- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Take a flight from San Bernardino, CA to Chicago, IL and enjoy the approximately 1690 miles (2721 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
Distance 1690 miles (2721 km) |
High Season Jan - Mar |
Low Season Apr - Jun |
Omio recommends booking the train as it is the most popular option from San Bernardino, CA to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $255. For those with little time consider booking a train which can get you there in 41h 53m. The ticket price range depends on the travel mode: a train costs an average of $255, and a bus costs an average of $232.
Distance: 1690 miles (2721 km)
Most popular Train | Bus | Driving |
|---|---|---|
$307 Average price Cheapest | $316 Average price | $401 Average price (fuel + tolls) |
42h 23m Average total duration Fastest 41h 53m Onboard + 30m Additional time* | 44h 14m Average total duration 43h 44m Onboard + 30m Additional time* | 28h 22m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from San Bernardino, CA to Chicago, IL:
A train is $10 (€8) less than a bus for this route with tickets for a bus from San Bernardino, CA to Chicago, IL costing on average $316 (€257).
Other travel options to Chicago, IL take longer:
Bus takes on average 43h 44m.
Compare train and 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.
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 San Bernardino, CA to Chicago, IL by flight. 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 flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

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