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.