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Chicago

Chicago travel guide

Most populous city in Illinois, US

Flights from$637 round trip
Things to do56 experiences
Best time to visitAugust to September
Nearest airportMDW · 9 mi from centre
Time zoneUTC−5
Population2,746,388

About Chicago

Chicago is the most populous city in the U.S. state of Illinois and in the Midwestern United States. Located on the western shore of Lake Michigan, it is the third-most populous city in the United States and the fifth-most populous city in North America, with a population of 2.74 million at the 2020 census. The Chicago metropolitan area has approximately 9.62 million residents according to the 2020 census and is the third-largest metropolitan statistical area in the country and part of the fourth-largest combined statistical area in the United States, spanning 19 counties in three states and with a population of nearly 10 million. Chicago is the county seat of Cook County, the second-most populous county in the U.S.

Cheap flights to Chicago

The lowest round-trip fare found by Destina Holidays travellers in the last 30 days was $637 from Dublin, travelling 20 Nov – 27 Nov. These are the cheapest fares from the most searched cities.

Cheapest month to fly

$691 Oct $637 Nov $662 Dec $689 Jan $649 Feb $683 Mar $835 Apr $745 May $934 Jun $1,056 Jul $917 Aug $971 Sep

Airlines travellers compared most often: Aer Lingus, Finnair.

Prices are per adult in US dollars, taken from searches between 20 Sep and 20 Oct 2026. Fares change often, so search your dates for live prices.

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Places to visit in Chicago

  1. Millennium Park

    Millennium Park

    Park

    The downtown park home to the reflective Cloud Gate sculpture known as The Bean, the interactive Crown Fountain and the Jay Pritzker Pavilion, which hosts free summer concerts.

  2. Art Institute of Chicago

    Art Institute of Chicago

    Museum

    A major art museum with Impressionist paintings, famous American works such as American Gothic and Nighthawks, and a large Modern Wing, located right next to Millennium Park.

  3. Chicago Architecture River Cruise

    Landmark

    Boat tours along the Chicago River explain the city's skyscrapers and architectural history, offering one of the best ways to see downtown from a different angle.

  4. Willis Tower

    Willis Tower

    Viewpoint

    Among the tallest buildings in the Western Hemisphere, with the Skydeck where glass boxes extend out from the building, letting visitors look straight down to the street far below.

  5. Field Museum

    Field Museum

    Museum · 1 mi from centre

    A natural history museum on the lakefront known for SUE the Tyrannosaurus rex, plus exhibits on ancient Egypt, gems, evolution and cultures from around the world.

  6. Navy Pier

    Navy Pier

    Entertainment · 2 mi from centre

    A long pier on Lake Michigan with a giant Ferris wheel, restaurants, a children's museum and boat tours, plus fine views back toward the skyline from its eastern end.

  7. Museum of Science and Industry

    Museum of Science and Industry

    Museum · 7 mi from centre

    A large science museum in Hyde Park featuring a captured German submarine, a recreated coal mine and many hands-on exhibits, enough to fill most of a day.

  8. Wrigley Field

    Wrigley Field

    Entertainment · 5 mi from centre

    The historic home of the Chicago Cubs, with ivy-covered outfield walls and a hand-turned scoreboard, surrounded by the lively bars and rooftops of the Wrigleyville neighborhood.

Things to do in Chicago by type

56 tours, tickets and experiences across 6 categories. Pick a type to see what is available for your dates.

How long
  • 1-3 hours 28
  • Flexible 5
  • 3-6 hours 3
  • Up to 1 hour 2
Good for
  • Senior 2
  • Youth 2
  • Couples 2
  • Families 2
Ways to go
  • Wheelchair accessible 3
  • Private 2
Browse all things to do in Chicago

Top experiences in Chicago

Tours, tickets and experiences you can book with Destina Holidays, from 56 available.

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Where to stay in Chicago

Popular hotels in Chicago, out of 675 properties you can book.

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Best time to visit Chicago

Based on recent weather records, the most comfortable time to visit Chicago is August to September, when average daytime highs are around 76–80°F and rain falls on about 6 days a month.

MonthTemperature (°F)Rain days
Jan 18° – 30° 11
Feb 24° – 39° 4
Mar 34° – 51° 11
Apr 42° – 58° 12
May 51° – 67° 11
Jun 64° – 81° 12
Jul 68° – 82° 14
Aug 66° – 80° 6
Sep 61° – 76° 6
Oct 50° – 66° 7
Nov 38° – 50° 10
Dec 23° – 35° 11

Average daily low and high temperatures and days with at least 1 mm of rain, from recent weather records. Highlighted months are the most comfortable for sightseeing.

Chicago weather forecast

  • Wed 21 Oct 64° 39° 0%
  • Thu 22 Oct 68° 57° 2%
  • Fri 23 Oct 70° 57° 0%
  • Sat 24 Oct 71° 59° 0%
  • Sun 25 Oct 73° 58° 2%
  • Mon 26 Oct 69° 48° 9%

Know before you go

Currency
United States dollar (USD)
Language
English
Calling code
+1
Driving
On the right
Time zone
America/ChicagoUTC−5
Capital
Washington, D.C.

