What is the cheapest flight from Chicago?

The cheapest flights from Chicago are to Denver starting at $84. We track 320 destinations daily to find the best deals.

When is the cheapest time to fly from Chicago?

Based on our data, September, October, August tend to have the lowest fares from Chicago. Prices vary by destination, so check individual routes for specifics.

Can I find cheap international flights from Chicago?

Yes! We track 218 international destinations from Chicago across 6 regions: Canada (15 destinations, from $265); Mexico & Caribbean (35 destinations, from $271); Central & South America (24 destinations, from $364); Europe (64 destinations, from $251); Asia & Pacific (51 destinations, from $825); Africa & Middle East (29 destinations, from $702). Use the "Browse Destinations by Region" section above to explore flights by continent.

How do I get flight deal alerts from Chicago?

Sign up for our free email alerts and we'll send you the best deals from ORD, MDW airports as soon as we find them.

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.

Recent Deals From Chicago

ORD → Denver$116

Found Jul 29 · See the deal →

MDW → Beirut$825

Found Jul 28 · See the deal →

ORD → Baltimore$92

Found Jul 27 · See the deal →

ORD → Maui$396

Found Jul 21 · See the deal →

ORD → Auckland$890

Found Jul 21 · See the deal →

ORD → Philadelphia$145

Found Jul 20 · See the deal →

ORD → Stockholm$367

Found Jul 16 · See the deal →

MDW → Cartagena$345

Found Jul 16 · See the deal →

ORD → Helsinki$468

Found Jul 15 · See the deal →

ORD → Denver$110

Found Jul 13 · See the deal →

Deal Prices to Watch For

When fares from Chicago drop to these prices, they are worth booking. Based on our ongoing price tracking for each route.

Denver

DEN

$84

Baltimore

BWI

$92

Dallas/Fort Worth

DFW

$102

Los Angeles

LAX

$115

Saint Louis

STL

$117

Orlando

MCO

$118

Pittsburgh

PIT

$137

Fort Lauderdale

FLL

$141

Atlanta

ATL

$147

Indianapolis

IND

$157

Columbus

CMH

$157

Pittsburgh

PIT

$159

Top Destinations

Destination	Deals From	Typical Price	Best Months
Denver(DEN)	$84	$255	May, June
Baltimore(BWI)	$92	$280	May, June
Dallas/Fort Worth(DFW)	$102	$265	May, August
Los Angeles(LAX)	$115	$327	August, September
Saint Louis(STL)	$117	$232	October, September
Orlando(MCO)	$118	$209	May, June
Pittsburgh(PIT)	$137	$255	October, September
Fort Lauderdale(FLL)	$141	$194	May, July
Atlanta(ATL)	$147	$239	August, September
Columbus(CMH)	$157	$252	October, September
Indianapolis(IND)	$157	$242	October, September
Miami(MIA)	$171	$271	September, October
Houston Intercontinental(IAH)	$175	$225	October, September
Minneapolis(MSP)	$177	$227	October, August
Newark(EWR)	$177	$197	August, May
Washington Dc - Dulles(IAD)	$177	$242	October, September
Las Vegas(LAS)	$180	$271	September, August
Milwaukee(MKE)	$184	$219	September, August
Boston(BOS)	$186	$205	May, June
Cleveland(CLE)	$192	$218	September, October
New York(JFK)	$197	$222	January, May
New York LaGuardia(LGA)	$207	$217	October, November
Tampa(TPA)	$209	$277	September, October
Houston(HOU)	$209	$269	September, October
Grand Rapids(GRR)	$210	$263	October, August
Philadelphia(PHL)	$214	$257	October, September
Detroit(DTW)	$217	$251	October, September
New Orleans(MSY)	$217	$273	August, September
Omaha(OMA)	$217	$292	October, September
Memphis(MEM)	$220	$324	August, September
Providence(PVD)	$225	$312	October, September
Charlotte(CLT)	$228	$275	April, May
Jacksonville(JAX)	$228	$341	October, August
Raleigh/Durham(RDU)	$230	$327	May, April
Nashville(BNA)	$230	$318	June, August
Washington Dc(DCA)	$238	$270	September, October
Hartford(BDL)	$238	$308	August, September
Dayton(DAY)	$239	$239	October, November
Buffalo(BUF)	$240	$286	September, October
Des Moines(DSM)	$244	$329	October, August
Dallas Love Field(DAL)	$245	$262	October, June
Kansas City(MCI)	$245	$291	September, October
Knoxville(TYS)	$249	$249	October, November
Phoenix(PHX)	$250	$286	May, August
Santa Barbara(SBA)	$251	$286	April, May
Cincinnati(CVG)	$252	$273	May, August
Colorado Springs(COS)	$253	$302	September, October
Austin(AUS)	$255	$275	October, September
Tulsa(TUL)	$256	$341	October, September
Norfolk(ORF)	$256	$317	October, September
Charleston(CHS)	$257	$333	September, October
Myrtle Beach(MYR)	$259	$312	September, December

