Cities / Chicago, IL

Chicago

Sleep in River North.

It's a 15 to 20 minute walk to Millennium Park and Michigan Avenue, it sits on the Red and Brown lines, and its restaurants stay open late after the Loop's offices go quiet.

Chicago, Illinois
Photo: Urvish Oza / Pexels

Where to stay in Chicago

Most visitors stay within a mile or two of Millennium Park, between the Chicago River and the museums at the south end of Grant Park. From there you can walk to the Art Institute, the Riverwalk and Michigan Avenue, and the L takes you to Wrigley Field, Pilsen or Logan Square in 15 to 30 minutes.

  1. The area north of the river between Michigan Avenue and the Chicago River's north branch has a long list of mid-range hotels, from the Acme and the Godfrey to Hampton and Courtyard towers on Illinois and Hubbard streets. The Red Line stops at Grand and Chicago, the Brown Line at Merchandise Mart, and the Riverwalk is at the south edge.

    The catch: Hubbard and Clark streets get loud on Friday and Saturday nights when the bars let out.

    Rooms in River North tonight
  2. The Art Institute, Millennium Park, the Chicago Theatre and the State Street stores are all inside the ring of overhead tracks that gives the Loop its name. Nearly every L line passes through, so this is the easiest base for getting anywhere, including the Blue Line to O'Hare and the Orange Line to Midway.

    The catch: Many blocks empty out after office hours, and rooms near Wabash, Lake or Wells hear the L screech around the curves.

    Rooms in The Loop tonight
  3. The blocks east of Michigan Avenue run to Navy Pier, Ohio Street Beach and the Museum of Contemporary Art, with the Lakefront Trail along the edge. Big chain hotels line Ohio, Ontario and Huron streets, and the shops of the Magnificent Mile are a block or two west.

    The catch: There's no L stop inside the neighborhood; the nearest is the Red Line at Grand and State, so you'll lean on buses or walking.

    Rooms in Streeterville tonight
  4. Randolph Street and Fulton Market hold many of the city's most talked-about restaurants, with hotels like The Emily and the Hoxton in converted warehouse blocks. The Morgan stop on the Green and Pink lines is in the middle, Union Station and Ogilvie are at the east edge, and the United Center is a short ride west.

    The catch: Rooms cost more than downtown for similar quality, and Michigan Avenue is a 25 to 30 minute walk.

    Rooms in West Loop tonight
  5. Older Michigan Avenue hotels like the Hilton Chicago and the Blackstone face Grant Park, and the Field Museum, Shedd Aquarium, Adler Planetarium and Soldier Field are a walk away on Museum Campus. The Roosevelt stop serves the Red, Orange and Green lines, which makes Midway an easy ride.

    The catch: Rates jump when McCormick Place hosts a big convention or the Bears play at home.

    Rooms in South Loop tonight

Prices are typical mid-range hotel rates per night before tax, rounded to $10. Times are to Millennium Park. Booking links open tonight's real prices.

When to go

Come in late May, June or September for highs in the 70s and outdoor concerts in Millennium Park. Avoid Lollapalooza weekend and marathon weekend (the second Sunday of October) unless you're there for them. If the cold doesn't bother you, January and February cost about half what July does.

Spring Mar–May

Highs 47°F in March to 70°F in May

Changeable, and often colder near the lake than inland. The river turns green the Saturday before St. Patrick's Day.

Summer Jun–Aug

Highs 80 to 85°F, lows in the 60s

The busiest and most expensive stretch, with free festivals most weekends and Lollapalooza in late July or early August.

Fall Sep–Nov

Highs 76°F in September to 48°F in November

September and early October are mild and still pricey, and marathon weekend books up months ahead.

Winter Dec–Feb

Highs 32 to 37°F, lows near 20°F

January and February have the lowest rates of the year. The RSNA medical meeting at McCormick Place (November 29 to December 3 in 2026) pushes downtown rates up.

On the calendar

Getting around

From the airport

From O'Hare, the Blue Line runs 24 hours and reaches downtown in 40 to 45 minutes for $5. From Midway, the Orange Line takes 20 to 25 minutes for $2.50. A taxi or Uber from O'Hare usually runs $40 to $60 and can take an hour at rush hour on the Kennedy Expressway.

Trains and buses

The CTA runs the L trains and buses. A ride costs $2.50 on the L and $2.25 on the bus, with up to two free transfers within two hours; tap a contactless card or phone at the turnstile. For several days of riding, load a 1-day ($5), 3-day ($15) or 7-day ($20) pass in the Ventra app.

Driving

Skip the car if you're staying downtown. Hotel parking runs about $55 to $90 a night, and public garages charge less if you book ahead through a parking app.

Worth your time

What to eat

  • Italian beef

    Thin-sliced roast beef on a roll, dipped in jus and topped with giardiniera; Al's #1 Italian Beef at 1079 W. Taylor St. has been making it since 1938.

  • Deep-dish pizza

    Lou Malnati's, which opened its first shop in 1971 and now has locations across the city, is the usual pick, and Pequod's on Clybourn Avenue is known for a crust edged in caramelized cheese.

  • Tavern-style thin crust

    Cracker-thin and cut in squares, it's what most locals order on a weeknight; Vito & Nick's at 8433 S. Pulaski Rd. is the reference point.

  • Chicago-style hot dog

    An all-beef dog with mustard, onion, relish, tomato, pickle, sport peppers and celery salt, no ketchup; Superdawg on N. Milwaukee Avenue has served them with carhop service since 1948.

  • Lou Mitchell's

    A breakfast diner at 565 W. Jackson Blvd., a few blocks from Union Station, listed on the National Register of Historic Places.

Before you go

Tip 18 to 20 percent at sit-down restaurants and $1 or $2 a drink at bars, but check the bill for a service charge before tipping on top of it. The trains are the L, not the subway, even where they run underground. On escalators, stand on the right and walk on the left. Lake Shore Drive was renamed DuSable Lake Shore Drive in 2021, and most people just say the Drive. Forecasts often say cooler by the lake, so bring a layer for the waterfront even in summer.

How Chicago got this way

Jean Baptiste Point du Sable set up a farm at the mouth of the Chicago River around 1790, and the US built Fort Dearborn nearby in 1803. Chicago became a city in 1837. In 1848 the Illinois and Michigan Canal and the first railroad line both opened, linking the Great Lakes to the Mississippi and the farms of the West to Eastern markets. Population grew from 299,000 in 1870 to nearly 1.7 million by 1900, despite an 1871 fire that killed about 300 people and left nearly 100,000 homeless. It rebuilt, hosted the 1893 World's Columbian Exposition, and in 1900 reversed the river to keep sewage out of Lake Michigan.

Questions people ask

What is the best area to stay in Chicago for a first visit?

River North. It's a short walk to Millennium Park and Michigan Avenue, has plenty of mid-range hotels, and sits on the Red and Brown lines.

How do I get from O'Hare to downtown Chicago?

Take the Blue Line, which runs 24 hours, costs $5 from O'Hare, and reaches the Loop in 40 to 45 minutes. A taxi or Uber is usually $40 to $60 and slower at rush hour.

Do I need a car in Chicago?

Not if you stay downtown. The L and buses cover the places most visitors go, and hotel parking costs about $55 to $90 a night.

How much is the hotel tax in Chicago?

Combined city, county and state taxes come to about 17.5 percent. In 2026 the city approved a rise to 19 percent for larger hotels in and around downtown, so check the total before you book.

When are Chicago hotels cheapest?

January and February, when highs sit around 32 to 37°F. Summer and the weeks around the October marathon cost the most.

Checked against 40 sources. Updated October 16, 2026.