991 Porsche 911 for Sale in Chicago
Chicago and the broader Midwest collector base value the same thing they value in their watches and their houses: provenance, careful ownership, and a story you can verify.
The 991 generation has found a steady audience in Chicago among buyers who treat their 911s as second cars, used hard between May and October. Carrera 4 GTS and Targa 4 GTS are the local favorites — the AWD pulls in shoulder-season rain, the GTS spec is the right kit. We deliver 991s into Chicago enclosed with weather-aware scheduling.
Climate & storage. Six months of road salt is the climate variable — Midwest 911 buyers gravitate hard toward garage-kept, low-mileage, summer-only cars, and that's the spec we tend to deliver into the region.
Delivery to Chicago. Enclosed transport to Chicago via the northern route typically runs 4-5 days; we time around weather windows in winter to keep the car off any salted road.
Lake Forest, Barrington, and the North Shore weekend-driver scene is real; meets and concours through the warm months pull strong 911 turnout from quietly serious owners.
In stock now — delivered to Chicago
991.22018 Porsche 911
991.22016 Porsche 911
991.12014 Porsche 911
991.22018 Porsche 911
991.22017 Porsche 911
991.12015 Porsche 911
991.12014 Porsche 911
991.12015 Porsche 911
991.22016 Porsche 911
991.12015 Porsche 911
991.22017 Porsche 911
991.12014 Porsche 911
991.12014 Porsche 911
991.12015 Porsche 911
991.12015 Porsche 911
991.22018 Porsche 911
991.12014 Porsche 911
991.22018 Porsche 911
991.22019 Porsche 911
991.22019 Porsche 911
991.22019 Porsche 911
991.22016 Porsche 911
991.22017 Porsche 911
991.12014 Porsche 911
991.22018 Porsche 911
991.22018 Porsche 911
About the 991
The 991 grew the 911. Wheelbase up, track wider, the chassis stiffer than anything before it. 991.1 (2012–2015) kept the naturally-aspirated 3.4 and 3.8 flat-sixes; 991.2 (2016–2019) moved the volume Carrera line to twin-turbo 3.0 flat-sixes, while the GT3 and GT3 RS kept naturally-aspirated 4.0L engines and the Speedster sent the generation off in 2019.
Variety is the story. The 991 platform produced more meaningful variants than any 911 generation: the Carrera GTS in both eras, the Targa 4 / 4S / 4 GTS, the Turbo S, the R, the GT3 with manual or PDK, the GT3 RS, the GT2 RS, the Speedster. Spec matters here more than year — a Carrera T with the right boxes is a different car from a base Carrera with similar mileage.
Depreciation has flattened out on most variants. The R, the 4.0L GT3 RS, the GT2 RS, and the Speedster are appreciating; the rest hold value if specified well and kept in honest condition.
What to look for
- Naturally-aspirated 991.1 cars (Carrera, Carrera S, GT3, GT3 RS 4.0) for buyers who specifically want the NA experience.
- GTS-trim Carreras for the best blend of standard equipment and the right wheel/tire/exhaust combination.
- Documented PCCB condition on track-bias variants — pad/rotor replacement is consequential money.
Why buy from us
We are an independent Porsche specialist. 991s span $80k Carreras to seven-figure Speedsters; we focus on cars where the spec, the mileage, and the paperwork tell a coherent story. We disclose what we know, including the boring stuff.
Talk to a specialist about Chicago delivery
Independent Porsche specialist — enclosed transport into Chicago, IL with full carrier coordination.
Other generations for Chicago delivery
- Air-Cooled Porsche 911 → Chicago
- 996 Porsche 911 → Chicago
- 997 Porsche 911 → Chicago
- 992 Porsche 911 → Chicago
991 delivery to other cities
See the national overview on the 991 Porsche 911 hub or explore the full Porsche generation index.