- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
2,000+ travel companies
2,000+ travel companies
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
4.942K ratings
Google Play
4.6136K reviews
The cheapest and fastest buses from Portland, OR to Chicago, IL
Showing times and prices for May 27
Cheapest price
$180
Average price
$233
Fastest journey
2 d 12 h 35 m
Average duration
3 d 26 m
Buses per day
4
Distance
2823 km
Cheap tickets
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 $233 if you buy it on the day, but the cheapest tickets can be found for only $180.
Fast buses
It's difficult to get from Portland, OR to Chicago, IL without transferring at least 3 times.
FlixBus+
· · 9:10 AM68h50Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$1801One-way4 transfers- · · · 1:50 AM60h35Portland, NW Station Way (Station Place Parking Garage), OR4:25 PMChicago, Greyhound Bus Station$1991One-way3 transfers
- FlixBus+ · · 8:00 PM78h20Portland, NW Station Way (Station Place Parking Garage), OR4:20 AMChicago, Greyhound Bus Station$2711One-way4 transfers
- FlixBus+ · · 8:00 PM82h00Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$2841One-way4 transfers
- · · · 1:50 AM60h35Portland, NW Station Way (Station Place Parking Garage), OR4:25 PMChicago, Greyhound Bus Station$1991One-way3 transfers
- FlixBus+ · · 9:10 AM68h50Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$1801One-way4 transfers
- FlixBus+ · · 8:00 PM78h20Portland, NW Station Way (Station Place Parking Garage), OR4:20 AMChicago, Greyhound Bus Station$2711One-way4 transfers
- FlixBus+ · · 8:00 PM82h00Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$2841One-way4 transfers
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 bus with prices starting from $137. 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 bus costs an average of $137, and a train costs an average of $175.
Distance: 1754 miles (2823 km)
Compare bus with
| Bus | Most popular Train | Flight | Driving |
|---|---|---|---|
$321 Average price Cheapest | $404 Average price | $366 Average price | $436 Average price (fuel + tolls) |
73h 20m Average total duration 72h 50m Onboard + 30m Additional time* | 48h 5m Average total duration 47h 35m Onboard + 30m Additional time* | 7h 17m Average total duration Fastest 4h 17m Onboard + 3h 0m Additional time* | 30h 52m 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 |
Most popular bus company |  Most popular train company |  Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
The cheapest way to travel from Portland, OR to Chicago, IL is a bus with an average price of $321 (€260).
This is compared to other travel options from Portland, OR to Chicago, IL:
A bus is $45 (€36) less than a flight for this route with tickets for a flight from Portland, OR to Chicago, IL costing on average $366 (€296).
A bus is $82 (€67) less than a train for this route with tickets for a train from Portland, OR to Chicago, IL costing on average $404 (€326).
The fastest way to travel from Portland, OR to Chicago, IL is by flight with an average journey time of 4h 17m.
Other travel options to Chicago, IL take longer:
Train takes on average 47h 35m.
Bus takes on average 72h 50m.
It's helpful to compare your options as there are 3 ways to travel between Portland, OR and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from Portland, OR to Chicago, IL among Omio's users.
Take the bus. On this route, it's both cheaper and quicker than driving.
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.
Portland, OR to Chicago, IL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 01:35AM | Arrival Time 04:25PM | Duration 60h50 | Departure days Sun | Cheapest price $217 |
Operator Greyhound | Departure Time 01:50AM | Arrival Time 04:25PM | Duration 60h35 | Departure days Wed | Cheapest price $199 |
Operator Greyhound | Departure Time 03:00AM | Arrival Time 01:00PM | Duration 82h00 | Departure days Wed, Sat, Sun | Cheapest price $191 |
Operator Greyhound | Departure Time 04:00AM | Arrival Time 02:00PM | Duration 82h00 | Departure days Tue, Wed, Sat, Sun | Cheapest price $253 |
Operator Greyhound | Departure Time 08:50AM | Arrival Time 09:25PM | Duration 60h35 | Departure days Mon, Tue, Thu, Fri, Sat | Cheapest price $188 |
Operator Greyhound | Departure Time 09:00AM | Arrival Time 09:25PM | Duration 60h25 | Departure days Mon, Tue, Thu, Sat | Cheapest price $152 |
Operator Greyhound | Departure Time 09:10AM | Arrival Time 08:00AM | Duration 68h50 | Departure days Wed, Sun | Cheapest price $180 |
Operator Greyhound | Departure Time 10:00AM | Arrival Time 10:25PM | Duration 60h25 | Departure days Mon, Thu, Fri, Sat | Cheapest price $137 |
Operator Greyhound | Departure Time 08:00PM | Arrival Time 08:00AM | Duration 82h00 | Departure days Wed, Sun | Cheapest price $239 |
Live departures
Portland, OR to Chicago, IL bus times
The table below shows live departures for Portland, OR to Chicago, IL buses for tomorrow, Wednesday, May 27. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| · · · | 1:50 AM Portland, NW Station Way (Station Place Parking Garage), OR | 60h35 | 4:25 PM Chicago, Greyhound Bus Station | 3 transfers | |
| FlixBus+ · · | 9:10 AM Portland, NW Station Way (Station Place Parking Garage), OR | 68h50 | 8:00 AM Chicago, Union Station (Amtrak), IL | 4 transfers | |
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.
