9 days in Chicago & Dallas Itinerary

9 days in Chicago & Dallas Itinerary

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Route & dates

9 days in Chicago & Dallas Itinerary

Start: Chicago
1
Chicago
— 3 nights
Fly:  4​h 30​min
2
Dallas
— 3 nights
Fly:  4​h 30​min
3
Chicago
— 2 nights
End: Chicago

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
The Magnificent Mile and Millennium Park are good opportunities to explore the local culture. The Art Institute of Chicago and The Field Museum will appeal to museum buffs. Venture out of the city with trips to Whiskey Acres Distilling Co. (in DeKalb), Silver Beach County Park (in Saint Joseph) and Prairie States Winery (in Genoa). There's much more to do: engage your brain at Museum of Science and Industry, tour the pleasant surroundings at Milton Lee Olive Park, look for gifts at Kernel's Gourmet Popcorn & More, and take a stroll through The Loop.

For where to stay, other places to visit, photos, and more tourist information, read Chicago trip maker site .

If you are flying in from United Kingdom, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In April, daytime highs in Chicago are 17°C, while nighttime lows are 5°C. Cap off your sightseeing on the 3rd (Fri) early enough to travel to Dallas.

Things to do in Chicago

Museums Childrens Museums Neighborhoods

Side Trips

Kernel's Gourmet Popcorn & More, Whiskey Acres Distilling Co., Prairie States Winery, Silver Beach County Park
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Silver Beach County Park ©
Silver Beach County Park
Field Museum ©
Field Museum

3
nights
Dallas

Dallas ©
One of the country's most popular shopping destinations, Dallas and its sprawling suburbs include more shopping centers per capita than any other urban center in America.
On the 4th (Sat), contemplate the long history of Fort Worth Stockyards National Historic District and then examine the collection at The Sixth Floor Museum at Dealey Plaza. Get ready for a full day of sightseeing on the next day: take a stroll through Bishop Arts District, look for gifts at Wild Bill's Western Store, then admire the masterpieces at Nasher Sculpture Center, and finally wander the streets of Highland Park Village.

To find reviews, ratings, more things to do, and other tourist information, read our Dallas travel route planner .

Getting from Chicago to Dallas by flight takes about 4.5 hours. Other options: drive; or take a bus. Expect a bit warmer temperatures when traveling from Chicago in May; daily highs in Dallas reach 33°C and lows reach 21°C. Cap off your sightseeing on the 6th (Mon) early enough to travel to Chicago.

Things to do in Dallas

Neighborhoods Museums Historic Sites

Side Trip

Fort Worth Stockyards National Historic District
Highlights from your plan
Bishop Arts District ©
Bishop Arts District
Nasher Sculpture Center ©
Nasher Sculpture Center
Highland Park Village ©
Highland Park Village

2
nights
Chicago

Chicago ©
You'll explore the less-touristy side of things at Chicago Cultural Center and Albanese Candy Factory. Get some cultural insight at Illinois Holocaust Museum & Education Center and Ernest Hemingway Birthplace. See some other sides of Chicago: get curious at Museum of Science and Industry, admire the landmark architecture of Skydeck Chicago - Willis Tower, don't miss a visit to Cloud Gate, and take in the spiritual surroundings of Fourth Presbyterian Church.

To see traveler tips, ratings, maps, and other tourist information, go to the Chicago holiday planner .

You can fly from Dallas to Chicago in 4.5 hours. Other options are to drive; or take a bus. In May, Chicago is little chillier than Dallas - with highs of 25°C and lows of 13°C. Finish your sightseeing early on the 8th (Wed) to allow enough time to travel back home.

Things to do in Chicago

Museums Childrens Museums Shopping

Side Trips

Ernest Hemingway Birthplace, Horseshoe Hammond, Illinois Holocaust Museum & Education Center, Albanese Candy Factory
Highlights from your plan
Museum of Science and Industry ©
Museum of Science and Industry
Field Museum ©
Field Museum
Chicago Cultural Center ©
Chicago Cultural Center

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