chicago and new york options

CHICAGO AUG 5โ€“9๐Ÿ™๏ธ AMERICAN + SPIRIT NONSTOPโœฆ NEW YORK DEC 29โ€“JAN 3๐Ÿ—ฝ DELTA NONSTOPโœฆ ROUND TRIP TRANSFERSโœฆ PETTY TRAVEL AGENT๐Ÿ™๏ธ CHICAGO AUG 5โ€“9๐Ÿ™๏ธ AMERICAN + SPIRIT NONSTOPโœฆ NEW YORK DEC 29โ€“JAN 3๐Ÿ—ฝ DELTA NONSTOPโœฆ ROUND TRIP TRANSFERSโœฆ PETTY TRAVEL AGENT๐Ÿ™๏ธ
TWO TRIPS
โœฆ Young Lifestyle Travel Presents ยท Petty Travel Agent

Chicago or
New York.

Two domestic trips. Two completely different vibes. Chicago in August, New York for New Year’s. Pick the one that’s calling your name โ€” or both. Petty will help with both.

๐Ÿ™๏ธ CHICAGO August 5โ€“9, 2026 ยท Houston to Chicago O’Hare ยท Domestic
โœฆ Included In All Chicago Packages
โœˆ๏ธ American Airlines Houston โ†’ O’Hare (Non-Stop) โœˆ๏ธ Spirit Airlines O’Hare โ†’ Houston (Non-Stop Return) ๐Ÿš Round Trip Ground Transfers ยท Airport โ†” Hotel ๐Ÿจ Hotel Stay

Prices based on double occupancy. Breakfast noted per option.

01
๐Ÿ“ Chicago Downtown ยท The Mart District
Holiday Inn Chicago Downtown The Mart
$832per person ยท dbl occ

Right in the heart of Chicago’s Mart district โ€” one of the most central locations in the entire city. Walk to the Riverwalk, the Loop, Millennium Park, restaurants, rooftop bars, and world-class nightlife. No car needed. Short subway ride or Uber gets you anywhere else. This is the “do everything” location.

๐Ÿšถ Walk To Everything ๐Ÿธ Riverwalk & Rooftop Bars Nearby ๐Ÿ›๏ธ Shopping ยท Restaurants ยท Nightlife ๐Ÿš‡ Subway + Uber Access โš ๏ธ Breakfast Not Included
02
๐Ÿ“ Chicago Downtown ยท Magnificent Mile Area
Hotel Riu Plaza Chicago Downtown
$801per person ยท dbl occ

The Riu brand brings its signature energy to Chicago’s downtown โ€” steps from the Magnificent Mile, Michigan Avenue shopping, and the city’s best nightlife. Breakfast included, central location, and a lower starting price than Option 1. Great pick for a crew that wants breakfast handled and still wants to be in the middle of everything.

๐Ÿณ Breakfast Included ๐Ÿ“ Magnificent Mile Area ๐Ÿ›๏ธ Michigan Ave Shopping ๐ŸŒ™ Downtown Nightlife Access ๐Ÿ’ฐ Lower Starting Price
๐Ÿ 
๐Ÿ“ Chicago Area ยท Private Rental
Private Rental Options
via Petty’s Chicago Wishlist
Variessplit by room

Prefer a private home or condo with more space and your own setup? Browse Petty’s curated Chicago Airbnb wishlist. More people in the space means lower per person cost. Important note below about how these get booked.

โš ๏ธ Private rentals cannot be packaged with flights or ground transfers โ€” these properties are not in the agent system. You would arrange flights and transportation separately. Full rental amount collected upfront. No refunds if someone cancels.

๐Ÿ  Full Private Space ๐Ÿ’ฐ Price Split By Room โš ๏ธ No Flight/Transfer Packaging ๐Ÿ’ณ Full Amount Upfront ยท No Refunds
๐Ÿ—ฝ NEW YORK Dec 29, 2026 โ€“ Jan 3, 2027 ยท Houston to Newark ยท New Year’s
โœฆ Included In All New York Hotel Packages
โœˆ๏ธ Round Trip Flights ยท Delta Non-Stop ๐Ÿš Ground Transfers ยท Airport โ†” Hotel ๐Ÿจ Hotel Stay

โš ๏ธ Breakfast not included in all options โ€” check each card. Prices based on double occupancy.

