Make it a trip · Chicago, United States

What Chicago costs
once you land

Real prices, from the airport ride to a room for the night, each with where we found it. Checked October 2026, around The Loop and River North.

Prices as the source quoted them.

A treat day, each of twoUS$186

Half a villa or 4-star room, two meals out, a coffee, two beers and the signature experience.

Arriving

  • ESTA travel authorisation Fixed

    For AU, NZ, GB, IE, NL, DE, FR, SG passports.

    Rose to $40.62 on 16 October 2026. Valid two years. Apply only on the official CBP site or app.

    Sources: VisasNews, ESTA fee rise (2026-10), Buch dein Visum, ESTA fee (2026-10)

    US$41
  • CTA Blue Line from O'Hare to the Loop Fixed

    About 45 minutes to downtown. Rides that start at O'Hare cost more than the usual train fare.

    Source: CTA, fares (2026)

  • No visa or ESTA needed Fixed

    For CA passports.

    Canadian citizens visit visa free with a passport.

    Source: Layla, US ESTA guide (2026)

    Free
  • Home Fixed

    For US passports.

    Nothing to pay.

    Source: Layla, US ESTA guide (2026)

    Free

Getting around

Eating and drinking

At the supermarket

Doing

Sleeping, per night

Prices change. Fixed fees come from official or widely reported figures; ranges are what travellers and operators report for 2026. Some links are affiliate links: they never change what you pay. How we make money.

Want the flight to match? Exit Row tells you when fares to Chicago from your city drop well below the usual price.

Start 14-day free trial