image" alt="Rick Ross performs at the Chicago Theatre, Friday, July 17, 2026.

Reported by 1 outlet — Chicago Sun-Times. See all sources ↓

<p>Rick Ross, the self-proclaimed B.O.A.T. (biggest of all time), sailed into Chicago last week as part of his Port of Miami 20th Anniversary Black-Tie Experience tour, featuring Chicago rapper Twista as special guest.</p><p>The Friday performance at Chicago Theatre coincided with the release of not just the hip-hop legend’s 2006 debut, “Port of Miami,” but also his 12th album, “Set In Stone.” </p><p>Appearing with the Renaissance Orchestra and the Sainted Trap Choir, Ross is the latest rapper to blend rap and orchestral music in a live performance; last year <a class="Link" href="https://chicago.suntimes.com/music/2025/08/07/jeezy-thug-motivation-101-chicago-theatre" target="_blank" >Jeezy brought his tour </a>to Chicago in celebration of his debut album “Let’s Get It: Thug Motivation 101” and Nas marked the 30th anniversary of his debut album “Illmatic” with the Chicago Philharmonic at Ravinia.</p><p>Below, check out photos from Friday’s show at Chicago Theatre.</p><div class="Enhancement" data-align-center> <div class="Enhancement-item" data-crop=""> <figure class="Figure"><a class="AnchorLink" id="image-0e0000" name="image-0e0000"></a> <picture data-crop="medium"> <source type="image/webp" width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/8a34340/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 1x,https://cst.brightspotcdn.com/dims4/default/d88d3fa/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 2x" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <source width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/861a0ab/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <img class="Image" alt="Rick Ross performs at the Chicago Theatre, Friday, July 17, 2026. " srcset="https://cst.brightspotcdn.com/dims4/default/861a0ab/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 1x,https://cst.brightspotcdn.com/dims4/default/8f4b23a/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 2x" width="490" height="275" data-src="https://cst.brightspotcdn.com/dims4/default/861a0ab/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg" data-lazy-load="true" src="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" > </picture> <div class="Figure-content"><figcaption class="Figure-caption"><p>Rick Ross performs at the Chicago Theatre, Friday, July 17, 2026. </p></figcaption><span class="line"></span><div class="Figure-credit"><p>Tyler Pasciak LaRiviere/Sun-Times</p></div></div> </figure> </div> </div><div class="Enhancement" data-align-center> <div class="Enhancement-item" data-crop=""> <figure class="Figure"><a class="AnchorLink" id="image-5d0000" name="image-5d0000"></a> <picture data-crop="medium"> <source type="image/webp" width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/c0b5512/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F99%2Fff%2F061270194acc9353e26e3b01924b%2Frosstwist-260718-18.jpg 1x,https://cst.brightspotcdn.com/dims4/default/ade9529/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F99%2Fff%2F061270194acc9353e26e3b01924b%2Frosstwist-260718-18.jpg 2x" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <source width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/6445fcd/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F99%2Fff%2F061270194acc9353e26e3b01924b%2Frosstwist-260718-18.jpg" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <img class="Image" alt="ROSSTWIST_260718-18.jpg" srcset="https://cst.brightspotcdn.com/dims4/default/6445fcd/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F99%2Fff%2F061270194acc9353e26e3b01924b%2Frosstwist-260718-18.jpg 1x,https://cst.brightspotcdn.com/dims4/default/90acdc8/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F99%2Fff%2F061270194acc9353e26e3b01924b%2Frosstwist-260718-18.jpg 2x" width="490" height="275" data-src="https://cst.brightspotcdn.com/dims4/default/6445fcd/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F99%2Fff%2F061270194acc9353e26e3b01924b%2Frosstwist-260718-18.jpg" data-lazy-load="true" src="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" > </picture> <div class="Figure-content"><figcaption class="Figure-caption"><p>Fans dance to Rick Ross as he performs performs at the Chicago Theatre, Friday, July 17, 2026.</p></figcaption><span class="line"></span><div class="Figure-credit"><p>Tyler Pasciak LaRiviere/Sun-Times</p></div></div> </figure> </div> </div><div class="Enhancement" data-align-center> <div class="Enhancement-item" data-crop=""> <figure class="Figure"><a class="AnchorLink" id="image-f50000" name="image-f50000"></a> <picture data-crop="medium"> <source type="image/webp" width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/2e4fa01/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2Fc5%2F43%2F09c5bacf478a9b5825f8c9336185%2Frosstwist-260718-19.jpg 1x,https://cst.brightspotcdn.com/dims4/default/b7a1d52/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2Fc5%2F43%2F09c5bacf478a9b5825f8c9336185%2Frosstwist-260718-19.jpg 2x" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <source width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/dafd1cd/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2Fc5%2F43%2F09c5bacf478a9b5825f8c9336185%2Frosstwist-260718-19.jpg" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <img class="Image" alt="Rick Ross performs at the Chicago Theatre, Friday, July 17, 2026.

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<p>Rick Ross, the self-proclaimed B.O.A.T. (biggest of all time), sailed into Chicago last week as part of his Port of Miami 20th Anniversary Black-Tie Experience tour, featuring Chicago rapper Twista as special guest.</p><p>The Friday performance at Chicago Theatre coincided with the release of not just the hip-hop legend’s 2006 debut, “Port of Miami,” but also his 12th album, “Set In Stone.” </p><p>Appearing with the Renaissance Orchestra and the Sainted Trap Choir, Ross is the latest rapper to blend rap and orchestral music in a live performance; last year <a class="Link" href="https://chicago.suntimes.com/music/2025/08/07/jeezy-thug-motivation-101-chicago-theatre" target="_blank" >Jeezy brought his tour </a>to Chicago in celebration of his debut album “Let’s Get It: Thug Motivation 101” and Nas marked the 30th anniversary of his debut album “Illmatic” with the Chicago Philharmonic at Ravinia.</p><p>Below, check out photos from Friday’s show at Chicago Theatre.</p><div class="Enhancement" data-align-center> <div class="Enhancement-item" data-crop=""> <figure class="Figure"><a class="AnchorLink" id="image-0e0000" name="image-0e0000"></a> <picture data-crop="medium"> <source type="image/webp" width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/8a34340/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 1x,https://cst.brightspotcdn.com/dims4/default/d88d3fa/2147483647/strip/true/crop/3000x1684+0+158/resize/980x550!/format/webp/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg 2x" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <source width="490" height="275" data-srcset="https://cst.brightspotcdn.com/dims4/default/861a0ab/2147483647/strip/true/crop/3000x1684+0+158/resize/490x275!/quality/90/?url=https%3A%2F%2Fchorus-production-cst-web.s3.us-east-1.amazonaws.com%2Fbrightspot%2F1f%2F82%2Fe15a91c84e4f938135949eeed6f3%2Frosstwist-260718-11.jpg" data-lazy-load="true" srcset="data:image/svg+xml;base64,PHN2ZyB4bWxucz0iaHR0cDovL3d3dy53My5vcmcvMjAwMC9zdmciIHZlcnNpb249IjEuMSIgaGVpZ2h0PSIyNzVweCIgd2lkdGg9IjQ5MHB4Ij48L3N2Zz4=" /> <img class="Image" alt="Rick Ross performs at the Chicago Theatre, Friday, July 17, 2026.
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    Photos: Rick Ross brings his Port of Miami 20th Anniversary Tour to Chicago

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organizationAnniversary Black-Tie ExperienceorganizationAnniversary TourorganizationBoatorganizationChicagoorganizationMiamiorganizationPhotosorganizationPortorganizationRick Ross
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