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30 posts tagged with chicago and roadtrip. (View popular tags)
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Fun stops between Chicago and Detroit

We'll be flying to Chicago, spending a day or two there, then driving to Detroit. What are some fun, interesting, or picturesque stops between the two cities?
posted by exhilaration on Jun 26, 2014 - 14 answers

Road Trip in a Hurry

My friend and I are planning a one-way road trip from Denver, CO to Rochester, NY this June. The catch? We would like to complete it in around 7 days. I'm looking for your insight on how to make the most of the cities along our route in a limited amount of time (probably about 5 hours of exploring), suggestions for a better route, or general road trip advice. [more inside]
posted by i_am_a_fiesta on Apr 30, 2013 - 10 answers

Best stops between Montreal and Chicago?

Where to stop and sleep on a road trip between Montreal and Chicago? [more inside]
posted by gillianr on Sep 25, 2012 - 4 answers

I-80 road food?

Driving from Sacramento to Chicago along I-80. Any must-stop restaurants along the route (breakfast/lunch/dinner), without too much of a detour? [more inside]
posted by mudpuppie on Jun 27, 2012 - 12 answers

"Actually, it's pronounced "mill-e-wah-que" which is Algonquin for "the good land." "I was not aware of that."

Road trip: what should we check out in Wisconsin and Minnesota? [more inside]
posted by Beardman on Jun 15, 2012 - 38 answers

Help me plan a road trip with kids.

Road trip! My wife and I are taking our two kids on our first real road trip, from the mid-Atlantic to the Midwest. I’d like advice on routes, activities, and must-see stops along the way. Lots of details and specific questions after the jump. [more inside]
posted by cheapskatebay on May 14, 2012 - 13 answers

What are the best vacation destinations within driving distance from Chicago?

What are the best vacation destinations within driving distance from Chicago? [more inside]
posted by Angel de Lune on Apr 8, 2012 - 32 answers

Attractions between Cleveland and Milwaukee?

Driving between Cleveland and Milwaukee with a day to spare; any ideas about interesting things to see? Not that interested in Cedar Point. Leaving the Rock & Roll Hall of Fame to go to Alpine Valley Music Theater for Pearl Jam's 20 Anniversary concert, if that context will help. Like national parks along with man made attractions.
posted by jwmelvin on Aug 6, 2011 - 5 answers

What should I see between Chicago and Toronto?

I'm going on a road trip next weekend from Chicago to Toronto. What cool things should see on the way there/back?
posted by Carillon on May 22, 2011 - 8 answers

Traveling from NYC to Chicago via Memphis - Suggestions? Warnings?

Traveling from New York to Chicago for a wedding and taking a major detour... [more inside]
posted by lieberschnitzel on Feb 20, 2011 - 7 answers

Where to stop on a Chicago to SF road trip.

A friend and I are taking a road trip from Chicago to San Francisco. We'll be staying on I-80 for the most part. Do you have any suggestions on places we should check out or places we should stay away from? [more inside]
posted by simplethings on Sep 16, 2010 - 21 answers

NYC - Seattle: how?

What's the best way to get from New York to Seattle without losing too much money (or my life) and possibly getting a great experience too? [more inside]
posted by divabat on Jul 29, 2010 - 15 answers

If you were an unsupervised 18 year old dude, what would you want to do in Chicago? Other than that?

[Chicago Filter] My just-turned-18-about-to-go-to-college cousin from Florida is taking a road trip with two of his buddies across the country, and will be visiting me here in Chicago for about 24 hours on (probably) August 3 and 4th. Where should I take them so as to cement my place as the cool one in the family? [more inside]
posted by phunniemee on Jul 17, 2010 - 14 answers

Road trip ideas?

I need all of you clever, fun mefites to help me figure out were to go on my road trip from Chicago... [more inside]
posted by muxnaw on Jul 1, 2010 - 11 answers

Is taking a roadtrip through the midwest over a couple weeks during the winter (around the holidays) a horrible idea?

