Compare all timetables for the bus from Portland, OR to Chicago
| Mode of Transport | BertCompanyCountOneCompanyName | Duration | Departure time | From | Departure | Arrival time | To | Destination | Logo | Seat classes | Price | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Greyhound US | 62h 35m | 2:00 AM | Portland, OR | Union Bus Station | 6:35 PM | Chicago | 95th Red Line Station | Economy | $230 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/5/2025 2:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/7/2025 6:35:00 PM. 50 Economy ticket for $230 per person are available. Travel duration is 62h 35m
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| Greyhound US | 60h 20m | 2:00 AM | Portland, OR | Union Bus Station | 4:20 PM | Chicago | Downtown Bus Station | Economy | $267 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/5/2025 2:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/7/2025 4:20:00 PM. 50 Economy ticket for $267 per person are available. Travel duration is 60h 20m
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| FlixBus | 82h 10m | 7:50 PM | Portland, OR | Union Bus Station | 8:00 AM | Chicago | Union Station | Economy | $279 |
A Bus from FlixBus goes from Union Bus Station, Portland, OR (USA) at 12/5/2025 7:50:00 PM to Union Station, Chicago (USA) arriving at 12/9/2025 8:00:00 AM. 50 Economy ticket for $279 per person are available. Travel duration is 82h 10m
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| FlixBus | 78h 20m | 7:50 PM | Portland, OR | Union Bus Station | 4:10 AM | Chicago | Downtown Bus Station | Economy | $279 |
A Bus from FlixBus goes from Union Bus Station, Portland, OR (USA) at 12/5/2025 7:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 4:10:00 AM. 50 Economy ticket for $279 per person are available. Travel duration is 78h 20m
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| Greyhound US | 76h 0m | 2:00 AM | Portland, OR | Union Bus Station | 8:00 AM | Chicago | Union Station | Economy | $291 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/5/2025 2:00:00 AM to Union Station, Chicago (USA) arriving at 12/8/2025 8:00:00 AM. 50 Economy ticket for $291 per person are available. Travel duration is 76h 0m
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| Mode of Transport | BertCompanyCountOneCompanyName | Duration | Departure time | From | Departure | Arrival time | To | Destination | Logo | Seat classes | Price | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Greyhound US | 62h 35m | 2:00 AM | Portland, OR | Union Bus Station | 6:35 PM | Chicago | 95th Red Line Station | Economy | $222 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/6/2025 2:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 6:35:00 PM. 50 Economy ticket for $222 per person are available. Travel duration is 62h 35m
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| Mode of Transport | BertCompanyCountOneCompanyName | Duration | Departure time | From | Departure | Arrival time | To | Destination | Logo | Seat classes | Price | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Greyhound US | 62h 35m | 2:00 AM | Portland, OR | Union Bus Station | 6:35 PM | Chicago | 95th Red Line Station | Economy | $225 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/8/2025 2:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 6:35:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 62h 35m
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| Mode of Transport | BertCompanyCountOneCompanyName | Duration | Departure time | From | Departure | Arrival time | To | Destination | Logo | Seat classes | Price | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Greyhound US | 60h 20m | 2:00 AM | Portland, OR | Union Bus Station | 4:20 PM | Chicago | Downtown Bus Station | Economy | $186 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/10/2025 2:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 4:20:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 60h 20m
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| Greyhound US | 76h 0m | 2:00 AM | Portland, OR | Union Bus Station | 8:00 AM | Chicago | Union Station | Economy | $226 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/10/2025 2:00:00 AM to Union Station, Chicago (USA) arriving at 12/13/2025 8:00:00 AM. 50 Economy ticket for $226 per person are available. Travel duration is 76h 0m
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| FlixBus | 82h 10m | 7:50 PM | Portland, OR | Union Bus Station | 8:00 AM | Chicago | Union Station | Economy | $236 |
A Bus from FlixBus goes from Union Bus Station, Portland, OR (USA) at 12/10/2025 7:50:00 PM to Union Station, Chicago (USA) arriving at 12/14/2025 8:00:00 AM. 50 Economy ticket for $236 per person are available. Travel duration is 82h 10m
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| FlixBus | 78h 20m | 7:50 PM | Portland, OR | Union Bus Station | 4:10 AM | Chicago | Downtown Bus Station | Economy | $237 |
A Bus from FlixBus goes from Union Bus Station, Portland, OR (USA) at 12/10/2025 7:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 4:10:00 AM. 50 Economy ticket for $237 per person are available. Travel duration is 78h 20m
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| Mode of Transport | BertCompanyCountOneCompanyName | Duration | Departure time | From | Departure | Arrival time | To | Destination | Logo | Seat classes | Price | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Greyhound US | 62h 35m | 2:00 AM | Portland, OR | Union Bus Station | 6:35 PM | Chicago | 95th Red Line Station | Economy | $225 |
A Bus from Greyhound US goes from Union Bus Station, Portland, OR (USA) at 12/11/2025 2:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 6:35:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 62h 35m
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Best Price Offer: The price for the cheapest bus from Portland, OR to Chicago is $181 on 12/3/2025. Flexible travelers save on ticket prices.
Frequency of bus connections between Portland, OR and Chicago
Facts about the bus from Portland, OR to Chicago
Compare all providers like Greyhound US and FlixBus that travel 2 times every day by bus from Portland, OR to Chicago in one click! Book your bus ticket from Portland, OR to Chicago starting from $181!
| Cheapest Bus | $181 |
| Fastest Bus | 62h 20m |
| Earliest Bus | 2:00 AM |
| Latest Bus | 2:00 AM |
| Daily Bus Routes | 2 Ø |
| Distance | 1,754.6 miles |
| Bus Companies | Greyhound US and FlixBus |
Cheapest bus connections from Portland, OR to Chicago
Every day, 2 buses from 2 bus companies leave Portland, OR for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/05/2025 and for the following days.
The cheapest time to travel from Portland, OR to Chicago
How to save money travelling from Portland, OR to Chicago
Book the ticket from Portland, OR to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Portland, OR to Chicago, compared instead if you buy it at the last moment, or directly at the station.
If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Portland, OR to Chicago are also emptier.Beloved bus companies from Portland, OR to Chicago
Greyhound US from Portland, OR to Chicago
Here you will find the key facts about the Greyhound US bus route Portland, OR to Chicago:
| Cheapest Price | $186 |
| Fastest Bus | 62h 20m |
| Earliest Bus | 2:00 AM |
| Last Bus | 2:00 AM |
| Daily Connections | 1 Ø |
| Found on | 12/2/2025 |
All bus stations and stops in Portland, OR and Chicago
In the map below, you can see where to find all bus stations in Portland, OR and Chicago.
Service and Comfort on the bus from Portland, OR to Chicago
FAQs about the Portland, OR to Chicago bus
How much does a Portland, OR Chicago bus trip cost?
How much could I save by comparing buses from Portland, OR to Chicago?
On average, how many connections are available from Portland, OR to Chicago each day?
How long does a bus journey from Portland, OR to Chicago take?
What time is the first bus from Portland, OR to Chicago?
What time is the last bus from Portland, OR to Chicago?
Which bus companies operate the Portland, OR Chicago route?
Is there a direct bus between Portland, OR and Chicago?
What can I take with me on the Portland, OR to Chicago bus route?
What equipment is available for the Portland, OR Chicago bus route?
Available seat classes which are offered on the bus route Portland, OR to Chicago
The cheapest option available for your ticket, it usually comes with reclinable seats and AC.
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