Hotels in Chicagomeasured, not claimed
We record what hotels in Chicago actually cost, day after day. A price appears below only when it is genuinely under its own usual level, or under the median of comparable hotels here on the same dates — never under a crossed-out number.
- 3hotels below their usual level
- 1,320hotels we can search here
- €153.33lowest measured, per night
- −59%typical gap here
Dates measured right now: 7 Nov 26 to 26 Jun 27. Average guest rating of these hotels: 9.2/10. Last re-measured less than an hour ago.
What a night costs in Chicago
Measured median across all hotels of each class in Chicago, on the dates we track. Not an average of the deals below — the level they are measured against.
- €4053-star · median per night2 date windows measured
- €6245-star · median per night3 date windows measured
What is underpriced in Chicago right now
Hampton Inn Chicago-Midway Airport3★ · 9/10 · 12 Jun 27 → 26 Jun 27 · 14 nightsSaves 260 EUR a nightUnder the median for 3-star hotels in Chicago€434.06€173.80−60% · per night- Hampton Inn Chicago-Midway Airport3★ · 9/10 · 15 May 27 → 22 May 27 · 7 nightsUnder the median for 3-star hotels in Chicago
€376.28€153.33−59% · per night 
Hilton Vacation Club Hotel Blake Chicago5★ · 9/10 · 13 Mar 27 → 20 Mar 27 · 7 nightsUnder the median for 5-star hotels in Chicago€391.65€159.97−59% · per night
Trump International Hotel & Tower Chicago5★ · 9.4/10 · 7 Nov 26 → 21 Nov 26 · 14 nightsRefurbished in 2024, still priced below its class€623.70€421.80−32% · per night- Trump International Hotel & Tower Chicago5★ · 9.4/10 · 29 May 27 → 5 Jun 27 · 7 nightsRefurbished in 2024, still priced below its class
€756.47€529.83−30% · per night
The crossed-out figure is the measured median for hotels of the same class in Chicago on the same dates — not a number anyone invented. Prices are re-checked live when you search. The deepest gap on this page is −60%; we discard anything beyond −60%, because past that point the hotel’s own star rating is more likely wrong than its price low.
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The offers above are the terms we happen to be measuring. For your own dates we ask the supplier live and compare every hotel there.
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