Live City Snapshot
Cheap Flights From Chicago
We track prices to 320 destinations from ORD, MDW airports daily. Here are the best fares right now.
Cheapest Flights Right Now
Live fares from Chicago updated in the last 72 hours
Top Destinations
| Destination | Deals From |
|---|---|
| Atlanta(ATL) | $92 |
| Orlando(MCO) | $118 |
| Fort Lauderdale(FLL) | $141 |
| Houston Intercontinental(IAH) | $144 |
| New York LaGuardia(LGA) | $159 |
| Cancun(CUN) | $160 |
| Dallas/Fort Worth(DFW) | $164 |
| Newark(EWR) | $177 |
| Tampa(TPA) | $179 |
| Puerto Vallarta(PVR) | $184 |
| Milwaukee(MKE) | $184 |
| Boston(BOS) | $186 |
| New York(JFK) | $197 |
| Minneapolis(MSP) | $200 |
| Denver(DEN) | $204 |
| Philadelphia(PHL) | $207 |
| Miami(MIA) | $215 |
| New Orleans(MSY) | $216 |
| Cleveland(CLE) | $220 |
| Las Vegas(LAS) | $220 |
| Raleigh/Durham(RDU) | $224 |
| Baltimore(BWI) | $224 |
| Detroit(DTW) | $225 |
| Washington Dc - Dulles(IAD) | $226 |
| Charlotte(CLT) | $228 |
| Nashville(BNA) | $230 |
| Knoxville(TYS) | $232 |
| Dayton(DAY) | $239 |
| Austin(AUS) | $242 |
| Grand Rapids(GRR) | $243 |
| Dallas Love Field(DAL) | $245 |
| Jacksonville(JAX) | $249 |
| Phoenix(PHX) | $250 |
| Santa Barbara(SBA) | $251 |
| Los Angeles(LAX) | $251 |
| Cincinnati(CVG) | $252 |
| Calgary(YYC) | $256 |
| San Juan(SJU) | $257 |
| Sonoma(SFO) | $260 |
| Columbus(CMH) | $261 |
| Greenville/spartanburg(GSP) | $262 |
| Greensboro(GSO) | $264 |
| Memphis(MEM) | $264 |
| Houston(HOU) | $266 |
| Toronto(YYZ) | $268 |
| Burlington(BTV) | $269 |
| Portland(PWM) | $269 |
| Columbia(CAE) | $269 |
| Little Rock(LIT) | $269 |
| Guadalajara(GDL) | $270 |
Browse Destinations by Region
Best Months to Fly From Chicago
Jan
$308
Feb
$340
Mar
$303
Apr
$291
May
$229
Jun
$240
Jul
$246
Aug
$238
Sep
$263
Oct
$277
Nov
$304
Dec
$331
Cheapest Average Expensive
Recent Deals From Chicago
ORD → Tel Aviv$799
Found May 27
ORD → Orlando$118
Found May 27
ORD → Nassau$284
Found May 26
ORD → Cancun$160
Found May 26
ORD → Puerto Vallarta$184
Found May 25
ORD → Winnipeg$417
Found May 25
ORD → Liberia$359
Found May 23
MDW → Barbados$616
Found May 23
MDW → Dallas/Fort Worth$167
Found May 23
ORD → Punta Cana$295
Found May 21