5 Best Delivery Services in Winnipeg That Deserve a Standing Ovation
Ever had one of those days where your local order has been “on the way” for the past week or so? Yeah, same here.
A friend finally convinced me to ditch the hit-or-miss service I was using and try something more reliable. And I’m glad I did.
Good thing the city has plenty of courier heroes who actually get it right. Here are the top delivery services in Winnipeg that’ll save your time (and sanity!).
How much do delivery services cost in Winnipeg?
In Winnipeg, delivery services cost around $3 to $10 per order, depending on distance, time, and demand.
Some food apps add small service or convenience fees, while grocery and parcel deliveries might have flat rates or free delivery after a spending minimum.
1. BEEP BEEP Express
Address: 11 Higgins Ave
Phone: +1 204-284-2337
Business hours:
- Mon – Fri: 8:30 AM–4:30 PM
- Saturday: 9 AM–2 PM
BEEP BEEP Express was created to move what matters faster and smarter.
They have the capacity to deliver a wide range of goods, from a single piece of paper to a hefty 20,000-pound load with no sweat. And if you need delicate handling or special instructions for a tricky drop-off, they’ll take care of it for you.
You can choose from urgent same-day service, after-hours, or scheduled future drop-offs, depending on what works best for you.
They’re known for showing up as scheduled, mostly because they’re Manitoba locals; this means they know every shortcut, street, and back route.
Plus, you can track your parcel online the whole way.
Just take note that they don’t accept cash at drop-off, so make sure your payment’s sorted ahead of time.
One of the best courier companies we’ve gone with
“Beep beep is one of the best courier companies we’ve gone with and will continue to use them! Lee is extremely professional, polite, and dedicated to getting your package there on time. Continue to be awesome!” — Desiree Petriew, Google Review
Fastest local courier service I’ve ever received
“Fastest local courier service I’ve ever received. From me requesting a pickup at my location to having it delivered to its destination, it was all done within 40-45 minutes. The online shipment status is a nice touch, also. Overall impressive & highly recommended.” — Arnie Balmes, Google Review
2. Dragonfly
Address: 635 Rue Camiel Sys St
Phone: +1 833-622-1570
Business hours:
- Mon – Fri: 8 AM–11 PM
- Sat – Sat: 8 AM–8 PM
Dragonfly is a last-kilometer delivery company with operations spanning three continents and a team of over 3,600 permanent staff.
Their technology platform generates optimized routes for their independent partners—drivers follow data-driven routes that make deliveries faster. No wonder they have an impressive 98% on-time success rate.
We like that they can handle single or multi-origin shipments via courier or line haul. This is great if your business has complex delivery needs.
You also have access to a comprehensive tracking tool and timely notifications to keep you in the loop.
Unfortunately, we heard about pickups that weren’t fulfilled, which can definitely be frustrating. Just remember that if something goes wrong, their bilingual Customer Experience Team is available by phone or online.
Courier is safe and reliable
“The driver was punctual. The package was delivered in mint condition. The courier is safe and reliable. Communication was on point.” — Noelle Toews, Google Review
Far superior to UPS delivery
“My first experience with them has been excellent. Gave a window during the day I could expect the package, gave a more precise time within that window as the original time approached (within an hour time frame) courier actually showed up when expected. Far superior to a recent UPS delivery that had a 5-hour window they couldn’t hit.” — Mitch Starr, Google Review
3. Sierra Courier
Address: 165 Ryan St
Phone: +1 204-632-8920
Business hours:
- Mon – Fri: 8 AM–5 PM
Sierra Courier, founded in 1976, is one of Canada’s oldest and largest privately held courier companies. It’s not surprising that they work with a diverse mix of companies, from Fortune 500s to small local businesses across retail, tech, and healthcare.
They offer a wide range of courier services, which include bicycles, cars, vans, and small trucks. Specialized needs are handled, too, like temperature-controlled options for refrigerated goods.
Impressively, they don’t stop at ground delivery. Their air services can send packages on the same day, the next day, or within 2 to 3 business days.
On the tech side, their Online Order Entry System deserves a mention. It’s built with SSL encryption, which means your confidential delivery details stay secure.
Keep in mind that their courier services aren’t perfect, since we heard reports of late deliveries from previous clients.
Most reliable courier service I’ve experienced
“The most reliable courier service I’ve experienced in the city so far—professional staff and careful delivery.” — Krups Pat, Google Review
Have always had excellent and quick service
“We have been using Sierra Courier for our business for years and have always had excellent and quick service. Whenever we need something shipped out, they are very quick to pick up the package and are super willing to help when it comes to your shipping needs. The few rare times that something has gone wrong, they are always on top of it and have always found a solution.” — Jonathan Klippenstein-Epp, Google Review
4. Runnin Red Transport
Address: 615 Rue Camiel Sys St #2
Phone: +1 888-699-0990
Business hours:
- Mon – Fri: 8 AM–4 PM
Runnin Red Transport focuses on North American logistics, handling small parcel deliveries, LTL shipping, and Canada Customs Clearance.
To get started, you can set up an account via email and have your orders sent to either their Manitoba or US location.
Once the package arrives, it’s basically a hands-off process for sellers. They’ll open boxes, inspect for damage, create your shipping plan in Amazon Seller Central, update your shred inventory sheet, and handle bubble wrapping if needed.
If you’re expanding into new markets, they also offer help with Prep, Customs Brokerage, and shipping from the US to Canada (or vice versa).
Unfortunately, we heard about hidden charges that a few clients have complained about. You might want to clarify all potential fees so there are no surprises.
Our # 1 choice for customs brokers
“Runnin Red is our # 1 choice for customs brokers for northbound freight into Canada. We have 20 trucks at Roseridge Trucking, and we always encourage our customers to use Runnin Red, especially when they need to import a vehicle or piece of Farm machinery that requires an ITN / AES. Highly recommend using! Wayne and his team are top-notch.” — Sheldon Beckman, Google Review
Absolutely phenomenal to work with
“Trevor was absolutely phenomenal to work with. Super quick, efficient, and he made everything super easy. Will definitely be using Trevor and Runnin Red again.” — Noah Morin, Google Review
5. Rene’s Courier
Address: 214 St Mary’s Rd
Phone: +1 204-231-1321
Business hours:
- Mon – Fri: 8 AM–4 PM
Rene’s Courier has been delivering parcels through Winnipeg and across Manitoba since 1978. What started as a single-driver operation has grown into a team of 35 dedicated people.
You can choose between two wheels or four wheels, depending on your package size. What’s cool is that they can deliver your items within one to three hours around the city—perfect for businesses on a strict schedule.
When standard delivery won’t cut it, they also offer customized urgent services—they’re willing to accommodate unique situations that other couriers might turn down.
Plus, we love that they’re startup-friendly with their competitive rates. If you use their services regularly, they can set up automatic payment plans.
One downside we noticed—they don’t offer specialized courier services. So if you need temperature-controlled shipping, you’ll have to go elsewhere.
Excellent service, efficient, and reasonably priced
“Excellent service, efficient, and reasonably priced. Helped me out when I was in a jam. I would really recommend this courier.” — Danielle Carter, Google Review
Reasonably priced and very courteous
“Very good small package courier that is reasonably priced and very courteous and accommodates your same day courier needs.” — Lora Marshall, Google Review