| Rayland BaxterPop / Rock | Mon Feb 18:00 PM | Thalia Hall | from $68 | Tickets |
| Oh, Mary!Musical / Play | Tue Feb 27:00 PM | CIBC Theatre | from $105 | Tickets |
| IbeyiAlternative | Tue Feb 28:00 PM | Thalia Hall | from $56 | Tickets |
| Oh, Mary!Musical / Play | Wed Feb 37:00 PM | CIBC Theatre | from $126 | Tickets |
| Caitlin PeluffoComedy | Thu Feb 47:00 PM | Zanies Chicago (Old Town) | from $58 | Tickets |
| Chicago Bulls vs. Oklahoma City ThunderNBA | Thu Feb 47:00 PM | United Center | from $71 | Tickets |
| Matt FriendComedy | Thu Feb 47:00 PM | Zanies Rosemont | from $90 | Tickets |
| Oh, Mary!Musical / Play | Thu Feb 47:00 PM | CIBC Theatre | from $116 | Tickets |
| Chicago Symphony Orchestra: Rana Plays TchaikovskyClassical | Thu Feb 47:30 PM | Symphony Center (Orchestra Hall) | from $40 | Tickets |
| Bad SunsAlternative | Thu Feb 48:00 PM | House of Blues Chicago | from $61 | Tickets |
| Caitlin PeluffoComedy | Fri Feb 57:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $58 | Tickets |
| Matt FriendComedy | Fri Feb 57:00 PM · 9:15 PM | Zanies Rosemont | from $90 | Tickets |
| Oh, Mary!Musical / Play | Fri Feb 57:00 PM | CIBC Theatre | from $94 | Tickets |
| Jeff Parker and The New BreedPop / Rock | Fri Feb 58:00 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| TophouseBluegrass | Fri Feb 58:00 PM | Thalia Hall | from $59 | Tickets |
| Oh, Mary!Musical / Play | Sat Feb 62:00 PM · 7:30 PM | CIBC Theatre | from $95 | Tickets |
| Matt FriendComedy | Sat Feb 66:30 PM · 8:45 PM | Zanies Rosemont | from $90 | Tickets |
| Chicago Bulls vs. New Orleans PelicansNBA | Sat Feb 67:00 PM | United Center | from $50 | Tickets |
| Chicago Symphony Orchestra: Rana Plays TchaikovskyClassical | Sat Feb 67:30 PM | Symphony Center (Orchestra Hall) | from $61 | Tickets |
| T. Murph RescheduledComedy | Sat Feb 67:30 PM | Vic Theatre | from $53 | Tickets |
| Caitlin PeluffoComedy | Sat Feb 69:15 PM | Zanies Chicago (Old Town) | from $58 | Tickets |
| Oh, Mary!Musical / Play | Sun Feb 71:00 PM · 6:30 PM | CIBC Theatre | from $98 | Tickets |
| Chicago Symphony Orchestra: Rana Plays TchaikovskyClassical | Sun Feb 73:00 PM | Symphony Center (Orchestra Hall) | from $61 | Tickets |
| Chicago Bulls vs. Golden State WarriorsNBA | Tue Feb 97:00 PM | United Center | from $92 | Tickets |
| IllinoiseMusical / Play | Tue Feb 97:00 PM | Chicago Shakespeare (The Yard) | from $89 | Tickets |
| DePaul Blue Demons vs. UConn HuskiesCollege basketball | Wed Feb 10TBA | Wintrust Arena | from $23 | Tickets |
| IllinoiseMusical / Play | Wed Feb 107:00 PM | Chicago Shakespeare (The Yard) | from $113 | Tickets |
| Brooks WheelanComedy | Thu Feb 117:00 PM | Zanies Chicago (Old Town) | from $91 | Tickets |
| Couples TherapyComedy | Thu Feb 117:00 PM | Zanies Rosemont | from $74 | Tickets |
| Chicago Symphony Orchestra: Thibaudet & The MermaidClassical | Thu Feb 117:30 PM | Symphony Center (Orchestra Hall) | from $40 | Tickets |
| Gracie AbramsAlternative | Thu Feb 118:00 PM | United Center | from $95 | Tickets |
| Chicago Symphony Orchestra: Thibaudet & The MermaidClassical | Fri Feb 121:30 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| Brooks WheelanComedy | Fri Feb 127:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $90 | Tickets |
| Jason SalmonComedy | Fri Feb 127:00 PM | Zanies Rosemont | from $61 | Tickets |
| Valley - BandAlternative | Fri Feb 127:30 PM | Park West | from $50 | Tickets |
| Gracie AbramsAlternative | Fri Feb 128:00 PM | United Center | from $147 | Tickets |
| Pink MartiniPop / Rock | Fri Feb 128:00 PM | Symphony Center (Orchestra Hall) | from $63 | Tickets |
| Chicago Steel vs. Madison CapitolsHockey | Sat Feb 1312:00 AM | USG Arena | from $20 | Tickets |
| Northwestern Wildcats vs. Iowa HawkeyesCollege basketball | Sat Feb 13TBA | Welsh-Ryan Arena (Northwestern) | from $121 | Tickets |
