AI-planned road trip

New York, NY, USA→Chicago, IL, USA

“A 5-day family adventure from New York to Chicago via I-80, lakes, history, and architecture”

5days
1,597 kmDistance
20stops
€1,850Est. cost

Shared by a traveler · city-level only, no dates, private notes stay private

  • ~18h 16m driving
  • Day 1
  • Day 2
  • Day 3
  • Day 4
  • Day 5

Day-by-day itinerary

Day 1

New York → Scranton
236 km2h 58mDepart 08:30
Start
New York, NY, USA
Drive 115 km in ~1h 30min via I-80 W from New York 135 km1h 40m
1
Attraction4.0Bushkill, United States

Bushkill

10:00–12:302h 30m here

River cliffs, trails, and photo viewpoints

Great first hike for kids and photos; use Kittatinny Point lot and bring bug spray in June.
Drive 37 km in ~32 min via I-80 W and PA-611 37 km32m
2
Food4.4Tannersville, United States

Barley Creek Brewing Company

12:55–13:551h here€80

Casual Pocono brewpub with hearty local fare

Easy family lunch after hiking; order burgers or pierogies and use the large surface parking lot.
Drive 65 km in ~50min via I-380 N and I-81 S 62 km40m
3
Attraction4.8Scranton, United States

Steamtown National Historic Site

14:45–16:452h here€30

Railroad history museum with locomotives

Strong history stop with kid-friendly trains; check same-day ranger talks before entering.
Drive 2 km in ~15min through downtown Scranton 2 km6m
4
Overnight4.2Scranton, United States

Hilton Scranton & Conference Center

17:00–18:001h here€165

Central hotel with garage parking

Comfortable city base for family; confirm SUV height for the connected garage before arrival.

Day 2

Scranton → DuBois
341 km3h 43mDepart 08:30
Drive 1 km in ~10min from Hilton Scranton downtown 200 m1m
5
Food4.6Scranton, United States

Northern Light Espresso Bar and Cafe

08:40–09:401h here€45

Independent breakfast cafe downtown

Good quick local breakfast before I-80; grab sandwiches for the drive if kids snack often.
Drive 250 km in ~2h 30min via I-80 W and PA-144 S 212 km2h 14m
6
Attraction4.7Centre Hall, United States

Penn's Cave and Wildlife Park

12:10–15:103h here€110

Boat cave tour and wildlife park

Adventure plus cooling cave tour for June; book the boat tour ahead and fuel nearby first.
Drive 105 km in ~1h 15min via PA-144 N and I-80 W 94 km1h 4m
7
Food4.5Clearfield, United States

Denny's Beer Barrel Pub

16:25–17:251h here€75

Famous casual burger pub

Fun fast-casual local stop for families; split a large burger challenge item to keep it reasonable.
Drive 35 km in ~35min via I-80 W 35 km24m
8
Overnight4.5DuBois, United States

Fairfield by Marriott Inn & Suites DuBois

18:00–19:001h here€155

Reliable hotel near I-80

Easy overnight off I-80 with SUV-friendly lot; refuel tonight before rural morning stretches.

Day 3

DuBois → Cleveland
348 km3h 54mDepart 08:30
Drive 55 km in ~50min via PA-255 N and PA-36 N 64 km45m
9
Activity4.9Leeper, United States

Cook Forest State Park

09:20–11:502h 30m here

Forest hike and tall lookout tower

Short adventure hike with big photo payoff; arrive early for cooler air and easier parking.
Drive 109 km in ~1h 13min via I-80 W 109 km1h 13m
10
Food4.7Mercer, United States

Talbot's Taproom & Terrace

13:35–14:351h here€75

Relaxed local lunch near I-80

Good break before Ohio with kid-friendly plates; choose the terrace if weather is mild.
Drive 115 km in ~1h 10min via I-80 W and I-76 W 126 km1h 19m
11
Attraction4.8Akron, United States

Stan Hywet Hall & Gardens

15:45–18:152h 30m here€75

Historic estate, gardens, and architecture

Blends architecture, history, and gardens; prebook tours and park in the main estate lot.
Drive 50 km in ~38 min via I-77 N 50 km38m
12
Overnight3.8Cleveland, United States

Hilton Garden Inn Cleveland Downtown

19:05–20:051h here€175

Downtown hotel near lakefront attractions

Good base for lakefront evening stroll; use hotel parking rather than tight street spaces for SUV.

