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 $136. 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 $136, and a train costs an average of $175.
Distance: 1754 miles (2823 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$403 Average price | $365 Average price | $321 Average price Cheapest | $435 Average price (fuel + tolls) |
48h 5m Average total duration 47h 35m Onboard + 30m Additional time* | 7h 17m Average total duration Fastest 4h 17m Onboard + 3h 0m Additional time* | 73h 20m Average total duration 72h 50m Onboard + 30m Additional time* | 30h 52m Average total duration (door-to-door) |
0.8 - 2.5kg CO2 emissions Lowest | 8.5 - 16.9kg CO2 emissions | 2.8 - 7.1kg CO2 emissions | - CO2 emissions |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company | 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.
This is compared to other travel options from Portland, OR to Chicago, IL:
A bus is $44 (€36) less than a flight for this route with tickets for a flight from Portland, OR to Chicago, IL costing on average $365 (€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 $403 (€326).
Other travel options to Chicago, IL take longer:
Train takes on average 47h 35m.
Bus takes on average 72h 50m.
Travel optionsfrom Portland, OR to Chicago, IL
How to get from Portland, OR to Chicago, IL by train, bus or flight.
Our recommendation
The best way to travel from Portland, OR to Chicago, IL is by taking a bus because it’s the best combination of price and speed.
FlixBus+
· · 9:10 AM68h50Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$1701One-way4 transfers
Cheapest
FlixBus+
· · 9:10 AM68h50Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$1701One-way4 transfers
Fastest
AA297710:59 PM4h03Portland International Airport5:02 AMO'Hare International Airport$3421One-way0 transfers
Other options
28 Empire Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$3321One-way0 transfers
500 Amtrak Cascades · 8 Empire Builder6:45 AM56h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$3611One-way1 transfer
28 Empire Builder · 1340 Borealis4:45 PM48h41Portland Union Station, Portland, OR7:26 PMChicago Union Station, Chicago, IL$3711One-way1 transfer
· · · 1:50 AM60h35Portland, NW Station Way (Station Place Parking Garage), OR4:25 PMChicago, Greyhound Bus Station$1761One-way3 transfers
FlixBus+
· · 8:00 PM78h20Portland, NW Station Way (Station Place Parking Garage), OR4:20 AMChicago, Greyhound Bus Station$2291One-way4 transfers
FlixBus+
· · 8:00 PM82h00Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$2611One-way4 transfers
AA29336:15 AM4h16Portland International Airport12:31 PMO'Hare International Airport$3421One-way0 transfers
AA33031:45 PM4h26Portland International Airport8:11 PMO'Hare International Airport$3421One-way0 transfers
AA2216 · AA29886:37 AM7h07Portland International Airport3:44 PMO'Hare International Airport$3521One-way1 transfer
Find all the dates and times for this journey by train, bus, flight, and ferry .
Compare prices and tickets Prices for trains, buses and flights
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.
May 25
May 26
May 27
May 28
May 29
May 30
May 31
More than 1,000 travel companies trust us to sell their tickets all in one place.
FAQs: Travel from Portland, OR to Chicago, IL
Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from Portland, OR to Chicago, IL.

This is compared to other travel options from Portland, OR to Chicago, IL:
A bus is $44 (€36) less than a flight for this route with tickets for a flight from Portland, OR to Chicago, IL costing on average $365 (€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 $403 (€326).
Other travel options to Chicago, IL take longer:
Train takes on average 47h 35m.
Bus takes on average 72h 50m.
- Around 46 flights per day.
- Around 7 trains per day.
- Around 4 buses per day.
However, we recommend checking specific travel dates for your route between Portland, OR and Chicago, IL as scheduled services by train, bus, and flight can vary by season or day of the week.
- Flights mostly depart from Portland International Airport and arrive in O'Hare International Airport.
- Trains mostly depart from Portland Union Station, Portland, OR and arrive in Chicago Union Station, Chicago, IL.
- Buses mostly depart from Portland, NW Station Way (Station Place Parking Garage), OR and arrive in Chicago, Union Station (Amtrak), IL.
- Travel with Greyhound to go to Chicago, IL by bus.
- Travel with American Airlines, Spirit Airlines, Alaska Airlines to go to Chicago, IL by flight.
- Travel with Amtrak to go to Chicago, IL by train.
- 5 direct flights per day with American Airlines, Alaska Airlines.
- 1 direct trains per day with Amtrak.
Travelling from Portland, OR to Chicago, IL: related information
Here are some other resources that might have the information you need