Browse Destinations by Region

Destination	Deals From	Typical Price
Denver(DEN)	$84	$255
Baltimore(BWI)	$92	$280
Dallas/Fort Worth(DFW)	$102	$265
Los Angeles(LAX)	$115	$327
Saint Louis(STL)	$117	$232
Orlando(MCO)	$118	$209
Pittsburgh(PIT)	$137	$255
Fort Lauderdale(FLL)	$141	$194
Atlanta(ATL)	$147	$239
Columbus(CMH)	$157	$252
Indianapolis(IND)	$157	$242
Miami(MIA)	$171	$271
Houston Intercontinental(IAH)	$175	$225
Newark(EWR)	$177	$197
Minneapolis(MSP)	$177	$227
Washington Dc - Dulles(IAD)	$177	$242
Las Vegas(LAS)	$180	$271
Milwaukee(MKE)	$184	$219
Boston(BOS)	$186	$205
Cleveland(CLE)	$192	$218
New York(JFK)	$197	$222
New York LaGuardia(LGA)	$207	$217
Tampa(TPA)	$209	$277
Houston(HOU)	$209	$269
Grand Rapids(GRR)	$210	$263
Philadelphia(PHL)	$214	$257
New Orleans(MSY)	$217	$273
Omaha(OMA)	$217	$292
Detroit(DTW)	$217	$251
Memphis(MEM)	$220	$324
Providence(PVD)	$225	$312
Jacksonville(JAX)	$228	$341
Charlotte(CLT)	$228	$275
Raleigh/Durham(RDU)	$230	$327
Nashville(BNA)	$230	$318
Hartford(BDL)	$238	$308
Washington Dc(DCA)	$238	$270
Dayton(DAY)	$239	$239
Buffalo(BUF)	$240	$286
Des Moines(DSM)	$244	$329
Dallas Love Field(DAL)	$245	$262
Kansas City(MCI)	$245	$291
Knoxville(TYS)	$249	$249
Phoenix(PHX)	$250	$286
Cincinnati(CVG)	$252	$273
Colorado Springs(COS)	$253	$302
Austin(AUS)	$255	$275
Tulsa(TUL)	$256	$341
Norfolk(ORF)	$256	$317
Charleston(CHS)	$257	$333
Myrtle Beach(MYR)	$259	$312
Sonoma(SFO)	$260	$315
Albany(ALB)	$267	$338
Little Rock(LIT)	$269	$269
Greenville/spartanburg(GSP)	$269	$279
Syracuse(SYR)	$269	$269
El Paso(ELP)	$270	$354
Ontario(ONT)	$270	$463
Oklahoma City(OKC)	$273	$333
Richmond(RIC)	$273	$367
Salt Lake City(SLC)	$274	$380
Savannah(SAV)	$279	$347
San Diego(SAN)	$282	$347
Birmingham(BHM)	$285	$353
Fort Myers(RSW)	$287	$315
West Palm Beach(PBI)	$289	$289
Fresno(FAT)	$292	$321
Wichita(ICT)	$296	$330
Santa Ana(SNA)	$300	$329
San Antonio(SAT)	$304	$367
Seattle(SEA)	$311	$379
Sacramento(SMF)	$314	$359
Spokane(GEG)	$315	$335
Oakland(OAK)	$315	$339
Burbank(BUR)	$318	$363
San Jose(SJC)	$319	$343
Boise(BOI)	$326	$335
Albuquerque(ABQ)	$329	$434
Reno(RNO)	$338	$406
Portland(PDX)	$341	$378
Anchorage(ANC)	$397	$407
Tucson(TUS)	$416	$437

