United States

A week in Chicago

Seven days in Chicago without seven days of sightseeing. The plan slows down in the middle, which is what a week is for.

  • 6 nights
  • Couple
  • Balanced pace
  • Mid-range budget
Plan your own Chicago trip

Every place here was checked on 2026-10-27 or later, and each one says where it came from.

The plan, day by day

7 days

Day 1

Arrival day

8 of 24 hours planned

  1. 09:30

    You arrive

  2. 13:0014:00

    Miller’s Pub

    Suggested because you chose food

    • 1h
    • Meal

    South Wabash Avenue 134, 60603 Chicago

    Opening hours: Mon–Sun 11:00–02:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  3. 14:3017:00

    Museum of Broadcast Communications

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    museum

    West Randolph Street 440, 60606 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata

  4. 17:00

    2h open

    17:00 – 19:00

    Nothing planned here. That was on purpose.

  5. 19:0020:30

    Emerald Loop

    Suggested because you chose food

    • 1h 30m
    • Meal

    North Wabash Avenue 216, 60601 Chicago

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  6. 20:3023:00

    Studebaker Theater

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    building in Chicago, Illinois, United States

    South Michigan Avenue 410, 60605 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

Day 2

14 of 24 hours planned

  1. 08:0008:45

    Cafe Jumping Bean

    Picked because you chose food + balanced energy

    • 45m
    • Meal

    West 18th Street 1439, 60608 Chicago

    Opening hours: Mon–Sat 06:00–19:00 · Sun 06:30–19:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Museum of Contemporary Photography

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    museum in Chicago, Illinois

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Eleven City Diner

    Suggested because you chose food

    • 1h
    • Meal

    South Wabash Avenue 1112, 60605 Chicago

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  6. 14:3017:00

    Field Museum of Natural History

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    natural history museum in Chicago, Illinois, United States

    South Lake Shore Drive 1400, 60605 Chicago

    Opening hours: Mon–Sun 09:00–17:00

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  7. 17:0019:30

    Hull House

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    settlement house in Chicago, Illinois, United States

    South Halsted Street 800, 60607 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  8. 19:3021:00

    Girl & The Goat

    Suggested because you chose food

    • 1h 30m
    • Meal

    West Randolph Street 809, 60607 Chicago

    Opening hours: Mon–Thu 16:30–23:00 · Fri–Sat 16:30–00:00 · Sun 16:30–23:00

    Show on map

    Sources: OpenStreetMap

  9. 21:0022:30

    Elephant & Castle

    Picked because you chose local experiences + balanced energy

    • 1h 30m
    • Local experiences

    West Adams Street 111, 60603 Chicago

    Show on map

    Sources: OpenStreetMap · Wikivoyage

Day 3

12 of 24 hours planned

  1. 08:0008:45

    Kopi Cafe

    Suggested because you chose food

    • 45m
    • Meal

    North Clark Street 5317, 60640 Chicago

    Opening hours: Mon–Thu 10:00–19:00 · Fri–Sat 10:00–20:00 · Sun 10:00–19:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Leather Archives and Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    archives and museum of the Leather subculture

    North Greenview Avenue 6418, 60626 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Nigerian Kitchen

    Suggested because it fits a mid-range budget

    • 1h
    • Meal

    North Broadway 4447, 60640 Chicago

    Opening hours: Mon–Sat 11:00–22:00 · Sun 12:00–20:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  6. 14:3016:00

    Horner Park

    Picked because you chose local experiences + balanced energy

    • 1h 30m
    • Family activities

    park in Cook County, Illinois, United States of America

    West Montrose Avenue 2741, 60618 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  7. 16:3018:00

    Aragon Ballroom

    Picked because you chose culture & museums and local experiences + balanced energy

    • 1h 30m
    • Culture & museums

    ballroom in Chicago, Illinois

    West Lawrence Avenue 1106, 60640 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  8. 18:00

    1h open

    18:00 – 19:00

    Nothing planned here. That was on purpose.

  9. 19:0020:30

    Silver Seafood

    Suggested because you chose food

    • 1h 30m
    • Meal

    North Broadway 4829, 60640 Chicago

    Opening hours: Mon–Tue 11:00–22:00 · Wed closed · Thu–Sun 11:00–22:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  10. 20:3022:00

    Juneway Terrace Park

    Picked because you chose local experiences + balanced energy

    • 1h 30m
    • Beach

    park in Chicago, Illinois

    North Eastlake Terrace 7751, 60626 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

Day 4

15 of 24 hours planned

  1. 08:0008:45

    Fei Da Bakery

    Picked because you chose food + balanced energy

    • 45m
    • Meal

    South Wentworth Avenue 2228, 60616 Chicago

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Art Institute of Chicago

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    art museum and school in Chicago, United States

    South Michigan Avenue 111, 60603 Chicago

    Opening hours: Mon 11:00–17:00 · Tue–Wed closed · Thu 11:00–20:00 · Fri–Sun 11:00–17:00

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Frontera Grill

    Suggested because you chose food

    • 1h
    • Meal

    restaurant in Chicago, Illinois, USA

    North Clark Street 445, 60654 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  6. 14:3017:00

