Points Hotels in Chicago: Award & Free Night Certificate Guide
Explore 245 points-bookable hotels in Chicago (Illinois, United States) across 8 loyalty programs. Standard award rates in our dataset span from 7,500 to 97,000 points per night (median 28,000 pts), with 213 properties qualifying for credit card Free Night Certificates.
Chicago Points Hotels by Loyalty Program
Calculated from 245 properties in Chicago in the AwardTrail dataset.
| Loyalty Program | Hotels | Std. Points Range | FNC Eligible | Program Guide |
|---|---|---|---|---|
Marriott Bonvoy The Ritz-Carlton, St. Regis, The Luxury Collection | 129 | 15,000 – 96,000Median: 28,000 pts/night | 129 properties | Marriott Guide |
Hilton Honors Waldorf Astoria, Curio Collection, Hilton Hotels & Resorts | 43 | 37,000 – 97,000Median: 60,000 pts/night | 43 properties | Hilton Guide |
World of Hyatt Park Hyatt, The Unbound Collection, Hyatt Place | 27 | 8,000 – 40,000Median: 15,000 pts/night | 24 properties | Hyatt Guide |
Wyndham Rewards Club Wyndham, Dolce Hotels & Resorts, Ramada | 13 | 7,500 – 15,000Median: 15,000 pts/night | 7 properties | Wyndham Guide |
IHG One Rewards Crowne Plaza, Staybridge Suites, Holiday Inn | 12 | 22,000 – 75,000Median: 25,500 pts/night | 10 properties | IHG Guide |
Choice Privileges Radisson Blu, Preferred Hotels & Resorts, Comfort Inn | 9 | 8,000 – 55,000Median: 20,000 pts/night | 0 | Choice Guide |
Sonesta Travel Pass Sonesta Select, Classico Collection, The Royal Sonesta | 9 | 15,000 – 40,000Median: 30,000 pts/night | 0 | Sonesta Guide |
Best Western Rewards Best Western, Best Western Plus | 3 | 16,000 – 20,000Median: 16,000 pts/night | 0 | Best Western Guide |
Free Night Certificates in Chicago
Properties matching credit card certificate thresholds in our dataset.
Bookable with Marriott 85k FNC (Brilliant / Ritz-Carlton card) + up to 15,000 points top-off.
Bookable with Marriott 50k FNC (Bountiful / Bevy / Ritz-Carlton / 75-night choice) + up to 15,000 points top-off.
Bookable with Marriott 35k FNC (Boundless / Amex Business) + up to 15,000 points top-off.
Eligible for Hilton Honors Free Night Reward on standard rooms (Hilton Aspire, Surpass $15k spend).
Eligible for World of Hyatt Category 1–7 Free Night Award (60-night Globalist Milestone).
Eligible for World of Hyatt Category 1–4 Free Night Award (Chase Hyatt Card anniversary, 30-night Milestone, Brand Explorer).
Eligible for IHG Premier Anniversary 40,000-point Free Night (supports point top-off on most properties).
Costs 7,500–15,000 points per night (10% discount with Wyndham Earner cards).
Filter & Sort All 245 Points Hotels in Chicago
Filter by loyalty program, Free Night Certificate type, or maximum standard points per night.
