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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
LGA(LGA)$105
Newark(EWR)$117
IAH(IAH)$122
Tampa(TPA)$132
Boston(BOS)$135
Dallas/Fort Worth(DFW)$136
Fort Lauderdale(FLL)$137
New Orleans(MSY)$139
Miami(MIA)$140
Atlanta(ATL)$141
Orlando(MCO)$150
Minneapolis(MSP)$155
Baltimore(BWI)$174
Milwaukee(MKE)$177
San Diego(SAN)$177
Dayton(DAY)$179
Las Vegas(LAS)$182
New York(JFK)$184
Des Moines(DSM)$187
Los Angeles(LAX)$189
Denver(DEN)$189
Knoxville(TYS)$189
Cleveland(CLE)$191
Charlotte(CLT)$194
Greenville/spartanburg(GSP)$202
Wichita(ICT)$207
DAL(DAL)$208
Portland(PWM)$209
Greensboro(GSO)$209
BTV(BTV)$209
Little Rock(LIT)$209
Syracuse(SYR)$209
Austin(AUS)$210
San Juan(SJU)$212
Seattle(SEA)$213
Philadelphia(PHL)$214
Cincinnati(CVG)$217
DTW(DTW)$218
Calgary(YYC)$220
Guatemala City(GUA)$224
Pittsburgh(PIT)$224
Nashville(BNA)$226
Phoenix(PHX)$227
PDX(PDX)$227
Fort Myers(RSW)$228
CAE(CAE)$229
Raleigh/Durham(RDU)$229
West Palm Beach(PBI)$229
Colorado Springs(COS)$229
Indianapolis(IND)$229
CMH(CMH)$235
Washington Dc(DCA)$236

Browse Destinations by Region

DestinationDeals From
LGA(LGA)$105
Newark(EWR)$117
IAH(IAH)$122
Tampa(TPA)$132
Boston(BOS)$135
Dallas/Fort Worth(DFW)$136
Fort Lauderdale(FLL)$137
New Orleans(MSY)$139
Miami(MIA)$140
Atlanta(ATL)$141
Orlando(MCO)$150
Minneapolis(MSP)$155
Baltimore(BWI)$174
Milwaukee(MKE)$177
San Diego(SAN)$177
Dayton(DAY)$179
Las Vegas(LAS)$182
New York(JFK)$184
Des Moines(DSM)$187
Denver(DEN)$189
Knoxville(TYS)$189
Los Angeles(LAX)$189
Cleveland(CLE)$191
Charlotte(CLT)$194
Greenville/spartanburg(GSP)$202
Wichita(ICT)$207
DAL(DAL)$208
Syracuse(SYR)$209
Little Rock(LIT)$209
Austin(AUS)$210
Seattle(SEA)$213
Philadelphia(PHL)$214
Cincinnati(CVG)$217
DTW(DTW)$218
Pittsburgh(PIT)$224
Nashville(BNA)$226
Phoenix(PHX)$227
PDX(PDX)$227
Fort Myers(RSW)$228
Indianapolis(IND)$229
West Palm Beach(PBI)$229
Colorado Springs(COS)$229
Raleigh/Durham(RDU)$229
CMH(CMH)$235
Washington Dc(DCA)$236
Burbank(BUR)$237
Grand Rapids(GRR)$241
Omaha(OMA)$248
Charleston(CHS)$252
Saint Louis(STL)$252
Sonoma(SFO)$253
Memphis(MEM)$253
Washington Dc - Dulles(IAD)$253
Houston(HOU)$254
ORF(ORF)$258
Kansas City(MCI)$259
El Paso(ELP)$259
Spokane(GEG)$263
Buffalo(BUF)$264
Boise(BOI)$269
Santa Ana(SNA)$269
Jacksonville(JAX)$278
Reno(RNO)$279
Fresno(FAT)$279
Richmond(RIC)$282
Hartford(BDL)$285
San Antonio(SAT)$286
Myrtle Beach(MYR)$286
Oakland(OAK)$293
Sacramento(SMF)$293
Albany(ALB)$308
Salt Lake City(SLC)$309
Providence(PVD)$312
Oklahoma City(OKC)$313
SJC(SJC)$316
Savannah(SAV)$318
Tulsa(TUL)$327
Ontario(ONT)$329
Birmingham(BHM)$331
Anchorage(ANC)$349
Albuquerque(ABQ)$365
Tucson(TUS)$369

Recent Deals From Chicago

ORDAuckland$649
Found Feb 16
ORDPort Of Spain$336
Found Feb 12
ORDMontreal$204
Found Feb 11
ORDPunta Cana$224
Found Feb 11
ORDWinnipeg$272
Found Feb 10
MDWAtlanta$58
Found Feb 10
ORDWinnipeg$272
Found Feb 10
ORDWinnipeg$272
Found Feb 10
ORDWinnipeg$272
Found Feb 9
ORDWinnipeg$272
Found Feb 9

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Frequently Asked Questions