Every trip your money can buy
Chicago, United States

Is Chicago expensive?

An 8-day trip to Chicago costs about $4,889 for 2 people travelling comfortably — roughly $2,444 each, or $611 a day. Done leanly it is nearer $2,835; done well, about $8,971. That includes flights from LAX, lodging, food, getting around and things to do.

United States · city · art · food

8 days · 2 adults · October · 1,742 miles each way · No passport needed for US travellers

Wider estimate. On-the-ground costs here are modelled from United States's typical prices adjusted for Chicago, not checked city by city — so we show a wider range rather than pretend to precision we don't have.

October is one of the better months to visit.

Lean

Hostels and guesthouses, street food, public transport.

Flightsroundtrip, 2 adults $572
Lodging7 nights, 1 room(s) $823
Food8 days, 2 adults $672
Getting aroundlocal transport $208
Activitiesentries, tours, a few splurges $320
Airport transfersboth ends, both ways $144
Travel insuranceestimate $96
Total $2,835
likely $1,928–$3,742 · $1,418 per person · $354 per day · modelled confidence

Comfortable

Solid 3-star hotels, restaurants, the occasional taxi.

Flightsroundtrip, 2 adults $572
Lodging7 nights, 1 room(s) $1,725
Food8 days, 2 adults $1,264
Getting aroundlocal transport $400
Activitiesentries, tours, a few splurges $688
Airport transfersboth ends, both ways $144
Travel insuranceestimate $96
Total $4,889
likely $3,324–$6,453 · $2,444 per person · $611 per day · modelled confidence

Premium

4-star and up, eating well, taxis and private tours.

Flightsroundtrip, 2 adults $572
Lodging7 nights, 1 room(s) $3,583
Food8 days, 2 adults $2,368
Getting aroundlocal transport $848
Activitiesentries, tours, a few splurges $1,360
Airport transfersboth ends, both ways $144
Travel insuranceestimate $96
Total $8,971
likely $6,100–$11,842 · $4,485 per person · $1,121 per day · modelled confidence

Ready to book Chicago?

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Where to stay in Chicago

Real places, real prices, for your dates — so you can check our lodging estimate against what a room actually costs tonight.

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Things to do in Chicago

Real tours and tickets, bookable now, with live prices — so you can check our activities estimate against what these actually cost.

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