- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Sep 20
$142
Average ticket price on Sep 20
$142
Fastest journey on Sep 20
1 d 20 m
Average journey duration on Sep 20
1 d 20 m
Buses on Sep 20
1
Distance
1593 km
The best way to find a cheap bus ticket from Vail, CO 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 Vail, CO to Chicago, IL will cost around $142 if you buy it on the day, but the cheapest tickets can be found for only $142.
On Sun, Sep 20, we found 1 buses from Vail, CO to Chicago, IL, including 1 direct services.
On Sun, Sep 20 the direct buses cover the 1593 km distance in an average of 1 d 20 m but if you time it right, some buses will get you there in just 1 d 20 m .
On Sun, Sep 20 the slowest buses will take 1 d 20 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 09:05PM | Arrival Time 09:25PM | Duration 24h20 | Departure days Sun | Cheapest price $142 |
Compare 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 Vail, CO to Chicago, IL run on average 3 times per day, taking around 28h 13m. Cheap bus tickets for this journey start at $124 (€101) if you book in advance.
The earliest bus runs at 06:10, the last at 23:10. The fastest bus covers the 989 miles (1593 km) distance in 23h 5m.
Distance 989 miles (1593 km) |
Average bus duration 28h 13m |
Cheapest ticket price $124 (€101) |
Buses per day 3 |
Fastest bus 23h 5m |
First bus 6:10 AM |
Last bus 11:10 PM |
Cheapest Month Apr |
Cheapest Day Sun |
High Season Jul - Sep |
Low Season Apr - Jun |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Vail, CO 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.

Most Vail, CO to Chicago, IL buses use the Vail, S Frontage Rd E (Transportation Center) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Vail, CO and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Vail, S Frontage Rd E (Transportation Center) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Several dining options nearby.
Wi-Fi is available at Vail, S Frontage Rd E (Transportation Center). ATMs are available at Vail, S Frontage Rd E (Transportation Center).
Ticket office support is available at Vail, S Frontage Rd E (Transportation Center).
Available at Vail, S Frontage Rd E (Transportation Center): Parking, Taxis, WC.
Accessibility facilities are available at Vail, S Frontage Rd E (Transportation Center): Wheelchair accessible.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
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