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Comparison · Chicago vs Toronto · United States / Canada

Chicago vs Toronto

Two great trips, different strengths. Here is how they compare on the things that decide it.

Updated By the AMZBooking editorial team

Photo: File:Chicago River ferry.jpg : John Picken derivative work: Georgfotoart, CC BY 2.0

Quick answer

Choose Chicago for Skyscraper architecture and Deep-dish pizza; choose Toronto for CN Tower, Multicultural food and lower day-to-day costs. Toronto is generally less expensive, and the two are about 701 km apart.

Key facts

Distance apart
701 km
Less expensive
Toronto
Best time for Chicago
May–June and September–October
Best time for Toronto
May–October

Side by side

Chicago vs Toronto
ChicagoToronto
CountryUnited StatesCanada
Known forSkyscraper architecture, Deep-dish pizza and The Bean (Cloud Gate)CN Tower, Multicultural food and Toronto Islands
Best time to visitMay–June and September–OctoberMay–October
Ideal stay4 days4 days
Mid-range budget per day$250–$400$200–$350
Cost levelExpensiveExpensive
Warmest monthJuly, 29°C (84°F)July, 27°C (81°F)
Coldest monthJanuary, 0°C (32°F)January, -1°C (30°F)
Free sights in our guide98
Day trips in our guide65
BeachesNorth Avenue BeachWoodbine Beach
AirportsORD, MDWYYZ, YTZ

Which one is right for you?

Toronto
Photo: Dillan Payne, CC BY-SA 4.0

Choose Toronto for…

CN Tower, Multicultural food and lower day-to-day costs. Toronto is Canada's largest city, spread along the north shore of Lake Ontario around a compact downtown of glass towers, Victorian streets and the CN Tower. Visitors come for big museums such as the ROM and the AGO, food from every corner of the world in…

Top sights compared

Top five sights in Chicago and Toronto
#ChicagoToronto
1Millennium Park and Cloud GateCN Tower
2Art Institute of ChicagoRipley's Aquarium of Canada
3Chicago Architecture Center river cruiseRoyal Ontario Museum
4Willis Tower SkydeckArt Gallery of Ontario
5360 Chicago observation deckSt. Lawrence Market

Food compared

Signature foods
ChicagoToronto
Deep-dish pizzaPeameal bacon sandwich
Tavern-style thin-crust pizzaButter tart
Chicago-style hot dogJamaican beef patty
Italian beefTrinidadian roti

Which is cheaper?

Toronto is usually the less expensive of the two: a mid-range day costs about $200–$350 per person there, against $250–$400 in Chicago (AMZBooking estimates, excluding flights). Toronto on a budget.

Can you visit both?

They are about 701 km apart, so combining them means a flight. With 9 days or more it works; otherwise pick one.

Questions travellers ask

+Is Chicago or Toronto cheaper?

Toronto is usually less expensive: about $200–$350 a day mid-range against $250–$400 (estimates).

+Is Chicago or Toronto better for a first trip?

Pick Chicago for Skyscraper architecture and Deep-dish pizza, or Toronto for CN Tower, Multicultural food and lower day-to-day costs.

+How far is Chicago from Toronto?

About 701 km in a straight line.