- 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 La Crosse, WI to Chicago, IL and enjoy the approximately 226 miles (364 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest flight runs at 11:00, the last at 22:57. The fastest flight covers the 226 miles (364 km) distance in 1h 21m. June is the cheapest month to fly.
Distance 226 miles (364 km) |
Average flight duration 1h 28m |
Cheapest ticket price $412 |
Fastest flight 1h 21m |
First flight 11:00 AM |
Last flight 10:57 PM |
Cheapest Month Jun |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Apr - Jun |
Busiest Day Wed |
Least Busy Day Mon |
Best time to book 42 days |
Omio recommends booking the train as it is the most popular option from La Crosse, WI to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $34. For those with little time consider booking a flight which can get you there in 1h 28m. The ticket price range depends on the travel mode: a train costs an average of $34, and a flight costs an average of $412.
Distance: 226 miles (364 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$467 Average price | $91 Average price Cheapest | $105 Average price | $64 Average price (fuel + tolls) |
4h 28m Average total duration Fastest 1h 28m Onboard + 3h 0m Additional time* | 5h 36m Average total duration 5h 6m Onboard + 30m Additional time* | 6h 15m Average total duration 5h 45m Onboard + 30m Additional time* | 4h 13m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from La Crosse, WI to Chicago, IL:
A train is $15 less than a bus for this route with tickets for a bus from La Crosse, WI to Chicago, IL costing on average $105.
A train is $376 less than a flight for this route with tickets for a flight from La Crosse, WI to Chicago, IL costing on average $467.
Other travel options to Chicago, IL take longer:
Train takes on average 5h 6m.
Bus takes on average 5h 45m.
Compare train, bus, and flight 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 La Crosse, WI 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.

Most La Crosse, WI to Chicago, IL flights use the La Crosse Regional Airport to O'Hare International Airport airport pair. Use this guide to compare La Crosse, WI and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
La Crosse Regional Airport is 1 km from La Crosse city centre. Public transport options include:
La Crosse Regional Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: One restaurant and a snack bar available.
Free Wi-Fi is available throughout the airport. ATMs are aTM located in the main terminal.
Ticket office support is available at La Crosse Regional Airport.
Available at La Crosse Regional Airport: Parking, Taxis, WC.
Accessibility facilities are available at La Crosse Regional Airport: The airport is fully accessible with ADA-compliant facilities.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
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