Destination	Deals From	Typical Price
Calgary(YYC)	$265	$277
Toronto(YYZ)	$286	$336
Quebec(YQB)	$330	$525
Halifax(YHZ)	$340	$359
Montreal(YUL)	$351	$401
Winnipeg(YWG)	$361	$620
Vancouver(YVR)	$394	$421
Regina(YQR)	$397	$491
Edmonton(YEG)	$414	$443
Kelowna(YLW)	$455	$505
Saskatoon(YXE)	$484	$559
Victoria BC(YYJ)	$490	$524
Moncton(YQM)	$588	$616
London Ontario(YXU)	$596	$610
Ottawa(YOW)	$649	$676

Destination	Deals From	Typical Price
Mexico City(MEX)	$271	$286
Guadalajara(GDL)	$288	$326
Monterrey(MTY)	$290	$344
Puerto Vallarta(PVR)	$322	$376
Queretaro(QRO)	$324	$486
Cancun(CUN)	$334	$373
Guanajuato(BJX)	$338	$421
Acapulco(ACA)	$341	$371
San Juan(SJU)	$352	$392
Guatemala City(GUA)	$356	$386
Montego Bay(MBJ)	$372	$382
Nassau(NAS)	$373	$404
San Jose Del Cabo(SJD)	$379	$443
Punta Cana(PUJ)	$385	$437
Huatulco(HUX)	$398	$446
San Luis Potosi(SLP)	$411	$483
Santo Domingo(SDQ)	$413	$468
San Salvador(SAL)	$445	$462
Kingston(KIN)	$458	$463
Aguascalientes(AGU)	$458	$473
San Jose(SJO)	$470	$482
Barbados(BGI)	$474	$612
Liberia(LIR)	$485	$582
Grand Cayman(GCM)	$498	$611
Havana(HAV)	$517	$561
Aruba(AUA)	$590	$634
Bonaire(BON)	$594	$618
St. Lucia(UVF)	$596	$688
Port Of Spain(POS)	$597	$627
Curacao(CUR)	$599	$657
Zihuatanejo/Ixtapa(ZIH)	$609	$669
Tijuana(TIJ)	$615	$636
Grenada(GND)	$628	$702
Panama City(PTY)	$706	$795
Cozumel(CZM)	$712	$720

Destination	Deals From	Typical Price
Cartagena(CTG)	$364	$370
Bogota(BOG)	$370	$445
Medellin(MDE)	$427	$438
Cali(CLO)	$441	$486
Quito(UIO)	$456	$461
Guayaquil(GYE)	$507	$510
Santa Cruz(VVI)	$581	$700
Rio De Janeiro(GIG)	$618	$630
Lima(LIM)	$621	$635
Santiago(SCL)	$692	$704
Brasilia(BSB)	$712	$755
Sao Paulo(GRU)	$760	$856
Manaus(MAO)	$771	$847
Porto Alegre(POA)	$802	$872
Cusco(CUZ)	$804	$909
Salvadore(SSA)	$855	$915
Curitiba(CWB)	$860	$926
Recife(REC)	$881	$1,107
Goiania(GYN)	$885	$1,061
Buenos Aires(EZE)	$930	$969
Montevideo(MVD)	$963	$1,015
Asuncion(ASU)	$1,023	$1,097
Cordoba(COR)	$1,064	$1,156
Fortaleza(FOR)	$1,396	$1,481

