17 days in San Francisco, Chicago & New York City Itinerary

17 days in San Francisco, Chicago & New York City Itinerary

Created using Inspirock United States travel planner

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San Francisco
— 4 nights
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2
Chicago
— 3 nights
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3
New York City
— 6 nights
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San Francisco

— 4 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
You'll discover tucked-away gems like Lands End and Presidio of San Francisco. Get in touch with nature at Alcatraz Island and Marin Headlands. Change things up with these side-trips from San Francisco: Bodega Dunes (in Bodega) and Pinnacle Gulch Coastal Access Trail (in Bodega Bay). And it doesn't end there: take some stellar pictures from Twin Peaks, take a stroll through Nob Hill, play a few rounds at Lincoln Park, and go for a walk through Fisherman's Wharf.

To see ratings, photos, more things to do, and other tourist information, read San Francisco trip planner.

New Delhi, India to San Francisco is an approximately 19.5-hour flight. The time zone difference when traveling from New Delhi to San Francisco is minus 13.5 hours. Prepare for cooler weather when traveling from New Delhi in May: high temperatures in San Francisco hover around 24°C and lows are around 13°C. Finish up your sightseeing early on the 17th (Fri) so you can travel to Chicago.

Things to do in San Francisco

Parks · Outdoors · Nature · Trails

Side Trips

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get in touch with nature at Lakefront Trail and New Buffalo Public Beach. Step off the beaten path and head to Starved Rock State Park and Crown Fountain. Get out of town with these interesting Chicago side-trips: Grand Mere State Park (in Stevensville) and Whiskey Acres Distilling Co. (in DeKalb). The adventure continues: get your game on at The Escape Game Chicago, wander the streets of The Magnificent Mile, contemplate the waterfront views at Lake Michigan, and take in the local highlights with Walking tours.

To see photos, reviews, traveler tips, and tourist information, use the Chicago trip itinerary builder tool.

Getting from San Francisco to Chicago by flight takes about 6.5 hours. Other options: drive; or do a combination of subway and train. You'll lose 2 hours traveling from San Francisco to Chicago due to the time zone difference. In May in Chicago, expect temperatures between 25°C during the day and 13°C at night. Wrap up your sightseeing on the 21st (Tue) early enough to travel to New York City.

Things to do in Chicago

Parks · Nature · Outdoors · Trails

Side Trips

New York City

— 6 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
You'll get in some beach time at Ocean Grove Beach and Seaside Park Beach. Get outdoors at Speed Boats Tours and Horse-Drawn Carriage Tours. Next up on the itinerary: take a stroll through Greenwich Village, pause for some serene contemplation at St. Patrick's Cathedral, let your taste buds guide you at a local gastronomic tour, and take in panoramic vistas at Empire State Building.

For more things to do, where to stay, photos, and other tourist information, you can read our New York City day trip site.

Fly from Chicago to New York City in 5.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Chicago to New York City is 1 hour. May in New York City sees daily highs of 24°C and lows of 15°C at night. Cap off your sightseeing on the 28th (Tue) early enough to travel back home.

Things to do in New York City

Parks · Neighborhoods · Museums · Outdoors

Side Trips