Top 10 Biggest Cities in North America: Rankings & Insider Guide (2025)

You know, when I first visited Mexico City years ago, I remember stepping out of the airport and thinking "Wow, this place is HUGE." And that got me wondering – what are the actual biggest cities in North America? I mean, we all know New York and LA, but what about the others? After traveling through most of these giants myself (and making plenty of notes between coffee stops), I put together this practical guide. Whether you're planning a trip, considering relocation, or just curious about urban giants, here's the real deal beyond Wikipedia stats.

The Heavy Hitters: Top 10 Biggest Cities in North America

Let's cut straight to what you came for – the rankings. But forget just population numbers. I've included what actually matters when you visit or live there. Here's the breakdown:

Rank City Country Metro Population Key Industry Must-See Spot
1 Mexico City Mexico 21.8 million Finance & Manufacturing Historic Center (Free walking tours daily)
2 New York City USA 20.1 million Finance & Media Central Park (Open 6am-1am, subway to 59 St-Columbus Circle)
3 Los Angeles USA 13.2 million Entertainment Griffith Observatory (Free entry, parking $10/hr)
4 Chicago USA 9.5 million Transportation Millennium Park (Free, 'L' train to Randolph/Wabash)
5 Dallas-Fort Worth USA 7.6 million Technology Dealey Plaza (JFK memorial, free access)
6 Houston USA 7.1 million Energy Space Center Houston ($30 admission, tram tours extra)
7 Toronto Canada 6.4 million Banking CN Tower ($43 entry, subway to Union Station)
8 Washington D.C. USA 6.3 million Government National Mall (Free monuments, Metro to Smithsonian)
9 Miami USA 6.1 million Tourism South Beach (Free, bus to Washington Ave)
10 Philadelphia USA 6.1 million Healthcare Liberty Bell Center (Free tickets required, SEPTA to 5th St)

Funny thing - most people guess New York is #1. Nope! Mexico City takes the crown, and honestly? Their public transport puts NYC to shame. Cheaper too - metro rides cost about $0.25 compared to $2.90 in New York.

What You Actually Need to Know About Each City

Mexico City: The Surprising Champion

Okay, let's talk altitude first. At 7,350 feet, your first day might involve some serious breathlessness. I learned that the hard way trying to climb the Templo Mayor ruins after landing. Must visits:

  • Chapultepec Castle: $5 entry, closed Mondays
  • Frida Kahlo Museum: $15 (book WEEKS ahead!)
  • Street tacos: Try the al pastor near Zócalo, about $1 each
Local tip: Uber is safer than taxis. Pollution is no joke - pack allergy meds.

New York City: The Concrete Jungle

Times Square? Overrated and crowded. Instead, grab a slice at Joe's Pizza ($4, cash only) then walk the High Line park. Free views without the elbow fights. Housing reality check: A decent Manhattan studio will run you $3,000/month minimum. Ouch.

Los Angeles: More Than Hollywood

Traffic is pure torture. Seriously, my 8-mile drive to Santa Monica once took 90 minutes. Skip Universal Studios ($109!) and do this instead:

Tourist Trap Better Alternative Cost Difference
Walk of Fame Griffith Park hiking trails Free vs $300/hr tour
Rodeo Drive shopping Melrose Trading Post flea market (Sundays only) $5 entry vs $500 sunglasses

North American Megacity Comparisons

Looking at these biggest cities in North America, how do they stack up where it matters? Here's the real talk:

City Average Rent (1BR) Public Transit Score Safety Rating Unique Perk
Mexico City $450 USD 9/10 (but crowded) Stick to tourist zones $3 museum entries
New York City $3,800 8/10 (24-hour service) Generally safe in Manhattan Free Staten Island Ferry
Toronto $2,200 CAD 7/10 (clean but pricey) Very safe Free summer festivals
Chicago $1,900 6/10 (limited coverage) Avoid South Side at night $25 architecture boat tours

Honestly? Toronto surprised me with how clean and organized it felt compared to American cities. But man, those Canadian winters... I visited in January once and my eyelashes froze. True story.

Personal Mistake You Should Avoid: Don't try to "do" Mexico City in 2 days like I did. The sheer size means attractions are hours apart in traffic. Minimum 5 days to avoid exhaustion.

Beyond the Top 10: Other Major Players

Some other massive North American cities deserve mention:

  • Guadalajara, Mexico: 5.3 million people. Birthplace of tequila and mariachi. Try the tortas ahogadas ("drowned sandwiches" - spicy!)
  • Montreal, Canada: 4.3 million. Feels like Europe without the flight. Poutine costs about $8 CAD.
  • Phoenix, USA: 4.9 million. Great winters, brutal summers (115°F is normal). Camelback Mountain hike opens at 5am to beat heat.

Frequently Asked Questions About Biggest Cities in North America

Which is the biggest city in North America by land area?

Sitka, Alaska technically wins at 2,870 square miles. But for major cities? Mexico City covers 573 square miles - that's bigger than Los Angeles (503 sq mi) and NYC (302 sq mi).

Is Mexico City really bigger than New York?

Metro area population? Absolutely - about 1.7 million more people. The urban sprawl feels endless. But NYC feels more densely packed in its core.

What's the safest among the biggest cities in North America?

Toronto consistently ranks safest. Violent crime rates are about 1/4 of Chicago's. Though pickpocketing happens in tourist zones like anywhere.

Which big North American city has the best public transport?

New York's subway system has the most stations (472!) and runs 24/7. But Mexico City's is cheaper and cleaner. Personal opinion? Montreal's metro beats both for reliability.

Are these cities all English-speaking?

Nope! Only US and Canadian cities primarily use English. In Mexico City, Spanish is essential outside tourist areas. I learned "¿Cuánto cuesta?" quickly!

Cost of Living Reality Check

Thinking of moving to one of these biggest cities in North America? Brace yourself:

  • Cheapest major city: Mexico City ($1,200/month comfortable living)
  • Most expensive: New York ($4,500+/month for basics)
  • Hidden costs: Toronto charges 13% sales tax, Chicago has 10.25%
  • Surprise bargain: Houston has no city income tax and cheap housing

My buddy moved to Dallas thinking it'd be affordable. His property taxes? $12,000/year on a modest house. Research beyond rent!

Travel Hacks for Visiting These Urban Giants

Having navigated all these biggest cities in North America, here's what guidebooks won't tell you:

City Best Time to Visit Tourist Scam to Avoid Must-Try Food
Mexico City Nov-Apr (dry season) "Free" bracelet scam in Zócalo Tacos al pastor ($1-2 each)
New York Sep-Oct (fall colors) Times Square costumed characters demanding tips Bodega bacon-egg-cheese ($4)
Toronto Jun-Aug (festivals) Downtown "charity" clipboard petitions Peameal bacon sandwich ($8 CAD)
Los Angeles Mar-May (less smog) Hollywood Walk "guides" selling fake maps Kogi BBQ truck tacos ($3.50)

Pro tip: Always ask hotel concierges where THEY eat. Saved me from overpriced tourist traps in Montreal where I had the best poutine in a gas station. Seriously.

Final Thoughts on North America's Urban Giants

Exploring the biggest cities in North America shows how wildly different urban life can be. Mexico City's vibrant street life versus Toronto's orderly neighborhoods. New York's relentless energy versus Houston's sprawling highways. Each offers unique experiences beyond their massive populations. My advice? Visit at least one US, one Mexican, and one Canadian metropolis to truly understand North America's urban diversity. Just remember to pack good walking shoes - you'll need them in any of these concrete jungles. And maybe antacids for Mexico City's delicious but fiery street food!

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