| Click Clack MooMusical / Play | Sat Feb 1311:00 AM | Lifeline Theatre | from $33 | Tickets |
| Ballet of Lights: Sleeping Beauty in a Sparkling Show | Sat Feb 134:00 PM · 6:30 PM | Historic Main Stage at Athenaeum Center - IL | from $67 | Tickets |
| Jason SalmonComedy | Sat Feb 136:30 PM · 8:45 PM | Zanies Rosemont | from $61 | Tickets |
| Brooks WheelanComedy | Sat Feb 137:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $91 | Tickets |
| Chicago Wolves vs. Texas StarsAhl | Sat Feb 137:00 PM | Allstate Arena | from $28 | Tickets |
| Maxim GalkinAlternative | Sat Feb 137:00 PM | Copernicus Center | from $174 | Tickets |
| Chicago Symphony Orchestra: Thibaudet & The MermaidClassical | Sat Feb 137:30 PM | Symphony Center (Orchestra Hall) | from $61 | Tickets |
| Click Clack MooMusical / Play | Sun Feb 141:00 PM | Lifeline Theatre | from $44 | Tickets |
| DePaul Blue Demons vs. Georgetown HoyasCollege basketball | Tue Feb 16TBA | Wintrust Arena | from $19 | Tickets |
| Chicago Blackhawks vs. St. Louis BluesNHL | Wed Feb 176:30 PM | United Center | from $49 | Tickets |
| Rhiannon GiddensJazz / Blues | Wed Feb 177:30 PM | Thalia Hall | from $68 | Tickets |
| Chicago Wolves vs. Rockford IceHogsAhl | Thu Feb 1811:00 AM | Allstate Arena | from $27 | Tickets |
| Robert GlasperJazz / Blues | Thu Feb 186:00 PM · 9:30 PM | City Winery Chicago | from $262 | Tickets |
| Steve FureyComedy | Thu Feb 187:00 PM | Zanies Chicago (Old Town) | from $91 | Tickets |
| James MarriottPop / Rock | Thu Feb 187:30 PM | Metro | from $96 | Tickets |
| Chicago Symphony Orchestra: Karina Canellakis & Randall GoosbyClassical | Fri Feb 191:30 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| Robert GlasperJazz / Blues | Fri Feb 196:00 PM · 9:30 PM | City Winery Chicago | from $262 | Tickets |
| Steve FureyComedy | Fri Feb 197:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $90 | Tickets |
| Aries SpearsComedy | Fri Feb 197:30 PM | The Chicago Theatre | from $58 | Tickets |
| John Scofield & Dave HollandJazz / Blues | Fri Feb 198:00 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| Click Clack MooMusical / Play | Sat Feb 201:00 PM | Lifeline Theatre | from $41 | Tickets |
| Chicago Blackhawks vs. Minnesota WildNHL | Sat Feb 202:00 PM | United Center | from $70 | Tickets |
| Robert GlasperJazz / Blues | Sat Feb 206:00 PM · 9:30 PM | City Winery Chicago | from $105 | Tickets |
| Chicago Wolves vs. Rockford IceHogsAhl | Sat Feb 207:00 PM | Allstate Arena | from $33 | Tickets |
| Des BishopComedy | Sat Feb 207:00 PM | Vic Theatre | from $60 | Tickets |
| Steve FureyComedy | Sat Feb 207:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $91 | Tickets |
| Chicago Symphony Orchestra: Karina Canellakis & Randall GoosbyClassical | Sat Feb 207:30 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| IkkimelRap / Hip-Hop | Sat Feb 207:30 PM | Thalia Hall | from $110 | Tickets |
| Les Ballets Trockadero de Monte Carlo | Sat Feb 207:30 PM | Auditorium Theatre | from $72 | Tickets |
| Never EasyPop / Rock | Sat Feb 207:30 PM | Cobra Lounge | from $34 | Tickets |
| Los Tucanes de TijuanaLatin | Sat Feb 208:00 PM | Rosemont Theatre | from $79 | Tickets |
| Stella LeftyPop / Rock | Sat Feb 208:00 PM | Aragon Ballroom | from $68 | Tickets |
| Chicago Steel vs. Madison CapitolsHockey | Sun Feb 2112:00 AM | USG Arena | from $19 | Tickets |
| Click Clack MooMusical / Play | Sun Feb 211:00 PM | Lifeline Theatre | from $44 | Tickets |
| Chicago Symphony Orchestra: Karina Canellakis & Randall GoosbyClassical | Sun Feb 213:00 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| Chicago Blackhawks vs. New Jersey DevilsNHL | Sun Feb 215:00 PM | United Center | from $55 | Tickets |
| Robert GlasperJazz / Blues | Sun Feb 215:00 PM · 8:30 PM | City Winery Chicago | from $262 | Tickets |
