- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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Journey information
Overview: San Bernardino, CA to Chicago, IL flight
USAUSA
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.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $144
Distance 1690 miles (2721 km) |
High Season Jan - Mar |
Low Season Apr - Jun |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $144
Travel Information
Compare train and bus for San Bernardino, CA to Chicago, IL
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 bus, with an average ticket price of $294 For those with little time, consider booking a train, which has an average total journey time of 43h 10m. Average ticket prices depend on the travel mode: a bus costs an average of $294, while a train costs an average of $494.
Distance: 1690 miles (2721 km)
Compare train with
Most popular Train | Bus | Driving |
|---|---|---|
$494 Average price | $294 Average price Cheapest | $405 Average price (fuel + tolls) |
43h 10m Average total duration Fastest 42h 40m Onboard + 30m Additional time* | 49h 1m Average total duration 48h 31m Onboard + 30m Additional time* | 28h 22m Average total duration (door-to-door) |
 Most popular train company |  Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from San Bernardino, CA to Chicago, IL is a bus with an average price of $294.
This is compared to other travel options from San Bernardino, CA to Chicago, IL:
A bus is $200 less than a train for this route with tickets for a train from San Bernardino, CA to Chicago, IL costing on average $494.
The fastest way to travel from San Bernardino, CA to Chicago, IL is by train with an average journey time of 42h 40m.
Other travel options to Chicago, IL take longer:
Bus takes on average 48h 31m.
It's helpful to compare your options as there are 2 ways to travel between San Bernardino, CA and Chicago, IL including taking a train and bus.
We recommend using the train as it is the most popular way to get from San Bernardino, CA to Chicago, IL among Omio's users.
Compare prices and tickets San Bernardino, CA to Chicago, IL by train or bus
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.
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Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
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.
Chicago-Style Hot Dog
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 Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: San Bernardino, CA to Chicago, IL Flight
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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