Day 4

Cleveland → Fort Wayne
373 km3h 50mDepart 08:30
Drive 2 km in ~10min along E 9th Street 2 km6m
13
Attraction4.6Cleveland, United States

Rock & Roll Hall of Fame

08:40–11:102h 30m here€125

Iconic music museum on Lake Erie

Memorable indoor stop if June storms hit; reserve timed tickets and park at North Coast Harbor.
Drive 5.5 km in ~5 min via Shoreway W 6 km5m
14
Activity4.6Cleveland, United States

Edgewater Beach

11:25–13:252h here

Lake Erie beach and skyline views

Covers beach time and skyline photos; swim only if lifeguards and water conditions allow.
Drive 185 km in ~1h 55min via I-90 W and Ohio Turnpike 175 km1h 43m
15
Food4.6Toledo, United States

The Original Tony Packo's

15:20–16:201h here€70

Classic Toledo hot dogs and local fare

Regional food icon with fast service; try Hungarian hot dogs and pickles before the next leg.
Drive 160 km in ~1h 45min via US-24 W 191 km1h 55m
16
Overnight3.9Fort Wayne, United States

Hilton Garden Inn Fort Wayne

18:05–19:051h here€155

Comfortable hotel with easy parking

Practical overnight with wider surface parking; top off fuel for tomorrow’s Indiana Toll Road drive.

Day 5

Fort Wayne → Chicago
299 km3h 51mDepart 08:30
Drive 17 km in ~16 min via Jefferson Boulevard 17 km16m
17
Attraction4.7Fort Wayne, United States

Fort Wayne Zoo

08:50–11:202h 30m here€95

Highly rated family zoo

Excellent kid-focused morning before driving; arrive at opening for active animals and cooler paths.
Drive 70 km in ~1h 15min via US-30 W 61 km49m
18
Food4.8Winona Lake, United States

Village At Winona

12:35–14:051h 30m here€75

Lakeside shops and casual dining area

Relaxing lake lunch and stroll for couples and kids; park once and choose Boathouse or Light Rail Cafe.
Drive 145 km in ~1h 50min via US-30 W and I-94 W 135 km1h 38m
19
Attraction4.6Porter, United States

Indiana Dunes National Park

15:55–18:553h here€25

Lake Michigan dunes, beach, and trails

Best beach and photo stop before Chicago; use West Beach lot and rinse sand before the SUV ride.
Drive 80 km in ~1h 20min via I-94 W into Chicago traffic 85 km1h 3m
20
Food4.4Chicago, United States

Portillo's & Barnelli's Chicago

20:15–21:001h here€75

Classic Chicago hot dogs and Italian beef

Fast local classic to finish the trip; order Italian beef dipped and use a nearby garage for the SUV.
Finish
Chicago, IL, USA

Before you go

Local tips

  • 1Book Penn's Cave boat tour and Rock & Roll Hall of Fame timed tickets before departure.
  • 2Refuel in Scranton, DuBois, and Fort Wayne to avoid paying more at isolated toll-road plazas.
  • 3Use official lots at Edgewater, Stan Hywet, and Indiana Dunes; they fit an SUV better than tight street parking.
  • 4Start outdoor hikes before noon; June humidity and afternoon thunderstorms are common along this route.
  • 5At Indiana Dunes, arrive after late-afternoon turnover for easier beach parking and softer photo light.

Good to know

  • 1I-80 in Pennsylvania and the Ohio Turnpike have toll segments; carry a compatible E-ZPass or expect bill-by-plate fees.
  • 2June thunderstorms can close beaches or delay cave and zoo activities; keep indoor backups in Cleveland and Fort Wayne.
  • 3Lake Erie and Lake Michigan swimming depends on lifeguards, rip currents, and water quality advisories.
  • 4Watch for deer on forest roads near Cook Forest around dawn and dusk.
  • 5Chicago downtown garages may have height limits; confirm clearance for the SUV before entering.

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