8 days in Chicago & Houston Itinerary

8 days in Chicago & Houston Itinerary

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Route & dates

8 days in Chicago & Houston Itinerary

Start: New York City
Bus + Fly:  4​h 45​min
1
Chicago
— 3 nights
Fly:  5​h 15​min
2
Houston
— 3 nights
Fly + Bus:  6​h 45​min
End: New York City

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step out of the city life by going to Lincoln Park Zoo and Prairie Wolf Slough. The Field Museum and Ernest Hemingway Birthplace will appeal to history buffs. Get out of town with these interesting Chicago side-trips: Tighthead Brewing Company (in Mundelein), Volo Bog State Natural Area (in Ingleside) and Aurora Regional Fire Museum (in Aurora). Next up on the itinerary: don't miss a visit to Skydeck Chicago - Willis Tower, take in nature's colorful creations at Lincoln Park Conservatory, admire the landmark architecture of Frank Lloyd Wright's Robie House, and contemplate in the serene atmosphere at Fourth Presbyterian Church.

To plan Chicago vacation without wasting time, ask Inspirock to design an itinerary.

New York City to Chicago is an approximately 5-hour combination of bus and flight. You can also fly; or drive. You'll gain 1 hour traveling from New York City to Chicago due to the time zone difference. In June, daily temperatures in Chicago can reach 81°F, while at night they dip to 63°F. Cap off your sightseeing on the 18th (Tue) early enough to travel to Houston.

Things to do in Chicago

Parks Museums Wildlife

Side Trips

Tighthead Brewing Company, Aurora Regional Fire Museum, Prairie Wolf Slough, Ernest Hemingway Birthplace, Volo Bog State Natural Area
Highlights from your plan
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Field Museum ©
Field Museum
Swedish American Museum ©
Swedish American Museum

3
nights
Houston

Houston ©
Although urban sprawl remains synonymous with Houston, most of the city's tourist attractions lie within the relatively small downtown area, surrounded by diverse neighborhoods housing the nation's biggest African-American, Asian-American, and Latino communities.
Visit Space Center Houston and Brazoria National Wildlife Refuge for their historical value. Take a break from the city and head to Texas Wolfdog Project and Armand Bayou Nature Center. Change things up with a short trip to Quintana Neotropical Bird Sanctuary in Quintana (about 1h 20 min away). The adventure continues: engage your brain at Cockrell Butterfly Center, sample the tasty concoctions at Buffalo Bayou Brewing, get to know the resident critters at Houston Zoo, and look for gifts at Cacao & Cardamon Chocolatiers.

To find traveler tips, where to stay, photos, and more tourist information, go to the Houston trip itinerary tool .

Getting from Chicago to Houston by flight takes about 5.5 hours. Other options: do a combination of subway, bus, and flight; or drive. In June, Houston is a bit warmer than Chicago - with highs of 92°F and lows of 75°F. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow enough time to travel back home.

Things to do in Houston

Parks Wildlife Museums

Side Trips

Brazoria National Wildlife Refuge, Texas Wolfdog Project, Quintana Neotropical Bird Sanctuary, Armand Bayou Nature Center
Highlights from your plan
Cockrell Butterfly Center ©
Cockrell Butterfly Center
Space Center Houston ©
Space Center Houston
Brazoria National Wildlife Refuge ©
Brazoria National Wildlife Refuge

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