The cheapest and fastest buses from Portland, OR to Chicago, IL
Cheapest price
$276
Average price
$328
Fastest journey
2 d 13 h 15 m
Average duration
2 d 20 h 25 m
Buses per day
2
Distance
2823 km
The best way to find a cheap bus ticket from Portland, OR to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Portland, OR to Chicago, IL will cost around $328 if you buy it on the day, but the cheapest tickets can be found for only $276.
Of the 2 buses that leave Portland, OR for Chicago, IL on Thu, Feb 26, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Feb 26 the direct buses cover the 2823 km distance in an average of 2 d 20 h 25 m but if you time it right, some buses will get you there in just 2 d 13 h 15 m .
On Thu, Feb 26 the slowest buses will take 3 d 3 h 35 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Travel Information
Compare train, bus, and flight for Portland, OR to Chicago, IL
Omio recommends booking the train as it is the most popular option from Portland, OR to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $109. For those with little time consider booking a flight which can get you there in 4h 17m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.8 - 2.5kg. The ticket price range depends on the travel mode: a flight costs an average of $109, and a train costs an average of $144.
Distance: 1754 miles (2823 km)
Compare bus with
| Bus | Most popular Train | Flight |
|---|---|---|
$299 Average price | $319 Average price | $293 Average price Cheapest |
73h 20m Average total duration 72h 50m Onboard + 30m Additional time* | 48h 21m Average total duration 47h 51m Onboard + 30m Additional time* | 7h 17m Average total duration Fastest 4h 17m Onboard + 3h 0m Additional time* |
2.8 - 7.1kg CO2 emissions | 0.8 - 2.5kg CO2 emissions Lowest | 8.5 - 16.9kg CO2 emissions |
![]() Most popular bus company | ![]() Most popular train company | ![]() Most popular airline |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Portland, OR to Chicago, IL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 02:00AM | Arrival Time 04:25PM | Duration 60h25 | Departure days Wed, Sat | Cheapest price $263 |
Operator Greyhound | Departure Time 08:00PM | Arrival Time 08:00AM | Duration 82h00 | Departure days Wed, Sat | Cheapest price $268 |
Live departures
Portland, OR to Chicago, IL bus times
The table below shows live departures for Portland, OR to Chicago, IL buses for tomorrow, Thursday, February 26. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets | |
|---|---|---|---|---|---|---|
FlixBus+ undefined · undefined · undefined | 4:00 AM Portland, NW Station Way (Station Place Parking Garage), OR | 82h00 | 2:00 PM Chicago, Union Station (Amtrak), IL | 4 transfers | ||
![]() | 10:00 AM Portland, OR | 61h15 | 11:15 PM Chicago, IL | 0 transfersDirect | ||
![]() | 10:20 AM Portland, OR | 75h35 | 1:55 PM Chicago, IL | 0 transfersDirect | ||
This is the last bus of the day. | ||||||
Find all the dates and times for this journey
Compare prices and tickets Portland, OR to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Feb 26
Feb 27
Feb 28
Mar 01
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Mar 03
Mar 04
Why should you book Portland, OR to Chicago, IL buses with Omio?
Why book with Omio vs Greyhound?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Greyhound with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Portland, OR to Chicago, IL.
Why book with Omio over Wanderu?
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Portland, OR to Chicago, IL.
Journey information
Overview: Bus from Portland, OR to Chicago, IL
Buses from Portland, OR to Chicago, IL run on average 4 times per day, taking around 72h 50m. Cheap bus tickets for this journey start at $129 (€103) but you can travel from only $109 (€87) by flight.
The earliest bus runs at 00:15, the last at 23:50. The fastest bus covers the 1754 miles (2823 km) distance in 60h 20m.
Distance 1754 miles (2823 km) |
Average bus duration 72h 50m |
Cheapest ticket price $129 (€103) |
Buses per day 4 |
Fastest bus 60h 20m |
First bus 00:15 |
Last bus 23:50 |
Bus providers: Greyhound from Portland, OR to Chicago, ILYou can travel by bus between Portland, OR to Chicago, IL with Greyhound for as low as $109 (€87). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
FAQs: Bus from Portland, OR to Chicago, IL
Find answers to the most common questions about traveling from Portland, OR to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
- Greyhound
- $15 per additional bag.
popular bus stations
Popular bus stations from Portland, OR to Chicago, IL
Most popular bus connections from Portland, OR
More options for your journey from Portland, OR to Chicago, IL
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