๐Ÿ’ก Save more with 3โ€“4 to a room. Prices are based on double occupancy but you can fit up to 4 comfortably with a pull-out couch or co-sleeping. More people = lower per person cost. Just let Petty know your preference.

01
๐Ÿ“ Newark, NJ ยท Near Liberty Airport
SpringHill Suites by Marriott Newark Liberty International
$791per person ยท dbl occ

Marriott’s SpringHill Suites near Newark Liberty โ€” spacious double bed suites with continental breakfast included and one way ground transfer from the airport to the hotel. Clean, reliable, well-located. Direct train from Newark Penn Station gets you into Manhattan in minutes.

๐Ÿณ Continental Breakfast Included ๐Ÿ›๏ธ Double Bed Suite ๐Ÿš One Way Airport Transfer ๐Ÿš‡ Train To Manhattan โญ Marriott Brand
02
๐Ÿ“ Newark Downtown, NJ
Tryp by Wyndham Newark Downtown
TBDpricing on request

Tryp by Wyndham in the heart of Newark Downtown โ€” closer to the city’s entertainment district with easy NYC access. Includes flights, ground transfers, and hotel stay. No breakfast with this option. Good pick for a crew that wants to be in the downtown energy and doesn’t need breakfast included.

โš ๏ธ Breakfast NOT Included ๐Ÿ“ Newark Downtown ๐Ÿš Round Trip Transfers ๐ŸŒ† Downtown Energy
03
๐Ÿ“ Newark, NJ ยท Airport Area
Home2 Suites by Hilton Newark Airport
$781per person ยท dbl occ

Hilton’s Home2 Suites near Newark Airport โ€” breakfast included, round trip transfers, and the lowest starting hotel price on this sheet. Modern suites, solid Hilton standards. Best value option for the crew that wants comfortable, clean, convenient, and close to the airport with breakfast handled.

๐Ÿณ Breakfast Included ๐Ÿš Round Trip Transfers ๐Ÿ’ฐ Lowest Hotel Price โญ Hilton Brand
04
๐Ÿ“ Newark, NJ ยท International Airport
Holiday Inn Newark International Airport
$792per person ยท dbl occ

Holiday Inn right at Newark International Airport โ€” breakfast included and round trip transportation included for all guests. Easiest option for groups flying in from different cities. Reliable, convenient, no-fuss base for a New York New Year’s trip.

๐Ÿณ Breakfast Included ๐Ÿš Round Trip Transportation All Guests โœˆ๏ธ Right At The Airport ๐Ÿ‘ฅ Easy Group Coordination
๐Ÿ 
๐Ÿ“ Newark / New York Area ยท Private Rental
Private Rental Options
via Petty’s NYC Wishlist
Variessplit by room

Want your own space for New Year’s? Browse Petty’s curated NYC area Airbnb wishlist. Price is split by room โ€” more people means lower per person cost. Flights and transfers must be arranged separately for private rentals.

๐Ÿ“‹ How it works: Browse the wishlist, pick your property, tell Petty which one. Full amount collected upfront before booking. No refunds if someone cancels โ€” the trip stays on plan regardless. Flights arranged separately.

๐Ÿ  Full Private Space ๐Ÿ’ฐ Price Split By Room โš ๏ธ Flights Arranged Separately ๐Ÿ’ณ Full Amount Upfront ยท No Refunds
โœฆ Ready To Commit?
Three Ways To Plan.

Works for both Chicago and New York. Pick the hotel first โ€” then pick how you want Petty involved.

โœ… Free โ€” DIY
Book It Yourself
$0

Use the “View Hotel” links above. All packages include flights and transfers as listed per option. You handle the booking โ€” we made finding it easy.

Use The Links Above โ†’
โœฆ TripLink โ€” $59
Get A Custom Page
$59

Petty builds a shareable page for your trip. One link โ€” your whole crew reads everything, books themselves, no repeated questions in the group chat.

Get TripLink โ€” $59 โ†’
Limited Time
๐Ÿ”ฅ Petty Takes Over
Let Petty Handle It
$300
Regular $500

Everything done for you โ€” hotels, flights, transfers, excursions, itinerary. Your group won’t be blowing up your phone. You just show up.

Petty Takes Over โ€” $300 โ†’

๐Ÿ” Not sure if something is the right fit? Send Petty the link and she’ll vet it for $25 before you book. โ†’ Vet My Trip โ€” $25

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