14 days in Mexico & Chicago Itinerary

14 days in Mexico & Chicago Itinerary

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Plan created by another user. Make it yours

Route & dates

1
Cancun, Mexico
— Few hours
2
Playa del Carmen, Mexico
— 4 nights
3
Tulum, Mexico
— 4 nights
4
Cancun, Mexico
— Few hours
5
Chicago, United States
— 5 nights

few
hours
Cancun, Mexico

Cancun
Few destinations in Mexico dazzle visitors quite like Cancun, a modern resort town filled with glitzy hotels sitting on picturesque and well-developed Caribbean beaches.
For other places to visit, traveler tips, where to stay, and more tourist information, use the Cancun trip planner.

Kansas City, USA to Cancun is an approximately 8-hour flight. You can also drive; or take a bus. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Kansas City in December, things will get much hotter in Cancun: highs are around °F and lows about °F. On the 20th (Thu), you're off to Playa del Carmen.

Things to do in Cancun

Tours Outdoors Wildlife

4
nights
Playa del Carmen, Mexico

Playa del Carmen ©
The tourist hub of the popular Mayan Riviera, upscale Playa del Carmen remains the jewel of Mexico's Caribbean coastline.
Playa del Carmen is known for theme parks, wildlife, and adventure. Your plan includes some of its best attractions: tour the pleasant surroundings at Parque Los Fundadores.

To see more things to do, where to stay, reviews, and more tourist information, use the Playa del Carmen travel planner.

Traveling by car from Cancun to Playa del Carmen takes an hour. Alternatively, you can take a bus. In December, daily temperatures in Playa del Carmen can reach °F, while at night they dip to °F. You will have some time to spend on the 24th (Mon) before leaving for Tulum.

Things to do in Playa del Carmen

Parks Outdoors Beaches
Highlights from your plan
Parque Los Fundadores ©
Parque Los Fundadores

4
nights
Tulum, Mexico

Tulum ©
The only Mayan site built to overlook the ocean, Tulum remains a coastal paradise preserving the last vestiges of a pre-Hispanic civilization.
Your day-by-day itinerary now includes Tulum Archaeological Site, Batey Mojito & Guarapo Bar and Sian Ka'an Biosphere Reserve. Change things up with a short trip to Cobá Zona Arqueológica Cobá in Coba (about 48 minutes away).

To find photos, reviews, other places to visit, and other tourist information, refer to the Tulum itinerary builder app.

Getting from Playa del Carmen to Tulum by car takes about an hour. Other options: take a bus. Expect a daytime high around °F in December, and nighttime lows around °F. Wrap up your sightseeing by early afternoon on the 28th (Fri) to allow enough time to drive to Cancun.

Things to do in Tulum

Historic Sites Wildlife Parks

Side Trips

Sian Ka'an Biosphere Reserve, Cobá Zona Arqueológica Cobá
Highlights from your plan
Cobá Zona Arqueológica Cobá ©
Cobá Zona Arqueológica Cobá
Tulum Archaeological Site ©
Tulum Archaeological Site
Sian Ka'an Biosphere Reserve ©
Sian Ka'an Biosphere Reserve

few
hours
Cancun, Mexico

Cancun
To see ratings, other places to visit, photos, and more tourist information, read our Cancun holiday maker website.

Traveling by car from Tulum to Cancun takes 2 hours. Alternatively, you can take a shuttle; or take a bus. On the 28th (Fri), you'll travel to Chicago.

Things to do in Cancun

Tours Outdoors Wildlife

5
nights
Chicago, United States

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do some cultural sightseeing at The Art Institute of Chicago and Prairie States Winery. Explore hidden gems such as Carpenter Creek Cellars and Greenbush Brewing Company. Get out of town with these interesting Chicago side-trips: Silver Beach County Park (in Saint Joseph), August Hill Winery & Illinois Sparkling Co. Tasting Room (in Utica) and John Deere Historic Site (in Grand Detour). Next up on the itinerary: wander the streets of The Magnificent Mile, do a tasting at St. Julian Winery & Distillery, try to win big at Horseshoe Hammond, and steep yourself in history at St. Charles History Museum and The Curious Fox Gift.

To find other places to visit, traveler tips, maps, and tourist information, use the Chicago trip website.

Fly from Cancun to Chicago in 7 hours. Alternatively, you can drive; or do a combination of bus and train. The time zone difference when traveling from Cancun to Chicago is minus 1 hour. Traveling from Cancun in December, expect Chicago to be colder, temps between °F and °F. Wrap up your sightseeing on the 2nd (Wed) to allow time to travel back home.

Things to do in Chicago

Wineries Shopping Neighborhoods

Side Trips

Greenbush Brewing Company, Carpenter Creek Cellars, Prairie States Winery, Butler Winery, St. Charles History Museum and The Curious Fox Gift
Highlights from your plan
Carpenter Creek Cellars ©
Carpenter Creek Cellars
Silver Beach County Park ©
Silver Beach County Park
John Deere Historic Site ©
John Deere Historic Site

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