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 $106. 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 $106, and a train costs an average of $141.
Distance: 1754 miles (2823 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$315 Average price | $293 Average price Cheapest | $298 Average price |
48h 23m Average total duration 47h 53m 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* |
0.8 - 2.5kg CO2 emissions Lowest | 8.5 - 16.9kg CO2 emissions | 2.8 - 7.1kg CO2 emissions |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
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 flight because it’s the best combination of price and speed.
UA164110:50 AM4h04Portland International Airport4:54 PMO'Hare International Airport$4451One-way0 transfers
Cheapest
28 Empire Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$3321One-way0 transfers
Fastest
AA150811:30 PM3h57Portland International Airport5:27 AMO'Hare International Airport$4451One-way0 transfers
Other options
28 Empire Builder · 1340 Borealis4:45 PM48h36Portland Union Station, Portland, OR7:21 PMChicago Union Station, Chicago, IL$3711One-way1 transfer
28 Empire Builder · 8 Empire Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$4191One-way1 transfer
11 Coast Starlight · 6 California Zephyr2:22 PM70h17Portland Union Station, Portland, OR2:39 PMChicago Union Station, Chicago, IL$6661One-way1 transfer
undefined · undefined · undefined · undefined2:00 AM60h25Portland, NW Station Way (Station Place Parking Garage), OR4:25 PMChicago, Greyhound Bus Station$3721One-way3 transfers
undefined · undefined · undefined · undefined2:00 AM76h00Portland, NW Station Way (Station Place Parking Garage), OR8:00 AMChicago, Union Station (Amtrak), IL$4311One-way4 transfers
FlixBus+
undefined · undefined · undefined8:00 PM78h20Portland, NW Station Way (Station Place Parking Garage), OR4:20 AMChicago, Greyhound Bus Station$4881One-way4 transfers
UA14967:00 AM4h09Portland International Airport1:09 PMO'Hare International Airport$4451One-way0 transfers
UA21922:30 PM4h04Portland International Airport8:34 PMO'Hare International Airport$4451One-way0 transfers
UA149011:59 PM4h04Portland International Airport6:03 AMO'Hare International Airport$4451One-way0 transfers
Find all the dates and times for this journey by train, bus, flight, and ferry .
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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 flight is $20 (€16) less than a bus for this route with tickets for a bus from Portland, OR to Chicago, IL costing on average $126 (€103).
A flight is $35 (€28) less than a train for this route with tickets for a train from Portland, OR to Chicago, IL costing on average $141 (€115).
Other travel options to Chicago, IL take longer:
Train takes on average 46h 0m.
Bus takes on average 60h 20m.
- Around 45 flights per day.
- Around 8 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 Amtrak to go to Chicago, IL by train.
- Travel with Spirit Airlines, Alaska Airlines to go to Chicago, IL by flight.
- 1 direct trains per day with Amtrak.
- 5 direct flights per day with Alaska Airlines.
Travelling from Portland, OR to Chicago, IL: related information
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