AI carrier triage built for the city where six Class I railroads meet.
Chicago is the only city in North America where BNSF, UP, NS, CSX, CN, and CPKC all terminate. Roughly a quarter of all US rail freight passes through the metropolitan area, and the brokerage work that follows — drayage, container handoff, chassis discipline, terminal appointment scheduling — is a different job from the long-haul truckload work that dominates most US markets. Keelway is built to read the Chicago inbox correctly: drayage replies ranked on chassis disclosure, terminal access, and intermodal authority; dry-van and reefer replies ranked the standard way; load context decides which weight set applies.
The Chicago freight reality
The Chicago freight job is intermodal-first. The big intermodal yards — BNSF Logistics Park in Joliet, BNSF Cicero and Corwith, CN Harvey, NS Landers and 47th Street, UP Global I / II / III / IV, CSX Bedford Park, and the CPKC Bensenville complex — together handle millions of container lifts per year. Each yard has its own appointment system, gate hours, and quirks. The carrier-reply mix on a typical Chicago drayage load is dominated by small drayage fleets and owner-operators with chassis arrangements that the broker has to verify before booking.
Layered on top of that is one of the densest dry-van and reefer DC clusters in the US. Will and DuPage counties south and west of O'Hare are wall-to-wall fulfillment centers — Amazon, Walmart, Target, Costco, food service (Sysco, US Foods), industrial distribution. Outbound dry van from those DCs covers the entire eastern half of the country. A single Chicago brokerage often books all three shapes — drayage, dry van, reefer — in the same shift.
What Keelway tunes for Chicago brokers
Chassis disclosure parsed and ranked
Yard access patterns tracked per carrier
Free-time deadlines built into ranking
Standard dry-van and reefer ranking on the same inbox
The TMS shape we see most in Chicago
Chicago's enterprise brokerage population skews to McLeod LoadMaster more than any other US market — a function of the Echo, Coyote, and Hub Group alumni who have founded mid-market shops over the last fifteen years. Mercury Gate / Infios runs in second place at the enterprise level. The SMB-to-mid-market segment is more diverse: Aljex (Descartes), Tai Software, Rose Rocket, AscendTMS, plus a meaningful Magaya install base among forwarder-broker hybrids that handle ocean-to-rail handoff. Keelway integrates natively with McLeod, Aljex, Tai, Rose Rocket, and Magaya.
Frequently asked questions
Why does Chicago need its own freight-broker page?+
Chicago is the only city in North America where all six Class I railroads (BNSF, UP, NS, CSX, CN, CP/KCS via CPKC) terminate. That makes it the structural hand-off point for ~25% of all US rail freight. The broker job here is fundamentally different from a pure trucking market — drayage carrier selection, chassis availability, terminal appointment windows, and rail-to-truck handoff timing dominate the work. Keelway's ranking model and FAQ set are tuned for that.
Does Keelway track intermodal-specific carrier signals?+
Yes. For carrier replies on Chicago intermodal lanes, Keelway scores additional signals on top of the standard FMCSA panel — intermodal authority history, chassis pool participation (TRAC, DCLI, Flexi-Van where the carrier discloses it), terminal access patterns (UPS Worldport, Joliet BNSF Logistics Park, Harvey CSX, Bedford Park BNSF, Cicero CN), and demurrage history when public.
How does Keelway handle the chassis question?+
Carriers reply to intermodal loads with widely varying chassis stories — own chassis, pool chassis, no chassis. Keelway parses the chassis disclosure out of the reply and either ranks it against the load's chassis requirement automatically, or surfaces it as an unanswered question if the carrier didn't say. We do not pretend to know chassis availability the carrier didn't disclose.
What about the Chicago dry-van and reefer market?+
Chicago is also a heavy dry-van and reefer market — outbound to the entire eastern half of the country from the dense DC presence in Will and DuPage counties (Amazon, Walmart, Target, Costco, Sysco, US Foods). The same Keelway instance handles intermodal-skewed loads and truckload-skewed loads inside the same inbox; load context selects the ranking weights.
Does Keelway support the TMSs Chicago brokerages run?+
Yes. Chicago's enterprise 3PL population skews heavily to McLeod LoadMaster (Echo, Coyote alumni-founded shops, the bigger asset-light houses) with Mercury Gate / Infios in second place. The Chicago SMB-to-mid-market population is more diverse — Aljex, Tai, Rose Rocket, AscendTMS, and increasing Magaya use among forwarder-broker hybrids. Keelway integrates with all of those.
One Keelway tenant ranks all three correctly.
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