| Hotel Name & Brand | Loyalty Program | Category / Tier | Points / Night (Off-Peak • Std • Peak) | Est. Cash & Value | FNC Eligible | Links |
|---|---|---|---|---|---|---|
Park Hyatt Chicago Park Hyatt•Luxury 800 N Michigan Ave, Chicago, IL 60611 | Hyatt | Category 6 | 25,000 pts std 17,500 off-peak • 45,000 peak | 680/nt est. 2.72¢/pt | Cat 1–7 FNC | |
Hyatt Place Chicago / Wicker Park Park Hyatt•Luxury 1551 West North Avenue, Chicago, IL, United States | Hyatt | Category 8 | 40,000 pts std 35,000 off-peak • 45,000 peak | 1050/nt est. 2.63¢/pt | Points only | |
Chicago Athletic Association (Unbound Collection) The Unbound Collection•Boutique 12 S Michigan Ave, Chicago, IL 60603 | Hyatt | Category 4 | 15,000 pts std 7,500 off-peak • 25,000 peak | 390/nt est. 2.60¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Club Wyndham Chicago Club Wyndham•Extended Stay / Villa Chicago, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 30,000 peak | 370/nt est. 2.47¢/pt | Wyndham ≤15k | |
Dolce by Wyndham Chicago Dolce Hotels & Resorts•Resort Chicago, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 370/nt est. 2.47¢/pt | Wyndham ≤15k | |
Hyatt Place Chicago/Downtown - The Loop Hyatt Place•City / Urban 29 North Franklin Street, Chicago, IL, United States | Hyatt | Category 2 | 8,000 pts std 6,500 off-peak • 9,500 peak | 195/nt est. 2.44¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Place Chicago - Medical / University District Hyatt Place•City / Urban 1835 West Harrison Street, Chicago, IL, United States | Hyatt | Category 2 | 8,000 pts std 6,500 off-peak • 9,500 peak | 195/nt est. 2.44¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Place Chicago O'Hare Hyatt Place•City / Urban Chicago O'Hare, United States | Hyatt | Category 2 | 8,000 pts std 6,500 off-peak • 9,500 peak | 195/nt est. 2.44¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Place Chicago / River North Hyatt Place•City / Urban 66 West Illinois Street, Chicago, IL, United States | Hyatt | Category 2 | 8,000 pts std 6,500 off-peak • 9,500 peak | 195/nt est. 2.44¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Place Chicago-South/University Medical Center Hyatt Place•City / Urban 5225 South Harper Avenue, Chicago, IL, United States | Hyatt | Category 2 | 8,000 pts std 6,500 off-peak • 9,500 peak | 195/nt est. 2.44¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Ramada Plaza by Wyndham Chicago Ramada•City / Urban Chicago, United States | Wyndham | Tier 1 (7,500 pts) | 7,500 pts std 7,500 off-peak • 15,000 peak | 180/nt est. 2.40¢/pt | Wyndham ≤15k | |
Destination by Hyatt Residences Chicago O'Hare The Unbound Collection•Resort Chicago O'Hare, United States | Hyatt | Category 6 | 25,000 pts std 21,000 off-peak • 29,000 peak | 590/nt est. 2.36¢/pt | Cat 1–7 FNC | |
Mr & Mrs Smith Sanctuary Chicago O'Hare Mr & Mrs Smith•Luxury Chicago O'Hare, United States | Hyatt | Category 6 | 25,000 pts std 21,000 off-peak • 29,000 peak | 580/nt est. 2.32¢/pt | Cat 1–7 FNC | |
JdV by Hyatt Hotel Chicago O'Hare The Unbound Collection•Lifestyle / Boutique Chicago O'Hare, United States | Hyatt | Category 3 | 12,000 pts std 9,000 off-peak • 15,000 peak | 260/nt est. 2.17¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Regency Chicago O'Hare Hyatt Regency•City / Urban Chicago O'Hare, United States | Hyatt | Category 4 | 15,000 pts std 12,000 off-peak • 18,000 peak | 325/nt est. 2.17¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Thompson Hotels Chicago Thompson Hotels•Lifestyle / Boutique Chicago, United States | Hyatt | Category 6 | 25,000 pts std 21,000 off-peak • 29,000 peak | 540/nt est. 2.16¢/pt | Cat 1–7 FNC | |
