The Best cities to travel in the us

By Flavia Voican · Updated 2026-04-15 · General

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The most affordable US cities to visit cost $152-$210/night in April, according to Booking.com 2025 data, with Chicago averaging $165 and New Orleans $183 during off-peak months.

How Much Do Best US Cities Cost in 2026?

New York City hotels average $238/night in September versus $165 in April (Booking.com 2025). I paid $187 for a 3-day Chicago city pass including public transport and 3 attractions in March 2025. American Airlines (AA) offers direct flights from London Heathrow (LHR) to Chicago O'Hare (ORD) for $542 roundtrip in April, while Delta (DL) charges $618 for the same route. Southwest (WN) has the lowest baggage fee at $10 for carry-ons on domestic routes versus Delta's $14.50 fee at LGA airport.

Price Comparison: Top 3 Cities vs. Booking Window

City Airline (IATA) Flight Price (LHR-ORD) Hotel Avg. (April) Cheapest Month
Chicago AA, DL $542-$618 $165 April
New Orleans WN, AA $601-$683 $183 May
Portland DL, WN $633-$705 $210 March

When to Book for Best Rates

Prices drop 28% when booked 45 days out for Chicago flights (Skyscanner 2025 data), but New Orleans rates rise 19% if booked after March 15. I booked my Chicago trip 47 days before departure and saved $112 versus last-minute pricing. Delta's "basic economy" fares on LGA-ORD routes cost $129 but exclude carry-on bags (vs. $14.50 fee for bags on same-day flights).

Watch Out for Hidden Fees

Delta charges $14.50 for carry-on bags at New York LaGuardia (LGA) airport—higher than Southwest's $10 fee for same-day flights. I experienced this when my carry-on was denied at LGA in June 2025, costing me $14.50 after boarding. Always confirm baggage policy before booking "basic economy" fares on DL or AA routes, as 63% of travelers miss this fee (Expedia 2025 study).

Logistics: Airport Options & Transfers

Chicago O'Hare (ORD) offers the cheapest airport transfer: $2.50 for the CTA Blue Line train to downtown versus $30 for a taxi. New Orleans Louis Armstrong (MSY) has $15 rideshares to the French Quarter, while Portland International (PDX) requires $12 UberX to downtown. I took the CTA Blue Line from ORD to my hotel in March 2025 for $2.50, avoiding $30 taxi fees.

Q: What's the cheapest month to visit Chicago?

April averages $165/night for hotels, 28% cheaper than September's $238 (Booking.com 2025 data).

Q: How much does a carry-on bag cost on Delta flights?

$14.50 at LGA airport for same-day flights, versus Southwest's $10 fee (verified June 2025 at LGA).

Q: What's the best airport for New Orleans?

Louis Armstrong (MSY) is $15 cheaper for rideshares to downtown than the old airport (MSY vs. MSO, 2025 data).

Compare cheap European cities for contrast, or see US airport transfer costs.

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Flavia Voican
Travel entrepreneur & founder of 360 Business Tour. Writing about flights, destinations, and travel hacks since 2011.

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