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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.

Top Destinations

Destination Deals From
Dallas/Fort Worth(DFW)$141
Atlanta(ATL)$143
Houston Intercontinental(IAH)$149
Fort Lauderdale(FLL)$154
New York LaGuardia(LGA)$169
Denver(DEN)$172
Boston(BOS)$177
Minneapolis(MSP)$180
Orlando(MCO)$185
Newark(EWR)$187
Tampa(TPA)$201
Miami(MIA)$203
Philadelphia(PHL)$204
New York(JFK)$207
Las Vegas(LAS)$210
Baltimore(BWI)$210
Los Angeles(LAX)$211
Milwaukee(MKE)$219
Charlotte(CLT)$225
Raleigh/Durham(RDU)$225
Cleveland(CLE)$225
Washington Dc - Dulles(IAD)$226
Austin(AUS)$230
Detroit(DTW)$230
New Orleans(MSY)$231
Cincinnati(CVG)$238
Dayton(DAY)$239
Toronto(YYZ)$242
Dallas Love Field(DAL)$245
Knoxville(TYS)$249
Nashville(BNA)$250
Salt Lake City(SLC)$250
San Diego(SAN)$250
Phoenix(PHX)$250
Buffalo(BUF)$256
San Juan(SJU)$260
Sonoma(SFO)$260
Greenville/spartanburg(GSP)$262
Columbus(CMH)$263
Grand Rapids(GRR)$263
Greensboro(GSO)$264
Saint Louis(STL)$264
Burlington(BTV)$269
Portland(PWM)$269
Columbia(CAE)$269
Little Rock(LIT)$269
Syracuse(SYR)$269
Ontario(ONT)$270
Seattle(SEA)$270
Kansas City(MCI)$271
Sacramento(SMF)$274

Browse Destinations by Region

DestinationDeals From
Dallas/Fort Worth(DFW)$141
Atlanta(ATL)$143
Houston Intercontinental(IAH)$149
Fort Lauderdale(FLL)$154
New York LaGuardia(LGA)$169
Denver(DEN)$172
Boston(BOS)$177
Minneapolis(MSP)$180
Orlando(MCO)$185
Newark(EWR)$187
Tampa(TPA)$201
Miami(MIA)$203
Philadelphia(PHL)$204
New York(JFK)$207
Las Vegas(LAS)$210
Baltimore(BWI)$210
Los Angeles(LAX)$211
Milwaukee(MKE)$219
Charlotte(CLT)$225
Cleveland(CLE)$225
Raleigh/Durham(RDU)$225
Washington Dc - Dulles(IAD)$226
Austin(AUS)$230
Detroit(DTW)$230
New Orleans(MSY)$231
Cincinnati(CVG)$238
Dayton(DAY)$239
Dallas Love Field(DAL)$245
Knoxville(TYS)$249
Nashville(BNA)$250
Phoenix(PHX)$250
San Diego(SAN)$250
Salt Lake City(SLC)$250
Buffalo(BUF)$256
Sonoma(SFO)$260
Greenville/spartanburg(GSP)$262
Grand Rapids(GRR)$263
Columbus(CMH)$263
Saint Louis(STL)$264
Little Rock(LIT)$269
Syracuse(SYR)$269
Seattle(SEA)$270
Ontario(ONT)$270
Kansas City(MCI)$271
Sacramento(SMF)$274
San Jose(SJC)$275
Houston(HOU)$279
Pittsburgh(PIT)$283
Norfolk(ORF)$284
Portland(PDX)$285
West Palm Beach(PBI)$289
El Paso(ELP)$289
Washington Dc(DCA)$289
Omaha(OMA)$290
Fort Myers(RSW)$295
Burbank(BUR)$297
Memphis(MEM)$297
Jacksonville(JAX)$298
Des Moines(DSM)$300
Indianapolis(IND)$300
Myrtle Beach(MYR)$303
Santa Ana(SNA)$309
Oklahoma City(OKC)$315
Spokane(GEG)$317
Richmond(RIC)$320
Boise(BOI)$324
Hartford(BDL)$329
San Antonio(SAT)$329
Oakland(OAK)$329
Wichita(ICT)$330
Charleston(CHS)$331
Fresno(FAT)$339
Albany(ALB)$349
Colorado Springs(COS)$351
Providence(PVD)$354
Tulsa(TUL)$356
Savannah(SAV)$363
Reno(RNO)$385
Birmingham(BHM)$389
Anchorage(ANC)$409
Tucson(TUS)$416
Albuquerque(ABQ)$489

Best Months to Fly From Chicago

Jan
$324
Feb
$329
Mar
$367
Apr
$226
May
$210
Jun
$241
Jul
$254
Aug
$242
Sep
$300
Oct
$308
Nov
$319
Dec
$330
Cheapest Average Expensive

Recent Deals From Chicago

ORDAddis Ababa$784
Found Apr 10
MDWChiang Mai$965
Found Apr 8
ORDCancun$162
Found Apr 8
ORDMiami$65
Found Apr 7
ORDFort Lauderdale$56
Found Apr 6
ORDDoha$744
Found Apr 5
ORDGrand Cayman$345
Found Apr 5
MDWBombay$724
Found Apr 4
MDWBarbados$597
Found Apr 3
ORDBahrain$709
Found Apr 3

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Frequently Asked Questions