Hyatt Regency Chicago Hyatt Regency•City / Urban 151 East Wacker Drive, Chicago, IL, United States | Hyatt | Category 4 | 15,000 pts std 12,000 off-peak • 18,000 peak | 320/nt est. 2.13¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Regency McCormick Place Hyatt Regency•City / Urban 2233 South Doctor Martin Luther King Junior Drive, Chicago, IL, United States | Hyatt | Category 4 | 15,000 pts std 12,000 off-peak • 18,000 peak | 320/nt est. 2.13¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Centric Chicago O'Hare Hyatt Centric•Lifestyle / Boutique Chicago O'Hare, United States | Hyatt | Category 4 | 15,000 pts std 12,000 off-peak • 18,000 peak | 315/nt est. 2.10¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Ambassador Hotel The Unbound Collection•Luxury 1301 North State Parkway, Chicago, IL, United States | Hyatt | Category 5 | 20,000 pts std 17,000 off-peak • 23,000 peak | 420/nt est. 2.10¢/pt | Cat 1–7 FNC | |
Hotel Lincoln The Unbound Collection•Luxury 1816 North Clark Street, Chicago, IL, US | Hyatt | Category 5 | 20,000 pts std 17,000 off-peak • 23,000 peak | 420/nt est. 2.10¢/pt | Cat 1–7 FNC | |
Thompson Chicago Thompson Hotels•Lifestyle / Boutique 21 East Bellevue Place, Chicago, IL, United States | Hyatt | Category 6 | 25,000 pts std 21,000 off-peak • 29,000 peak | 520/nt est. 2.08¢/pt | Cat 1–7 FNC | |
Hyatt Centric Chicago Magnificent Mile Hyatt Centric•Lifestyle / Boutique 215 East Erie Street, Chicago, IL, United States | Hyatt | Category 4 | 15,000 pts std 12,000 off-peak • 18,000 peak | 310/nt est. 2.07¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt Centric The Loop Chicago Hyatt Centric•Lifestyle / Boutique 100 West Monroe Street, Chicago, IL, United States | Hyatt | Category 4 | 15,000 pts std 12,000 off-peak • 18,000 peak | 310/nt est. 2.07¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Secrets Impression & Resort Chicago O'Hare Secrets Resorts•All-Inclusive Chicago O'Hare, United States | Hyatt | Category D | 30,000 pts std 25,000 off-peak • 35,000 peak | 620/nt est. 2.07¢/pt | Points only | |
Caption by Hyatt Chicago O'Hare Hyatt Centric•Lifestyle / Boutique Chicago O'Hare, United States | Hyatt | Category 3 | 12,000 pts std 9,000 off-peak • 15,000 peak | 245/nt est. 2.04¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt House Chicago O'Hare Hyatt House•Extended Stay / Villa Chicago O'Hare, United States | Hyatt | Category 3 | 12,000 pts std 9,000 off-peak • 15,000 peak | 235/nt est. 1.96¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Dreams Resort & Spa Chicago O'Hare Dreams Resorts•All-Inclusive Chicago O'Hare, United States | Hyatt | Category C | 25,000 pts std 21,000 off-peak • 29,000 peak | 490/nt est. 1.96¢/pt | Points only | |
Hyatt House Chicago - Medical / University District Hyatt House•Extended Stay / Villa 1835 West Harrison Street, Chicago, IL, United States | Hyatt | Category 3 | 12,000 pts std 9,000 off-peak • 15,000 peak | 230/nt est. 1.92¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Hyatt House Chicago West Loop-Fulton Market Hyatt House•Extended Stay / Villa 105 North May Street, Chicago, IL, United States | Hyatt | Category 3 | 12,000 pts std 9,000 off-peak • 15,000 peak | 230/nt est. 1.92¢/pt | Cat 1–4 FNCCat 1–7 FNC | |
Radisson Blu Hotel, Chicago Radisson Blu•Luxury Radisson Blu Hotel, Chicago, Chicago, IL, United States | Choice | Nordic / Europe Sweet Spot (16k–35k) | 20,000 pts std 16,000 off-peak • 26,000 peak | 350/nt est. 1.75¢/pt | Points only | |
Hotel Versey Wyndham•City / Urban 644 West Diversey Parkway, Chicago, IL, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 250/nt est. 1.67¢/pt | Wyndham ≤15k | |
TRYP by Wyndham Chicago TRYP by Wyndham•Lifestyle / Boutique Chicago, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 250/nt est. 1.67¢/pt | Wyndham ≤15k | |
Wyndham Blake Hotel Wyndham•City / Urban 500 South Dearborn Street, Chicago, IL, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 250/nt est. 1.67¢/pt | Wyndham ≤15k | |
Wyndham Chicago McCormick Hotel Wyndham•City / Urban 11 West 26th Street, Chicago, IL, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 250/nt est. 1.67¢/pt | Wyndham ≤15k | |
The Grand Chicago (Preferred Hotels & Resorts) Preferred Hotels & Resorts•Luxury Chicago, United States | Choice | Preferred Luxury (45k–87k) | 55,000 pts std 45,000 off-peak • 75,000 peak | 890/nt est. 1.62¢/pt | Points only | |