Is taking a roadtrip through the midwest over a couple weeks during the winter (around the holidays) a horrible idea? Tentative idea is Detroit to Tulsa via a bunch of stops to see things/cities/people. Tentative route - Detroit to Fargo via I-94 (via Chicago, Milwaukee, St Paul), Fargo to Kansas City via I-29 (via S. Dakota, Iowa and Nebraska) and then down to Tulsa. [more inside]
posted by emily37 on Jun 23, 2010 - 12 answers

Trip to Chicago: Super happy fun time!

What month is better to visit Chicago this summer? June or July? Chicago-ans help me out. [more inside]
posted by lizarrd on Apr 28, 2010 - 25 answers

Roadtrip! Only in a responsible parent sort of way.

We are traveling from Chicago to Columbus, OH next week and to keep things interesting we'll have our 15-month-old in the back seat. I'm wondering if people who have made this drive have advice in terms of routing, avoiding traffic tie-ups and stopping points. [more inside]
posted by Morydd on Sep 4, 2009 - 6 answers

"The great affair is to move."

In September I'm flying to Chicago to meet some friends. We'll be driving a van from Chicago to New York. What are some interesting things to do along the way? Is there anything especially weird that we should stop to see? [more inside]
posted by anoirmarie on Jul 23, 2009 - 9 answers

vroom, vroom

RoadtripFilter: Where's a cool place to stop for a night between Chicago and Syracuse? [more inside]
posted by mustcatchmooseandsquirrel on Jun 8, 2009 - 7 answers

Interesting stops between Chicago and Dallas (via Memphis)?

Quick, interesting stops between Chicago and Dallas (via Memphis) along I57, I55, I30? Quirky, tasty, fun, and beautiful are all invited. [more inside]
posted by brandsilence on Apr 9, 2009 - 10 answers

Roadtrip from Chicago to Houston: How and what?

Chicago to Houston in one week, two lovely gals, one Camry: We're taking a road trip the week before July 4, starting in Chicago and ending in Houston. Any route tips? Things to see? Do? Quirky free attractions to see along the way? [more inside]
posted by melodykramer on May 7, 2008 - 16 answers

Road trippin' out of Chicago?

Road Trip filter: My girlfriend and I live in Chicago, and we want to take a road trip somewhere for the long weekend. [more inside]
posted by AceRock on Aug 28, 2007 - 28 answers

How to ferry the bachelor in style?

What amusing rigors can we put the bachelor through as we drive from Chicago to northern Wisconsin? [more inside]
posted by asuprenant on Aug 10, 2007 - 9 answers

Chicago in a day

What are some fast and fun things to do in Chicago? [more inside]
posted by BradNelson on Jul 5, 2007 - 19 answers

Interesting things to do in Des Moines

Going on an impromptu road trip to Des Moines. What do we do once we get there? [more inside]
posted by sugarfish on May 17, 2007 - 13 answers

car rental dollar hertz roadtrip chicago

chicagofilter: renting a car - from a dealer (or: where can I find a decently priced mileage-free rental for a roadtrip) ? [more inside]
posted by krautland on Feb 20, 2007 - 9 answers

It's East of Here, Right?

Starting point: Chicago. Destination: Niagara Falls. Transportation: Honda Civic. Question: Am I nuts? [more inside]
posted by Terminal Verbosity on Jul 24, 2006 - 21 answers

Uncommon Midwest road trips?

The SO and I live in Chicago and have taken several road trips over the years. We're up for more, the problem is, we seem to have tapped out all the obvious choices. [more inside]
posted by CMichaelCook on Apr 25, 2006 - 31 answers

Where to go in Chicago, Madison, Milwaukee (or in between)?

Chicago-Madison-Milwaukee Bachelor Party Roadtrip ideas... [more inside]
posted by Frank Grimes on Mar 5, 2006 - 17 answers

Road Trip

I'm getting married in October, and our honeymoon is a long leisurely drive up to Massachusetts. We know we'll be stopping at Niagara Falls for one night, but are there any other places we should stop and see, weird roadside attractions, etc? We've already been to the Rock and Roll Hall of Fame in Cleveland...any roads less traveled to consider?
posted by agregoli on Mar 29, 2005 - 33 answers

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