Your itinerary

5 days in Chicago area

Wed, Nov 4 – Sun, Nov 8 · 2 travelers · comfort

New trip

Estimated total

$1,692

Stays$600

Food$600

Tickets$480

Travel$12

≈ $846 per person

1
Wed, Nov 4
Chicago area
$351
- 09:091
  Grant Park
  park
  until 10:24FreeOpen 06:00–23:00 9 min
- 10:372
  Millennium Park
  park
  until 11:52FreeOpen 06:00–23:00 13 min
  Lunch at IllyItalian coffea company
- 13:023
  Chess Studio
  museum
  until 15:02~$20/person 10 min
- 15:184
  Griffin Museum of Science and Industry
  museum
  until 17:18~$20/personOpen 00:00–23:59 16 min
Sunset 4:41 PM· golden hour at57th Street Beach
Dinner atManny’s Cafeteria and Delicatessen(Sandwich restaurant)
Stay near Chicago · ~$150Booking.com Airbnb
2
Thu, Nov 5
Chicago area
$350
- 09:081
  Begin Route 66
  attraction
  until 10:38Free 8 min
- 11:002
  The Art Institute of Chicago
  museum
  until 13:00~$20/personOpen 11:00–20:00 5 min
  Lunch at IllyItalian coffea company
- 14:093
  Buckingham Fountain
  attraction
  until 15:39Free 9 min
- 15:474
  Museum of Contemporary Art
  museum
  until 17:47~$20/person 8 min
Sunset 4:40 PM· golden hour atOak Street Beach
Dinner atArgo Tea(chain of tea cafes in Chicago, US)
Stay near Chicago · ~$150Booking.com Airbnb
3
Fri, Nov 6
Chicago area
$351
- 09:131
  Burnham Park
  park
  until 10:28FreeOpen 06:00–23:00 13 min
- 10:392
  U-505 Submarine
  attraction
  until 12:09Free 11 min
  Lunch at Manny’s Cafeteria and DelicatessenSandwich restaurant
- 13:223
  Obama Presidential Center Museum
  museum
  until 15:22~$20/personOpen 11:00–17:00 13 min
- 15:284
  Institute for the Study of Ancient Cultures Museum
  museum
  until 17:28~$20/person 6 min
Sunset 4:38 PM· golden hour at57th Street Beach
Dinner atIlly(Italian coffea company)
Stay near Chicago · ~$150Booking.com Airbnb
4
Sat, Nov 7
Chicago area
$358
- 09:311
  Bataan Park
  park
  until 10:46Free 31 min
- 11:202
  Morton Arboretum
  park
  until 12:35Free 34 min
  Lunch at SuparossaItalian restaurant
- 13:523
  First Infantry Division Museum
  museum
  until 15:52~$20/person 17 min
- 16:144
  The Viking Ship
  museum
  until 18:14~$20/person 22 min
Sunset 4:37 PM· golden hour atBainbridge Greens Park
Dinner atShaw‘s Crab House(Seafood restaurant)
Stay near Chicago · ~$150Booking.com Airbnb
5
Sun, Nov 8
Chicago area
$282
- 09:071
  Shedd Aquarium
  attraction
  until 10:37~$35/person 7 min
- 10:462
  Jane Addams Hull-House Museum
  museum
  until 12:46~$20/person 9 min
  Lunch at Manny’s Cafeteria and DelicatessenSandwich restaurant
- 13:593
  Lincoln Park Zoo
  attraction
  until 15:29~$25/personOpen 10:00–16:30 13 min
- 15:374
  Lincoln (Abraham) Park
  park
  until 16:52FreeOpen 06:00–23:00 8 min
Sunset 4:36 PM· golden hour atOak Street Beach
Dinner atIlly(Italian coffea company)

Day 1 Day 2 Day 3 Day 4 Day 5

Where the money goes

$1,692

$846 per person · $338 per day

Stays: $600 35%
Food: $600 35%
Tickets: $480 28%
Travel: $12 1%

Cost per day

$358

D1D2D3D4D5

Split costs$846 each

Stays$600paid by
Food$600paid by
Tickets$480paid by
Travel$12paid by

Settle up

Friend 1$234You

Get ready

Book your stays (4 nights)
Reserve a rental car (if you need one)
Share the plan with your group and vote on stops
Buy tickets: Chess Studio, Griffin Museum of Science and Industry, The Art Institute of Chicago +8 more
Check the forecast and adjust rainy days
Download offline maps for your route

How's this plan?

Drag, swap or remove stops; times and costs update instantly. Estimates assume one room per 2 guests, typical nightly rates for your budget level, entry fees only where entry is paid, and gas or transit fares. No flights or car rental. Bookings open on partner sites; we never take payment.