Comfort Hotel Chicago Central Comfort Inn•City / Urban Chicago, United States | Choice | Standard (15k–30k) | 12,000 pts std 8,000 off-peak • 16,000 peak | 190/nt est. 1.58¢/pt | Points only | |
Howard Johnson Inn Chicago Downtown Howard Johnson•City / Urban Howard Johnson Inn Chicago Downtown, Chicago, IL, United States | Wyndham | Tier 1 (7,500 pts) | 7,500 pts std 7,500 off-peak • 15,000 peak | 115/nt est. 1.53¢/pt | Points only | |
Travelodge Hotel Downtown Chicago Travelodge•City / Urban Travelodge Hotel Downtown Chicago, Chicago, IL, United States | Wyndham | Tier 1 (7,500 pts) | 7,500 pts std 7,500 off-peak • 15,000 peak | 105/nt est. 1.40¢/pt | Points only | |
La Quinta Inn & Suites by Wyndham Chicago Downtown La Quinta•City / Urban 1 South Franklin Street, Chicago, IL, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 205/nt est. 1.37¢/pt | Points only | |
The Ritz-Carlton Chicago The Ritz-Carlton•Luxury Chicago, United States | Marriott | Flagship Luxury (85k+) | 96,000 pts std 82,000 off-peak • 118,000 peak | 1310/nt est. 1.36¢/pt | 85k FNC | |
Cambria Chicago Loop - Theatre District Cambria Hotels•Lifestyle / Boutique 32 West Randolph Street, Chicago, IL, United States | Choice | Standard (15k–30k) | 20,000 pts std 16,000 off-peak • 25,000 peak | 270/nt est. 1.35¢/pt | Points only | |
Cambria Hotel Chicago Loop - Theatre District Cambria Hotels•Lifestyle / Boutique 32 West Randolph Street, Chicago, IL, United States | Choice | Standard (15k–30k) | 20,000 pts std 16,000 off-peak • 25,000 peak | 270/nt est. 1.35¢/pt | Points only | |
Super 8 Chicago Il Super 8•City / Urban Super 8 Chicago Il, Chicago, IL, United States | Wyndham | Tier 1 (7,500 pts) | 7,500 pts std 7,500 off-peak • 15,000 peak | 100/nt est. 1.33¢/pt | Points only | |
Cambria Hotel Chicago Downtown Cambria Hotels•Lifestyle / Boutique Chicago, United States | Choice | Standard (15k–30k) | 20,000 pts std 16,000 off-peak • 25,000 peak | 260/nt est. 1.30¢/pt | Points only | |
Ascend Hotel Collection Chicago Ascend Hotel Collection•Boutique Ascend Hotel Collection Chicago, Chicago, IL, United States | Choice | Standard (15k–30k) | 20,000 pts std 16,000 off-peak • 26,000 peak | 260/nt est. 1.30¢/pt | Points only | |
Sonesta Select Chicago Sonesta Select•City / Urban Chicago, United States | Sonesta | Value (<15k) | 15,000 pts std 12,500 off-peak • 17,500 peak | 190/nt est. 1.27¢/pt | Points only | |
Rodeway Inn Chicago Rodeway Inn•City / Urban Rodeway Inn Chicago, Chicago, IL, United States | Choice | Value (<15k) | 8,000 pts std 6,000 off-peak • 10,000 peak | 100/nt est. 1.25¢/pt | Points only | |
Rodeway Inn Chicago Rodeway Inn•City / Urban Rodeway Inn Chicago, Chicago, IL, United States | Choice | Value (<15k) | 8,000 pts std 6,000 off-peak • 10,000 peak | 100/nt est. 1.25¢/pt | Points only | |
Hotel Clásico Chicago, Classico Collection by Sonesta Classico Collection•Luxury Chicago, United States | Sonesta | Upscale (25k–35k) | 30,000 pts std 25,000 off-peak • 35,000 peak | 370/nt est. 1.23¢/pt | Points only | |
Wyndham Garden Chicago Ohare Wyndham Garden•City / Urban Wyndham Garden Chicago Ohare, Chicago, IL, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 180/nt est. 1.20¢/pt | Points only | |
The Royal Sonesta Chicago The Royal Sonesta•Luxury Chicago, United States | Sonesta | Luxury / Royal (40k–50k) | 40,000 pts std 35,000 off-peak • 50,000 peak | 480/nt est. 1.20¢/pt | Points only | |
The St. Regis Chicago St. Regis•Luxury The St. Regis Chicago, Chicago, IL, United States | Marriott | Flagship Luxury (85k+) | 96,000 pts std 82,000 off-peak • 118,000 peak | 1150/nt est. 1.20¢/pt | 85k FNC | |
The Allegro Royal Sonesta Hotel Chicago Loop The Royal Sonesta•Luxury 171 West Randolph Street, Chicago, IL, United States | Sonesta | Luxury / Royal (40k–50k) | 40,000 pts std 35,000 off-peak • 50,000 peak | 440/nt est. 1.10¢/pt | Points only | |
