The 5 Most Scenic Train Rides You Can Take from Chicago
From a bucket-list journey across the Rockies to a charming local day trip, this is your guide to the most incredible scenic train adventures starting right here in Chicago.
December 13, 2025 •
4 min read
There's a certain romance to train travel—the gentle rock of the car, the stunning landscapes unfolding outside your window, and the feeling of journeying to somewhere new without the stress of airports or traffic.
As the nation's railway hub, Chicago is the starting point for some of the most beautiful train rides in the country.
From epic cross-country adventures to charming local day trips, here are the scenic train rides that will make you fall in love with the journey all over again.
## 1. The California Zephyr to San Francisco (The Epic One)
*Photo By @railfandepot*
Let's start with the headliner.
Hailed by many as the most beautiful train ride in North America, this 52-hour Amtrak journey is a true bucket-list adventure.
After leaving Chicago, you'll cross the plains of Nebraska, climb through the heart of the Rocky Mountains in Colorado, snake through the canyons of Utah, and traverse the Sierra Nevadas before descending to the California coast.
It's a breathtaking, epic voyage that showcases the country's grandeur, and it all starts at Union Station.
For the best views, make sure to spend time in the Sightseer Lounge car with its panoramic windows.
## 2. The South Shore Line to the Indiana Dunes (The "Wine Train" Experience)

*Photo by @indianadunesnps on Instagram*
For a perfect day trip that feels a world away, hop on the South Shore Line from Millennium Station.
This unique ride takes you along the southern coast of Lake Michigan to the stunning landscapes of Indiana Dunes National Park, where you can hike and enjoy the beaches.
But the real secret is the **Dune Buggy Wine Trail Tour**.
They can pick you up from a nearby station and take you on a guided tour to multiple local wineries and cideries.
It's Chicago's answer to a wine train, and it's a fantastic and surprisingly easy getaway.
## 3. The Metra UP-North Line to Kenosha (The Lakefront Cruise)
This is a local secret for a cheap and beautiful scenic ride.
The Metra Union Pacific-North line, departing from Ogilvie Transportation Center, hugs the Lake Michigan shoreline as it travels through the stunning, historic suburbs of the North Shore like Evanston, Glencoe, and Lake Forest.
The views of the lake are spectacular. For a fun day trip, take it all the way to the last stop in Kenosha, Wisconsin.
You can explore the lakeside parks, visit a few local breweries, and enjoy the charming downtown before heading back to the city.
## 4. The Hiawatha to Milwaukee (The Quick City Escape)
Sometimes you just need a quick change of scenery.
The Amtrak Hiawatha Service is a fast (just 90 minutes) and incredibly scenic trip that takes you through beautiful Illinois and Wisconsin prairies on your way to Milwaukee.
It's the perfect way to have a "two-city" weekend without the hassle of driving.
You can explore the Historic Third Ward, visit the iconic Milwaukee Art Museum, and enjoy the city's famous brewery scene, all just a comfortable train ride away.
## 5. The Pere Marquette to Grand Rapids (The Michigan Getaway)
This Amtrak route offers a beautiful journey east into the heart of Michigan.
The ride is especially gorgeous in the fall when the leaves are changing, taking you through charming small towns and lush forests.
When you arrive in Grand Rapids, you're in the center of one of America's best beer cities ("Beer City USA") and just a short drive from the beautiful sandy beaches of the Lake Michigan coastline. It's an underrated and scenic trip that's perfect for a long weekend.
