How much does a 5-night trip to Chicago cost?

About $2,776 for 2 adults at a typical level ($2,182 to $3,744), checked Oct 12.

How much does a 7-night trip to Chicago cost?

About $3,731 for 2 adults at a typical level ($2,920 to $5,066), checked Oct 12.

How much is a hotel in Chicago?

A typical well-reviewed hotel is about $325 a night for 2 adults with taxes and fees; cheaper ones start around $186. Checked Oct 12.

How much does a trip to Chicago cost?

A 3-night Chicago trip for 2 adults costs about $1,820 ($1,443 on a tight budget, $2,422 in comfort), with round-trip flights from Atlanta. Prices checked Oct 12.

Trip cost by length

For 2 adults sharing a room. hotel prices checked Oct 12, 2026, 9:18 PM EDT

Stay	Stretch	Balanced	Comfort
3 nights	$1,443$722 each	$1,820$910 each	$2,422$1,211 each
5 nights	$2,182$1,091 each	$2,776$1,388 each	$3,744$1,872 each
7 nights	$2,920$1,460 each	$3,731$1,866 each	$5,066$2,533 each

Flights: the cheapest recent round trip we found from the US cities we check (Atlanta, $117 per person). Stretch, Balanced and Comfort are the same styles our trip plans use.

Where the money goes

A Balanced 3-night trip for 2, 4 days of meals and getting around.

Hotel

$325 a night, a typical well-reviewed hotel, with taxes and fees.

$974

Flights

$117 round trip per person from Atlanta.

$234

Meals

$69 a day per person. 75% of the federal meals & incidentals rate ($92/day).

$552

Getting around

$7.50 a day per person on public transit. Taxis and rideshares not included.

$60

Total

$1,820

Is my budget enough for Chicago?

$1,000 is tight for 2: even 3 nights at the Stretch level is about $1,443. Plan it ›
$1,500 covers 3 nights at the Stretch level for 2 (about $1,443). Plan it ›
$2,000 covers 3 nights at the Balanced level for 2 (about $1,820). Plan it ›
$3,000 covers 7 nights at the Stretch level for 2 (about $2,920). Plan it ›
$5,000 covers 7 nights at the Balanced level for 2 (about $3,731). Plan it ›

A hotel at the typical price

Hyatt Place Chicago Midway Airport

$196 a night

For 2 adults, Nov 13 – 15, with taxes and fees.

See rooms Compare Chicago hotels on Trivago More hotels and fares

How we worked this out

Hotels: live rates for 2 adults, Nov 13 – 15, with taxes and fees (LiteAPI live rates, all-in (incl. fees paid at the hotel as one seller reports them), 2 adults). Stretch is a cheaper well-reviewed room (rated 7.5+), Balanced the typical one, Comfort the best-rated 4★ hotel. Weekend rates; weeknights are often lower.
Flights: the cheapest recent round trip we’ve seen from New York, Los Angeles, Chicago, Dallas or Atlanta. From your city it can be more or less.
Meals and getting around: per person per day, for nights + 1 days, the same way our plans count them. Meals: US GSA per diem FY2027, Chicago, IL.
Not included: activities, entry tickets, travel insurance, and anything we name as missing above.

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