Where to Stay Guide

Where to Stay When Visiting Chicago

Four neighborhoods that actually make sense for visitors. We tell you which to pick and which to skip.

S
Sarah Mitchell North America Travel Guide

01

The Loop

Skyscraper canyon, theater district, Millennium Park at your door

Luxury $180-$320/night

The Loop puts you inside Chicago's postcard. Walk out and you're under the El tracks on Wabash, three blocks from Millennium Park and the Bean, ten minutes on foot to the Art Institute on South Michigan Avenue. Wacker Drive runs along the river with the architecture boat tours leaving from the Riverwalk. Hotels here cluster around State Street and Michigan Avenue. Nights get quiet after office workers leave, so factor that in. Theater District around Randolph and Dearborn stays alive for shows. CTA Red and Blue Lines meet here, so O'Hare is a $5 train ride.

Best for
First-time visitors who want everything walkable
Walk times
  • Millennium Park 5 min
  • Art Institute 8 min
  • Willis Tower 10 min
Skip if: You want a buzzy after-dinner scene
Local tip: Book a room facing east above the 15th floor for Lake Michigan views. South-facing rooms on Wabash get El train noise.

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02

River North

Where Magnificent Mile meets the cocktail bars

Luxury $220-$380/night

River North sits just across the Chicago River from the Loop and runs north to Chicago Avenue. This is where the dinner reservations happen. Hubbard Street and Clark Street are packed with restaurants like RPM Italian, Bavette's, and the original Gino's East. The Magnificent Mile shopping starts at Michigan and Ohio. Galleries cluster around Superior and Franklin. You can walk to Navy Pier in 15 minutes along the river. Hotels range from boutique on Erie to towers on Wabash. It is loud on weekends. Pick a higher floor or a room facing the interior courtyard.

Best for
Couplesfoodiesfirst big nights out
Walk times
  • Magnificent Mile 5 min
  • Navy Pier 15 min
  • Millennium Park 12 min
Skip if: You're traveling with young kids who sleep early
Local tip: Skip the touristy spots on Rush Street. Walk one block west to Clark or Wells for better food at half the price.

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03

Streeterville

Lakefront living, Navy Pier, family-friendly

Luxury $240-$420/night

Streeterville is the strip between Michigan Avenue and Lake Michigan, north of the river. You wake up to the lake. Ohio Street Beach is a five-minute walk. Navy Pier sits at the southern edge. The Museum of Contemporary Art is on Chicago Avenue. Northwestern Memorial Hospital anchors the west side, so you'll see a lot of medical professionals around. Streets like McClurg and Columbus stay calmer than River North at night. Restaurants are pricier and more hotel-driven, but you can walk into River North in 10 minutes for better options. Best base for families with strollers because sidewalks are wide and crowds are thinner.

Best for
Familieslakefront walkersNavy Pier visits
Walk times
  • Navy Pier 5 min
  • Ohio Street Beach 5 min
  • Magnificent Mile 7 min
Skip if: You want to walk to dinner without crossing Michigan Avenue
Local tip: The Lakefront Trail starts here. Rent a Divvy bike at the Ohio Street docking station and ride south to the Museum Campus in 20 minutes.

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04

West Loop

Restaurant Row, converted warehouses, real Chicago

Luxury $200-$340/night

West Loop is where Chicagoans actually eat. Randolph Street between Halsted and Ogden is Restaurant Row. Au Cheval, Girl and the Goat, Avec, and Monteverde sit within four blocks. Fulton Market north of Randolph went from meatpacking warehouses to Soho House and Time Out Market. Google's Midwest HQ moved here in 2015, which pulled a wave of boutique hotels. You're a 10-minute walk to the Loop or one Pink Line stop. Mornings are quiet. Nights are reservation-required. Stay here if dinner is the point of your trip. Skip if you want to walk to museums in five minutes.

Best for
Foodiessecond-time visitorsdesign-conscious travelers
Walk times
  • Restaurant Row (Randolph) 2 min
  • The Loop 12 min
  • United Center 20 min
Skip if: It's your first Chicago trip and you want tourist sights at your door
Local tip: Book Au Cheval for late lunch (2pm) instead of dinner. Same burger, no two-hour wait.

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$224per night
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Is staying near O'Hare worth it to save money?

No. O'Hare hotels look cheaper but you'll spend $40 each way on Ubers or 50 minutes on the Blue Line. Stay in the Loop and ride the train to O'Hare for $5. The Loop hotel costs less in the end.

Which neighborhood is safest for first-time visitors?

The Loop, River North, Streeterville, and West Loop are all safe and well-lit at night. Avoid wandering far west of Halsted after dark or south of Roosevelt Road on foot. Stick to the four areas above and you won't have issues.

How far is Wrigley Field from these neighborhoods?

All four are 25 to 35 minutes by Red Line train to Addison station. Don't book a hotel in Wrigleyville unless you're going to back-to-back games. The neighborhood is bars and frat energy, not visitor-friendly.

When are Chicago hotels cheapest?

January through March, excluding convention weeks. Rates drop 30 to 40 percent versus summer. Bring a real coat. November and early December also have deals before holiday shopping crowds hit Magnificent Mile.




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Written by

Sarah Mitchell

North America Travel Guide at HotelsVetted

Sarah has driven every stretch of Route 66, slept in canyon-side lodges in Utah, and tracked down the best value hotels in cities from Miami to Vancouver. She covers the USA and Canada with an emphasis on helping people understand which neighborhood to pick before they book.