Wed
May 27
May 27
Thu
May 28
May 28
Fri
May 29
May 29
Sat
May 30
May 30
Sun
May 31
May 31
Mon
Jun 01
Jun 01
Tue
Jun 02
Jun 02
Why should you book Portland, OR to Chicago, IL buses with Omio?
Greyhound operates all buses services from Portland, OR to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Portland, OR to Chicago, IL.
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
USAUSA
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 $137 (€110) but you can travel from only $60 (€48) 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 59h 25m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $60 (€48)
Distance 1754 miles (2823 km) |
Average bus duration 72h 50m |
Cheapest ticket price $137 (€110) |
Buses per day 4 |
Fastest bus 59h 25m |
First bus 12:15 AM |
Last bus 11:50 PM |
Cheapest Month Nov |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Apr - Jun |
Busiest Day Sun |
Least Busy Day Sun |
Best time to book 35 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $60 (€48)
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 $60 (€48). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
About
Greyhound Lines, Inc. is a prominent American intercity bus transportation provider, established in 1914. It operates the largest intercity bus network in the United States, also extending services to Canada and Mexico. Greyhound is known for offering affordable and reliable long-distance travel, connecting major cities and rural communities across North America. The company's buses are equipped with amenities such as free Wi-Fi, power outlets, and extra legroom to enhance passenger comfort. Greyhound is a subsidiary of Flix SE, which also owns FlixBus, and together they offer an extensive network of over 1,600 destinations.
Luggage & cancellation policy
Average Duration
59h 25m
Cheapest Price
$137 (€110)
Greyhound frequency
3 a day
Luggage included
One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Additional luggage
$15 per additional bag.
Cancellation Policy
You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority seating; Wheelchair-accessible buses.
Bikes
Bikes are allowed.
Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
- Must visit
Museum Of Science And Industry
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
- Must visit
Millennium Park
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
- Must visit
The Magnificent Mile
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
- Must visit
Chicago Riverwalk
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Deep-Dish Pizza
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Italian Beef Sandwich
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
Girl & the Goat
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Alinea
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
Lou Malnati's Pizzeria
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
United States Dollar
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 80+ per person before drinks and tip.
- Coffee
- USD 4-7 for a coffee drink.
Tipping culture
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
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.
Cheap bus tickets from Portland, OR to Chicago, IL can start from as little as $137 (€110) when you book in advance. The average bus ticket price for Portland, OR to Chicago, IL is $321 (€260) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Portland, OR to Chicago, IL is 59h 25m to travel the 1754 miles (2823 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Portland, OR to Chicago, IL leaves at 12:15 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Portland, OR to Chicago, IL leaves at 11:50 PM.
There are 4 buses a day from Portland, OR to Chicago, IL which require at least one change with Greyhound. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Portland, OR to Chicago, IL, you can count on Greyhound for the best way to get you to Chicago, IL. You can also check all possible bus companies who offer a service between Portland, OR and Chicago, IL and compare the amenities they offer before buying a bus ticket.
A trip to Chicago, IL from Portland, OR is worth doing but not as a day trip with a journey time of 59h 25m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Portland, OR to Chicago, IL is November.
It's helpful to compare your options as there are 3 ways to travel between Portland, OR and Chicago, IL including taking a train, bus, and flight.
Yes, the following accessibility options are available when taking the bus from Portland, OR to Chicago, IL:
- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
Yes, there are bathrooms on board the bus from Portland, OR to Chicago, IL for bus company Greyhound.
Some of the most interesting sights to explore in Chicago, IL are:
- 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.
The best things to do in Chicago, IL include:
- 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.
Whether you can cancel your bus ticket from Portland, OR to Chicago, IL depends on the bus companies:
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Yes, bikes are allowed on board the bus with bus company Greyhound.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
Yes, there is food available to purchase on board the bus from Portland, OR to Chicago, IL.
Yes, the following luggage options are included when booking a bus ticket from Portland, OR to Chicago, IL:
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Yes, the following additional luggage options are available when booking a bus ticket from Portland, OR to Chicago, IL:
- Greyhound
- $15 per additional bag.
Unfortunately, pets are not allowed on the bus from Portland, OR to Chicago, IL.
You can reserve your seat on the bus from Portland, OR to Chicago, IL with the following bus company: Greyhound
Yes, there are USB plugs on board the bus from Portland, OR to Chicago, IL with the following bus company: Greyhound.
Yes, there is Wifi on board the bus from Portland, OR to Chicago, IL with the following bus company: Greyhound.
Since neither Portland, OR nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the train as it is the most popular way to get from Portland, OR to Chicago, IL among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular bus stations
Popular bus stations from Portland, OR to Chicago, IL
Portland
Chicago
The major bus station for departures in Portland is Portland, NW Station Way (Station Place Parking Garage). Find all the information you need to know about services, amenities and connections at Portland, NW Station Way (Station Place Parking Garage) for your trip from Portland to Chicago.
Portland, NW Station Way (Station Place Parking Garage)
information
The major bus station for arrivals in Chicago is Chicago, Union Station (Amtrak). Find all the information you need to know about services, amenities and connections at Chicago, Union Station (Amtrak) for your trip to Chicago from Portland.
Chicago, Union Station (Amtrak)
information
Chicago, Greyhound Bus Station
information
Chicago, 95th Red Line Station
information
Most popular bus connections from Portland, OR
More options for your journey from Portland, OR to Chicago, IL
Here are some other resources that might have the information you need
Most popular buses to and from Chicago, IL and Portland, OR
The Omio App Makes Travel Planning Easy
We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.
