When is the best time to visit Chicago?
The cheapest time to visit Chicago is whenever hotels dip. Prices swing with weekends, events, and season, so the same hotel can cost far less a few days either way. Here is a live calendar of the cheapest dates to stay, plus the cheapest stretch for your trip.
Cheapest stays in the next 3 months
Hotels for Tue, Jun 2
Kings Inn By OYO Calumet Park I-57
2.6Pleasant · 217 reviewsBook$37$37/night · 1nMOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO
3.6Pleasant · 343 reviewsBook$56$56/night · 1nRodeway Inn Chicago North Shore - Lincolnwood
3.4Pleasant · 678 reviewsBook$63$63/night · 1nAdmiral Motel By OYO Chicago I-94
3.5Pleasant · 163 reviewsBook$63$63/night · 1nMotel 6 Schiller Park, IL - Chicago O'Hare
3.9Pleasant · 4,710 reviewsBook$63$63/night · 1nRed Roof Inn Chicago - Alsip
3.4Pleasant · 732 reviewsBook$66$66/night · 1nMotel 6 Elk Grove Village, IL - O'Hare
3.9Pleasant · 3,138 reviewsBook$67$67/night · 1nSuper 8 by Wyndham Chicago O'Hare Airport
3.7Pleasant · 1,600 reviewsBook$67$67/night · 1nRodeway Inn Chicago-Evanston
3.3Pleasant · 435 reviewsBook$69$69/night · 1nRed Roof Inn Morton Grove
3.4Pleasant · 455 reviewsBook$71$71/night · 1nMotel 6
2.8Pleasant · 877 reviewsBook$73$73/night · 1nDays Inn by Wyndham Calumet Park
3.0Pleasant · 716 reviewsBook$74$74/night · 1nBest Motel By OYO Chicago I-90
3.2Pleasant · 462 reviewsBook$74$74/night · 1nSuper 8 by Wyndham Morton Grove/Chicago
3.5Pleasant · 742 reviewsBook$75$75/night · 1nRegal Inn O'Hare Airport Franklin Park
4.0Pleasant · 773 reviewsBook$77$77/night · 1nDays Inn and Suites by Wyndham Hammond, IN
3.1Pleasant · 696 reviewsBook$78$78/night · 1nQuality Inn O'Hare Airport
3.4Pleasant · 1,683 reviewsBook$78$78/night · 1nNew Relax Inn
3.7Pleasant · 255 reviewsBook$82$82/night · 1nVIBE INN - WHIRLPOOL SUITES
3.6Pleasant · 210 reviewsBook$82$82/night · 1nSonesta Simply Suites Chicago O'Hare Airport
4.0Pleasant · 1,089 reviewsBook$85$85/night · 1nRamada by Wyndham Hammond Hotel & Conference Center
3.8Pleasant · 832 reviewsBook$86$86/night · 1nRainbow Motel
3.9Pleasant · 336 reviewsBook$86$86/night · 1nO'Hare Inn and Suites
2.8Pleasant · 966 reviewsBook$88$88/night · 1nWrigley Hostel - Chicago
4.2Pleasant · 812 reviewsBook$88$88/night · 1nSuper 8 by Wyndham Chicago/Rosemont/O'Hare/SE
3.5Pleasant · 802 reviewsBook$88$88/night · 1nExtended Stay America Suites- Chicago - Midway
3.8Pleasant · 1,174 reviewsBook$89$89/night · 1nCarlton Inn Midway
3.8Pleasant · 1,047 reviewsBook$92$92/night · 1nHI Chicago, The J. Ira and Nicki Harris Family Hostel
4.4Pleasant · 2,980 reviewsBook$96$96/night · 1nBaymont by Wyndham Chicago/Calumet City
2.8Pleasant · 1,111 reviewsBook$97$97/night · 1nWyndham Chicago O'Hare
4.0Pleasant · 1,709 reviewsBook$97$97/night · 1nWyndham Garden Elk Grove Village/O'Hare
3.9Pleasant · 623 reviewsBook$99$99/night · 1nChicago South Loop Hotel
3.8Pleasant · 2,444 reviewsBook$99$99/night · 1nCrowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.9Pleasant · 3,746 reviewsBook$104$104/night · 1nDoubleTree by Hilton Hotel Chicago - Alsip
4.1Pleasant · 2,640 reviewsBook$107$107/night · 1nThe Chicago Hotel Collection River North
3.3Pleasant · 212 reviewsBook$108$108/night · 1nCindy Lyn Motel
3.6Pleasant · 454 reviewsBook$108$108/night · 1nFour Points by Sheraton Chicago O'Hare Airport
3.6Pleasant · 3,078 reviewsBook$112$112/night · 1nChinatown Hotel
3.1Pleasant · 789 reviewsBook$112$112/night · 1nMcCormick Place Guest House
3.8Pleasant · 229 reviewsBook$114$114/night · 1nExtended Stay America Suites- Chicago - Skokie
3.7Pleasant · 848 reviewsBook$115$115/night · 1nSpark by Hilton Des Plaines Chicago O'Hare
3.4Pleasant · 100 reviewsBook$117$117/night · 1nHoliday Inn Express & Suites Chicago O'Hare Airport by IHG
4.1Pleasant · 466 reviewsBook$121$121/night · 1nHoliday Inn Chicago O'Hare - Rosemont by IHG
3.9Pleasant · 439 reviewsBook$121$121/night · 1nHoliday Inn Chicago - Midway Airport S by IHG
3.8Pleasant · 358 reviewsBook$126$126/night · 1nHoliday Inn & Suites Chicago North Shore (Skokie) by IHG
3.6Pleasant · 2,736 reviewsBook$131$131/night · 1nHoliday Inn Express & Suites Chicago North Shore - Niles by IHG
4.3Pleasant · 1,271 reviewsBook$132$132/night · 1nHoliday Inn Chicago O'Hare Area by IHG
3.9Pleasant · 2,616 reviewsBook$132$132/night · 1nBest Western Inn & Suites - Midway Airport
3.4Pleasant · 1,074 reviewsBook$133$133/night · 1nTravelodge by Wyndham Downtown Chicago
3.4Pleasant · 3,010 reviewsBook$134$134/night · 1nHoliday Inn Chicago North-Evanston by IHG
4.0Pleasant · 1,096 reviewsBook$135$135/night · 1n