    Nederlander Theatre

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    theater in Chicago, Illinois

    West Randolph Street 24, 60601 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  7. 17:0019:30

    John J. Glessner House

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    historic house museum in Chicago, Illinois

    South Indiana Avenue 1600, 60616 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  8. 19:3021:00

    The Publican

    Suggested because you chose food

    • 1h 30m
    • Meal

    West Fulton Market 837, 60607 Chicago

    Show on map

    Sources: OpenStreetMap

  9. 21:0023:30

    Auditorium Theatre

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    theater and music venue inside the Auditorium Building in Chicago, Illinois, United States

    East Ida B. Wells Drive 50, 60605 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

Day 5

12 of 24 hours planned

  1. 08:0008:45

    Black Dog Gelato

    Picked because you chose food + balanced energy

    • 45m
    • Meal

    North Damen Avenue 859, 60622-4907 Chicago

    Opening hours: Mon–Sun 14:00–22:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  2. 08:45

    4h 15m open

    08:45 – 13:00

    A morning to yourselves

  3. 13:0014:00

    Smyth

    Suggested because you chose food

    • 1h
    • Meal

    Smyth is a restaurant located in Chicago, currently the only one holding three Michelin stars. Smyth is located on the second floor above a bar called The Loyalist also operated by Smyth's owners.

    North Ada Street 177, 60607 Chicago

    Opening hours: Mon closed · Tue–Sat 17:00–22:00 · Sun closed

    Show on map

    Sources: OpenStreetMap

  4. 14:3017:00

    Chicago Architecture Center

    Picked because you chose culture & museums and local experiences + balanced energy

    • 2h 30m
    • Culture & museums

    nonprofit cultural organization based in Chicago, Illinois, United States

    East Wacker Drive 111, 60601 Chicago

    Opening hours: Mon–Tue 10:00–17:00 · Wed–Sat 10:00–19:00 · Sun 10:00–17:00

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  5. 17:0019:30

    Garfield Park Conservatory

    Picked because you chose local experiences + balanced energy

    • 2h 30m
    • Local experiences

    greenhouse conservatory in Chicago, US

    North Central Park Avenue 300, 60624 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  6. 19:3021:00

    Kasama

    Suggested because it fits a mid-range budget

    • 1h 30m
    • Meal

    Kasama is a Filipino restaurant in Chicago, Illinois. The restaurant has received two Michelin stars, making it the world's first Filipino restaurant to earn one.

    North Winchester Avenue 1001, 60622 Chicago

    Show on map

    Sources: OpenStreetMap

  7. 21:0023:30

    Steppenwolf Theatre Company

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    theater and theater company in Chicago, Illinois, United States

    North Halsted Street 1650, 60614 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

Day 6

13 of 24 hours planned

  1. 08:0008:45

    Alliance Bakery

    Picked because you chose food + balanced energy

    • 45m
    • Meal

    West Division Street 1736, 60622 Chicago

    Opening hours: Mon–Sat 06:00–21:00 · Sun 07:00–21:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    National Hellenic Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    Museum about Greek-American heritage in Chicago, Illinois

    South Halsted Street 333, 60661 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Boka

    Suggested because it fits a mid-range budget

    • 1h
    • Meal

    restaurant in the United States

    North Halsted Street 1729, 60614 Chicago

    Opening hours: Mon–Thu 17:00–22:00 · Fri–Sat 17:00–23:00 · Sun 17:00–22:00

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  6. 14:3017:00

    Chicago History Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    museum in Chicago, United States

    North Clark Street 1601, 60614 Chicago

    Opening hours: Mon closed · Tue–Sat 09:45–16:30 · Sun closed

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  7. 17:0019:30

    Biograph Theater

    Picked because you chose culture & museums and local experiences + balanced energy

    • 2h 30m
    • Culture & museums

    theater and former movie theater in Chicago, Illinois, United States

    North Lincoln Avenue 2433, 60614 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  8. 19:3021:00

    Big Star

    Suggested because it fits a mid-range budget

    • 1h 30m
    • Meal

    North Damen Avenue 1531, 60622 Chicago

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  9. 21:0021:45

    Cloud Gate

    Picked because you chose culture & museums + balanced energy

    • 45m
    • Culture & museums

    public art sculpture in Chicago, Illinois, United States

    201 E Randolph St, 60602 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata

Day 7

Departure day

5 of 24 hours planned

  1. 08:0008:45

    Letizia's Natural Bakery

    Picked because you chose food + balanced energy

    • 45m
    • Meal

    West Division Street 2144, 60622 Chicago

    Opening hours: Mon–Tue 07:00–15:00 · Wed–Sun 07:00–17:00

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Driehaus Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    decorative arts museum in Illinois, United States

    East Erie Street 50, 60611 Chicago

    Show on map

    Sources: OpenStreetMap · Wikidata · Wikivoyage

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Sultan's Market

    Suggested because it fits a mid-range budget

    • 1h
    • Meal

    West North Avenue 2057, 60647 Chicago

    Show on map

    Sources: OpenStreetMap · Wikivoyage

  6. 14:30

    You leave

Sources

  • Wikidata
  • © OpenStreetMap contributors