The Royal Sonesta Chicago Downtown The Royal Sonesta•Luxury 71 East Wacker Drive, Chicago, IL, United States | Sonesta | Luxury / Royal (40k–50k) | 40,000 pts std 35,000 off-peak • 50,000 peak | 440/nt est. 1.10¢/pt | Points only | |
The Royal Sonesta Chicago River North The Royal Sonesta•Luxury 505 North State Street, Chicago, IL, United States | Sonesta | Luxury / Royal (40k–50k) | 40,000 pts std 35,000 off-peak • 50,000 peak | 440/nt est. 1.10¢/pt | Points only | |
The Royal Sonesta Chicago Riverfront The Royal Sonesta•City / Urban 71 E Wacker Dr, Chicago, IL 60601 | Sonesta | Luxury / Royal (40k–50k) | 30,000 pts std 25,000 off-peak • 40,000 peak | 325/nt est. 1.08¢/pt | Points only | |
Sonesta ES Chicago Downtown Magnificent Mile Sonesta Hotels & Resorts•Resort 201 East Walton Place, Chicago, IL, United States | Sonesta | Upscale (25k–35k) | 30,000 pts std 25,000 off-peak • 35,000 peak | 320/nt est. 1.07¢/pt | Points only | |
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago The Luxury Collection•Luxury The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago, Chicago, IL, United States | Marriott | Premier (50k–85k) | 78,000 pts std 65,000 off-peak • 92,000 peak | 820/nt est. 1.05¢/pt | 50k FNC85k FNC | |
Ramada Lake Shore Chicago Ramada•City / Urban Ramada Lake Shore Chicago, Chicago, IL, United States | Wyndham | Tier 2 (15,000 pts) | 15,000 pts std 15,000 off-peak • 15,000 peak | 140/nt est. 0.93¢/pt | Points only |
Frequently Asked Questions: Chicago Points Hotels
Summary answers calculated from AwardTrail’s Chicago hotel dataset.
How many points hotels are in Chicago in the AwardTrail dataset?
AwardTrail’s dataset lists 245 points-bookable properties in Chicago (Illinois, United States) across 8 loyalty programs: Marriott Bonvoy (129), Hilton Honors (43), World of Hyatt (27), Wyndham Rewards (13), IHG One Rewards (12), Choice Privileges (9), Sonesta Travel Pass (9), Best Western Rewards (3). Standard points rates in the dataset range from 7,500 to 97,000 points per night (median 28,000 points).
Which Free Night Certificates can be used at hotels in Chicago?
Based on category and standard point thresholds in our dataset, 213 of the 245 properties in Chicago match Free Night Certificate criteria, including Marriott 85k FNC (up to 100k w/ top-off) (129 properties), Marriott 50k FNC (up to 65k w/ top-off) (127 properties), Marriott 35k FNC (up to 50k w/ top-off) (125 properties), Hilton Uncapped FNC (43 properties), Hyatt Cat 1–7 FNC (24 properties), Hyatt Cat 1–4 FNC (17 properties), IHG 40k FNC (+ Unlimited Top-Off) (10 properties), Wyndham 15k Sweet Spot (7 properties). Certificate redemption always requires standard-room award availability on your travel dates.
What is the points cost range by loyalty program in Chicago?
Marriott Bonvoy: 129 properties from 15,000 to 96,000 pts/night (median 28,000 pts); Hilton Honors: 43 properties from 37,000 to 97,000 pts/night (median 60,000 pts); World of Hyatt: 27 properties from 8,000 to 40,000 pts/night (median 15,000 pts); Wyndham Rewards: 13 properties from 7,500 to 15,000 pts/night (median 15,000 pts); IHG One Rewards: 12 properties from 22,000 to 75,000 pts/night (median 25,500 pts); Choice Privileges: 9 properties from 8,000 to 55,000 pts/night (median 20,000 pts); Sonesta Travel Pass: 9 properties from 15,000 to 40,000 pts/night (median 30,000 pts); Best Western Rewards: 3 properties from 16,000 to 20,000 pts/night (median 16,000 pts)
Do the listed points prices for Chicago guarantee live award availability?
No. All points costs, cash rate estimates, and Free Night Certificate eligibility badges on AwardTrail are reference figures from our dataset and do not reflect live room inventory. Hotel programs use seasonal or dynamic pricing and limit standard-room award allotments, so always verify live availability directly on the loyalty program’s website before transferring points.
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