Upcoming public holidays in United States

  • Veterans Day
  • Thanksgiving Day
  • Christmas Day
  • New Year's Day
  • Martin Luther King, Jr. Day
  • Presidents DayWashington's Birthday

Banks, offices and some attractions may close on public holidays, and flights and hotels often fill up early around them.

Getting to Chicago

These are the airports closest to central Chicago. Compare fares into each one, as a slightly longer transfer can sometimes mean a much cheaper flight.

  • MDW Midway International Airport9 mi (15 km) from the city centre
  • ORD O'Hare International Airport16 mi (25 km) from the city centre
  • PWK Chicago Executive Airport21 mi (34 km) from the city centre
  • DPA DuPage Airport32 mi (51 km) from the city centre
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Getting around Chicago

Navigating Chicago is easy. Block numbers are consistent across the whole city. Standard blocks, of 100 addresses each, are roughly 1/8th of a mile (200 meters) long. (Hence, a mile is equivalent to a street number difference of 800.) Each street is assigned a number based on its distance from the zero point of the address system, the intersection of State Street and Madison Street. A street with a W (west) or E (east) number runs east-west, while a street with a N (north) or S (south) number runs north-south.

By public transit

The best way to see Chicago is by public transit. It is efficient in terms of price, travel time, and safety. The Regional Transportation Authority (RTA) oversees the various public transit agencies in the Chicagoland area. You can plan trips online with the CTA travel planner or get assistance by calling 312-836-7000. The RTA also has an official partnership with Google Maps, which can provide routes with public transit.

CTA

The Chicago Transit Authority (CTA) operates trains and buses in the city of Chicago and some of the suburbs. Put simply, the CTA is Chicago. It is a marvel and a beast, convenient, frustrating, and irreplaceable. Even if you have the option of driving while you're in town, no experience of Chicago is complete without a trip on the CTA. However, as of October 2026, CTA trains and buses do not accept non-American credit cards. Not even at the payment kiosks.

Metra and South Shore

Metra's Electric Line provides service to the convention center (McCormick Place), Hyde Park (Museum of Science and Industry, University of Chicago), and the Far Southeast Side's Pullman Historic District and Rainbow Beach. The Electric Line is fast, taking at most 15 minutes to reach Hyde Park from the Loop.

Chicago travel FAQ

When is the best time to visit Chicago?

Based on recent weather records, the most comfortable time to visit Chicago is August to September, when average daytime highs are around 76–80°F and rain falls on about 6 days a month.

What is the weather like in Chicago?

July is usually the warmest month in Chicago, with average highs of 82°F (28°C). January is the coolest, with average lows of 18°F (-8°C). The wettest month is typically July, with about 137 mm of rain.

Which airport is closest to Chicago?

Midway International Airport (MDW) is the closest airport, about 9 miles (15 km) from the centre of Chicago. Other nearby airports include O'Hare International Airport (ORD, 16 mi) and Chicago Executive Airport (PWK, 21 mi).

How much are flights to Chicago?

The cheapest round-trip fare Destina Holidays travellers found to Chicago in the last 30 days was $637 from Dublin, travelling 20 Nov – 27 Nov. November is currently the cheapest month to fly, with fares from $637.

What time zone is Chicago in?

Chicago uses the America/Chicago time zone (currently UTC−5). Remember to check for daylight saving changes when planning connecting flights.

How do I get around Chicago?

Navigating Chicago is easy. Block numbers are consistent across the whole city. Standard blocks, of 100 addresses each, are roughly 1/8th of a mile (200 meters) long.

What are the best places to visit in Chicago?

Top sights in Chicago include Millennium Park, Art Institute of Chicago, Chicago Architecture River Cruise and Willis Tower. The downtown park home to the reflective Cloud Gate sculpture known as The Bean, the interactive Crown Fountain and the Jay Pritzker Pavilion, which hosts free summer concerts.

What are the top things to do in Chicago?

Popular experiences you can book in Chicago include Chicago CityPASS® - Access to 5 Attractions, 360 CHICAGO Observation Deck - Ticket and Skydeck Chicago - General Admission. Destina Holidays offers 56 tours and activities here.

What kinds of tours and activities can I book in Chicago?

The most popular types of experiences in Chicago are tickets & attraction passes (19), cruise & water tours (15), city tours (14) and shows, sports and special events (5). Filter by type when you search to compare prices and availability for your dates.

Where should I stay in Chicago?

Popular areas for hotels in Chicago include Downtown, O'hare Airport and Grant Park. Well-reviewed options include The Chicago Hotel Collection Ambassador Gold Coast and Travelodge by Wyndham Downtown Chicago.

How many hotels can I book in Chicago?

Destina Holidays currently lists 675 properties in and around Chicago, from budget stays to luxury hotels. Search your dates to see live prices and availability.