| Sonic Live In ConcertClassical | Sun Feb 217:30 PM | Auditorium Theatre | from $36 | Tickets |
| Chicago Blackhawks vs. New York IslandersNHL | Tue Feb 237:00 PM | United Center | from $34 | Tickets |
| Herodiade: An Opera In Concert | Tue Feb 237:00 PM | Lyric Opera House | from $95 | Tickets |
| Northwestern Wildcats vs. UCLA BruinsCollege basketball | Wed Feb 24TBA | Welsh-Ryan Arena (Northwestern) | from $98 | Tickets |
| IllinoiseMusical / Play | Wed Feb 247:00 PM | Chicago Shakespeare (The Yard) | from $151 | Tickets |
| Polyphia RescheduledPop / Rock | Thu Feb 256:00 PM | Aragon Ballroom | from $84 | Tickets |
| Chicago Bulls vs. Atlanta HawksNBA | Thu Feb 257:00 PM | United Center | from $43 | Tickets |
| Damon DarlingComedy | Thu Feb 257:00 PM | Zanies Chicago (Old Town) | from $65 | Tickets |
| Herodiade: An Opera In Concert | Thu Feb 257:00 PM | Lyric Opera House | from $110 | Tickets |
| Chicago Symphony Orchestra: Honeck Conducts Bates & Mahler 1Classical | Thu Feb 257:30 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| VansireAlternative | Thu Feb 258:00 PM | Thalia Hall | from $39 | Tickets |
| Chicago Symphony Orchestra: Honeck Conducts Bates & Mahler 1Classical | Fri Feb 261:30 PM | Symphony Center (Orchestra Hall) | from $54 | Tickets |
| Alan WalkerTechno / Electronic | Fri Feb 266:00 PM | Aragon Ballroom | from $73 | Tickets |
| Chicago Blackhawks vs. Los Angeles KingsNHL | Fri Feb 267:00 PM | United Center | from $53 | Tickets |
| Damon Darling RescheduledComedy | Fri Feb 267:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $65 | Tickets |
| Bugs Bunny At The SymphonyClassical | Fri Feb 267:30 PM | Auditorium Theatre | from $63 | Tickets |
| Andrew SaCountry / Folk | Fri Feb 268:00 PM | Thalia Hall | from $52 | Tickets |
| Don OmarRap / Hip-Hop | Fri Feb 268:00 PM | Allstate Arena | from $77 | Tickets |
| Professor Brian CoxLecture | Fri Feb 268:00 PM | The Chicago Theatre | from $94 | Tickets |
| DePaul Blue Demons vs. Creighton BluejaysCollege basketball | Sat Feb 27TBA | Wintrust Arena | from $21 | Tickets |
| Northwestern Wildcats vs. Nebraska CornhuskersCollege basketball | Sat Feb 27TBA | Welsh-Ryan Arena (Northwestern) | from $120 | Tickets |
| Click Clack MooMusical / Play | Sat Feb 271:00 PM | Lifeline Theatre | from $44 | Tickets |
| Bugs Bunny At The SymphonyClassical | Sat Feb 273:00 PM | Auditorium Theatre | from $62 | Tickets |
| Marcus MillerR&B / Soul | Sat Feb 275:00 PM · 8:30 PM | City Winery Chicago | from $90 | Tickets |
| Chicago Steel vs. Dubuque Fighting SaintsHockey | Sat Feb 276:00 PM | USG Arena | from $20 | Tickets |
| Chicago Bulls vs. Brooklyn NetsNBA | Sat Feb 277:00 PM | United Center | from $59 | Tickets |
| Chicago Wolves vs. Wilkes-Barre Scranton PenguinsAhl | Sat Feb 277:00 PM | Allstate Arena | from $33 | Tickets |
| Damon DarlingComedy | Sat Feb 277:00 PM · 9:15 PM | Zanies Chicago (Old Town) | from $62 | Tickets |
| Chicago Symphony Orchestra: Honeck Conducts Bates & Mahler 1Classical | Sat Feb 277:30 PM | Symphony Center (Orchestra Hall) | from $59 | Tickets |
| 8bALL & MJGRap / Hip-Hop | Sat Feb 278:00 PM | Arie Crown Theater | from $149 | Tickets |
| The High Kings | Sat Feb 278:00 PM | Vic Theatre | from $73 | Tickets |
| Chicago Steel vs. Green Bay GamblersHockey | Sun Feb 2812:00 AM | USG Arena | from $19 | Tickets |
| Click Clack MooMusical / Play | Sun Feb 281:00 PM | Lifeline Theatre | from $44 | Tickets |
| Herodiade: An Opera In Concert | Sun Feb 282:00 PM | Lyric Opera House | from $126 | Tickets |
| Chicago Wolves vs. Texas StarsAhl | Sun Feb 283:00 PM | Allstate Arena | from $28 | Tickets |
| Chicago Blackhawks vs. Colorado AvalancheNHL | Sun Feb 285:30 PM | United Center | from $60 | Tickets |
| Twilight In ConcertClassical | Sun Feb 287:00 PM | The Chicago Theatre | from $76 | Tickets |
