- Must visit
Portland Art Museum
Major art museum with Native American, modern, and Northwest collections; one of Portland’s core cultural attractions.
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Cheapest price
$393
Average price
$440
Fastest journey
4h 30m
Average duration
7h 50m
Flights per day
21
Distance
1625 km
Omio recommends booking the train as it is the most popular option from Chicago, IL to Portland, OR among Omio's users. If you are prioritising price take the flight with prices starting from $104. For those with little time consider booking a flight which can get you there in 4h 56m. 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 $104, and a train costs an average of $126.
Distance: 1754 miles (2823 km)
| Bus | Most popular Train | Flight | Driving |
|---|---|---|---|
$378 Average price | $458 Average price | $336 Average price Cheapest | $429 Average price (fuel + tolls) |
75h 52m Average total duration 75h 22m Onboard + 30m Additional time* | 48h 54m Average total duration 48h 24m Onboard + 30m Additional time* | 7h 56m Average total duration Fastest 4h 56m Onboard + 3h 0m Additional time* | 30h 53m Average total duration (door-to-door) |
2.8 - 7.1kg CO2 emissions | 0.8 - 2.5kg CO2 emissions Lowest | 8.5 - 16.9kg CO2 emissions | - CO2 emissions |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to Portland, OR:
A flight is $42 (€34) less than a bus for this route with tickets for a bus from Chicago, IL to Portland, OR costing on average $378 (€311).
A flight is $122 (€100) less than a train for this route with tickets for a train from Chicago, IL to Portland, OR costing on average $458 (€377).
Other travel options to Portland, OR take longer:
Train takes on average 48h 24m.
Bus takes on average 75h 22m.
You'll arrive about {timeSavings} sooner ({durationInMinutes} by bus vs {drivingDurationInMinutes} by car) and save roughly {savingsAmount} compared to fuel and tolls ({cheapestPrice} vs {drivingPriceInCents}). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by {directProviders}.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 04:10AM | Arrival Time 04:45AM | Duration 72h35 | Departure days Mon, Thu, Fri, Sat | Cheapest price $265 |
Operator Greyhound | Departure Time 05:10AM | Arrival Time 05:45AM | Duration 72h35 | Departure days Mon, Thu, Fri, Sat | Cheapest price $174 |
Operator Greyhound | Departure Time 06:15AM | Arrival Time 05:45AM | Duration 71h30 | Departure days Thu | Cheapest price $183 |
Operator Greyhound | Departure Time 10:15AM | Arrival Time 06:40PM | Duration 58h25 | Departure days Mon, Tue, Sat | Cheapest price $146 |
Operator Greyhound | Departure Time 03:15PM | Arrival Time 04:45AM | Duration 85h30 | Departure days Wed, Thu, Fri, Sun | Cheapest price $309 |
Operator Greyhound | Departure Time 05:15PM | Arrival Time 06:40PM | Duration 51h25 | Departure days Mon, Tue, Sat | Cheapest price $131 |
Operator Greyhound | Departure Time 09:30PM | Arrival Time 04:45AM | Duration 79h15 | Departure days Fri | Cheapest price $198 |
Operator Greyhound | Departure Time 11:10PM | Arrival Time 06:40PM | Duration 69h30 | Departure days Mon, Tue, Sat | Cheapest price $147 |
The table below shows live departures for Chicago, IL to Portland, OR buses for today, Friday, July 10. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:30 PM Chicago, IL | 79h15 | 4:45 AM Portland, OR | 0 transfersDirect | |
| Saturday, July 11 | |||||
· · · | 10:15 AM Chicago, Union Station (Amtrak), IL | 58h25 | 6:40 PM Portland, NW Station Way (Station Place Parking Garage), OR | 4 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare train, flight, and bus 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.
Buses from Chicago, IL to Portland, OR run on average 1 times per day, taking around 75h 22m. Cheap bus tickets for this journey start at $147 (€120) but you can travel from only $104 (€85) by flight.
The earliest bus runs at 00:15, the last at 23:10. The fastest bus covers the 1754 miles (2823 km) distance in 71h 30m.
Distance 1754 miles (2823 km) |
Average bus duration 75h 22m |
Cheapest ticket price $147 (€120) |
Buses per day 1 |
Fastest bus 71h 30m |
First bus 12:15 AM |
Last bus 11:10 PM |
Cheapest Month Aug |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Wed |
Least Busy Day Wed |
Best time to book 42 days |
Discover the best of Portland — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Portland trip today.
Major art museum with Native American, modern, and Northwest collections; one of Portland’s core cultural attractions.
Large hands-on science museum with interactive exhibits, a planetarium, and rotating special displays.
Historic house museum overlooking Portland, known for period interiors and strong city-history interpretation.
Major urban park with gardens, trails, memorials, and viewpoints; one of Portland’s essential outdoor destinations.
Huge urban forest with extensive hiking trails, popular for nature access close to the city center.
Famous hillside rose garden with seasonal blooms and postcard-worthy views of downtown and Mount Hood.
Portland is one of the leading craft beer cities in the United States, known for hop-forward IPAs, seasonal ales, and a deep brewery culture.
The city is famous for meticulous third-wave coffee culture, with carefully sourced beans, lighter roasts, and expertly prepared espresso drinks.
Playful, highly recognizable doughnuts helped define Portland food tourism, blending classic American doughnut culture with quirky local flair.
Acclaimed French-inspired restaurant known for rich, inventive dishes and an intimate dining room. One of Portland’s best-known fine dining spots.
Popular Southern restaurant celebrated for fried chicken, waffles, and brunch, with a lively atmosphere and long-standing local following.
Historic downtown seafood restaurant known for oyster, salmon, and classic Pacific Northwest specialties in an old-school setting.
Moderate by U.S. city standards. Food and coffee are reasonable, but hotels and fine dining can be pricey in central areas.
Tip 18-20% at restaurants with table service. Tip USD 1-2 per drink at bars, round up taxis, and tip delivery drivers about 15-20%. Little or no tip is expected at counter-service cafes.
Find answers to the most common questions about traveling from Chicago, IL to Portland, OR 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 Portland, OR, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Portland, OR buses use the Chicago, Union Station (Amtrak) to Portland, NW Station Way (Station Place Parking Garage) station pair. Use this guide to compare Chicago, IL and Portland, OR bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Here are some other resources that might have the information you need