Related Searches in Chicago
- free museum days in Chicago 2026
- best water damage restoration North Park Chicago
- furnace repair Chicago North Side
- triple pane windows Chicago cost
- last minute New Year's Eve parties Chicago 2026
- best Chicago neighborhood restaurants
- best fish and chips in Chicago
- Chicago winter free events
- where to get Lou Malnati’s near me
- best Chinese restaurants North Center
- no heat emergency repair Lakeview Chicago
- Chance the Rapper New Year's performance Chicago
- protecting business assets from divorce in illinois
- why are my drains making gurgling noises
- trusted boiler repair West Ridge Chicago
- where to get poke in Chicago
- local coffee vs Starbucks Chicago
- best windows for Chicago winters
- best deep dish pizza River North
- recommended window replacement near me
- emergency furnace service Beverly neighborhoods
- fastest furnace repair Rogers Park IL
- best Nigerian restaurant Chicago
- best smash burgers West Loop
- vegan sushi Chicago reviews
- Chicago flu vaccine locations 2025
- free things to do in Chicago January 2026
- no heat emergency services Rogers Park Chicago
- best three layer system for Chicago winter survival
- no heat emergency repair Beverly Chicago
- best HVAC companies Logan Square
- authentic South American food Chicago
- fast emergency water cleanup North Park IL
- Pequod's Pizza delivery Lincoln Park
- HVAC repair Portage Park Chicago
- best Thai food North Center Chicago
- chicago best mexican restaurants
- Orange Garden vs House of Wah Sun
- high-asset divorce attorneys in chicago for business owners
- best Chicago restaurants for solo diners
- emergency locksmiths near me Chicago
- black mold removal services Chicago
- Chicago North Side vs South Side explained
- Nigerian catering Illinois
- authentic jollof rice Chicago suburbs
- Chicago rooftop New Year's Eve events
- furnace repair 60641
- best HVAC repair North Center Chicago
- where to get fufu near Chicago
- best Lincoln Park restaurants Chicago
- funny Chicago stereotypes that are actually true
Trending Searches in Chicago
- vegetarian poke options West Town
- affordable boiler service West Ridge
- flu hospitalization rates Chicago children
- energy efficiency rebates for windows in Illinois
- sewage smells coming from household drains
- authentic jollof rice Chicago suburbs
- urgent boiler repair Chicago
- vegetarian-friendly Chinese food Chicago
- late night African food Chicago
- reliable gas piping repair Chicago
- insurance water restoration services North Park
- Ekiben vs Kraken North Center
- Chicago Architecture Biennial tickets
- understanding the Chicago street grid system
- 24/7 water extraction Chicago
- how to tell if your main sewer line is clogged
- best Thai street food bar in Chicago
- sewage cleanup services Chicago
- Chicago Chinese food delivery eco-friendly
- commingling personal and business assets divorce illinois
- weekend getaways from Chicago by train
- Prohibition themed New Year's Eve Chicago
- Chicago curfew for teens New Year's Eve
- best neighborhoods for newcomers Chicago
- Chicago hot pot reservations
- where to eat Japanese food in North Center
- best no-heat emergency HVAC Chicago
- reliable HVAC contractors Irving Park
- Chicago coffee shops with food
- vegetarian-friendly Nigerian food
- business lunch spots Gold Coast
- vinyl window installers Chicago suburbs
- how to book Smyth tasting menu
Top Recommendations in Chicago
- West Loop fine dining tips
- moisture wicking base layers for extreme cold weather
- Chicago boiler maintenance experts
- Sticky Rice Chicago closed alternatives
- funky Thai restaurants Chicago
- authentic African food Rogers Park
- fresh seafood restaurants Chicago
- West Loop burger prices
- storm damage repair companies Chicago
- Chicago boiler installation and repair
- Laotian food in Chicago
- what to expect moving to Chicago
- Chicago tankless water heater repair
- top architectural landmarks in chicago every tourist should see once
- where to watch New Year's Eve fireworks Chicago
- late-night dining Chicago recommendations
- South American restaurants suburbs Chicago
- cost to repair old windows Chicago
- Lincoln Park romantic dinner spots
- best heating repair companies Chicago
- steakhouse private dining Chicago
- r&b dance nights chicago
- local locksmith reviews Chicago
- scenic Metra rides to Kenosha
- Chicago LEED Gold office buildings
- reliable Chicago heating emergency companies
- is Chicago really the windy city
- fast furnace repair Logan Square
- Nigerian catering Illinois
- which windows are best for Chicago winters
- free CTA rides New Year's Eve Chicago
- Ghanaian Nigerian food Chicago
- vegetarian deep dish pizza Chicago