Destination	Deals From	Typical Price
Santa Barbara(SBA)	$251	$286
Greensboro(GSO)	$264	$264
Columbia(CAE)	$269	$269
Burlington(BTV)	$279	$279
Portland(PWM)	$280	$314
Palm Springs(PSP)	$310	$310
Rochester(ROC)	$321	$359
Manchester(MHT)	$372	$387
Maui(OGG)	$396	$704
Lihue(LIH)	$424	$474
Barcelona(BCN)	$449	$727
Kona(KOA)	$454	$579
Paris(CDG)	$469	$784
Helsinki(HEL)	$534	$581
Stockholm(ARN)	$551	$616
Honolulu(HNL)	$551	$615
Sevilla(SVQ)	$598	$871
Malaga(AGP)	$632	$706
London(LHR)	$638	$735
Zurich(ZRH)	$649	$699
Belgrade(BEG)	$649	$743
Venice(VCE)	$649	$728
Vienna(VIE)	$649	$756
Frankfurt(FRA)	$650	$712
Prague(PRG)	$661	$772
Dublin(DUB)	$661	$691
Oslo(OSL)	$663	$738
Warsaw(WAW)	$675	$763
Capri(NAP)	$680	$921
Milan(MXP)	$686	$741
Budapest(BUD)	$692	$787
Athens(ATH)	$692	$717
Copenhagen(CPH)	$695	$748
Brussels(BRU)	$696	$841
Geneva(GVA)	$696	$800
Rome(FCO)	$698	$818
Zagreb(ZAG)	$699	$779
Lisbon(LIS)	$700	$807
Madrid(MAD)	$700	$826
Hamburg(HAM)	$703	$732
Nice(NCE)	$713	$828
Sofia(SOF)	$714	$836
Munich(MUC)	$719	$735
Bilbao(BIO)	$726	$792
Porto(OPO)	$728	$906
Palma Mallorca(PMI)	$732	$773
Valencia(VLC)	$737	$866
Bucharest(OTP)	$760	$786
Amsterdam(AMS)	$765	$885
Dubrovnik(DBV)	$786	$955
Ljubliana(LJU)	$800	$951
Lyon(LYS)	$810	$978
Thessaloniki(SKG)	$813	$1,006
Dusseldorf(DUS)	$818	$901
Paris Orly(ORY)	$844	$964
Split(SPU)	$852	$1,017
Marseille(MRS)	$852	$1,009
Istanbul(IST)	$861	$941
Stuttgart(STR)	$874	$1,049
Toulouse(TLS)	$884	$1,007
Cologne(CGN)	$896	$1,051
Heraklian(HER)	$1,084	$1,172
Ankara(ESB)	$1,084	$1,190
Rhodes(RHO)	$1,178	$1,281

Destination	Deals From	Typical Price
Bombay(BOM)	$825	$949
Bangkok(BKK)	$830	$920
Delhi(DEL)	$833	$972
Chennai(MAA)	$850	$964
Hyderabad(HYD)	$870	$969
Chiang Mai(CNX)	$875	$1,367
Saigon(SGN)	$881	$920
Karachi(KHI)	$890	$915
Bangalore(BLR)	$894	$991
Singapore(SIN)	$909	$984
Cochin(COK)	$910	$950
Lahore(LHE)	$921	$1,075
Guangzhou(CAN)	$950	$1,072
Kuala Lumpur(KUL)	$950	$1,115
Cebu(CEB)	$950	$974
Ahmedabad(AMD)	$960	$1,076
Hong Kong(HKG)	$968	$1,047
Manila(MNL)	$969	$995
Phuket(HKT)	$971	$1,056
Islamabad(ISB)	$983	$1,056
Auckland(AKL)	$995	$1,095
Hanoi(HAN)	$1,000	$1,103
Taipei(TPE)	$1,002	$1,106
Calcutta(CCU)	$1,008	$1,053
Wellington(WLG)	$1,034	$1,982
Christchurch(CHC)	$1,037	$1,899
Colombo(CMB)	$1,043	$1,125
Jakarta(CGK)	$1,043	$1,080
Dhaka(DAC)	$1,062	$1,164
Nadi(NAN)	$1,067	$1,202
Da Nang(DAD)	$1,095	$1,142
Kaohsiung(KHH)	$1,100	$1,305
Brisbane(BNE)	$1,119	$1,157
Beijing(PEK)	$1,127	$1,292
Okinawa(OKA)	$1,139	$1,324
Tokyo(NRT)	$1,152	$1,340
Shanghai(PVG)	$1,156	$1,332
Bali(DPS)	$1,170	$1,328
Kyoto(KIX)	$1,176	$1,283
Seoul(ICN)	$1,181	$1,242
Thiruvananthapuram(TRV)	$1,183	$1,232
Queenstown(ZQN)	$1,210	$1,422
Goa(GOI)	$1,234	$1,383
Tokyo(HND)	$1,242	$1,457
Nagoya(NGO)	$1,266	$1,559
Kathmandu(KTM)	$1,287	$1,534
Sapporo(CTS)	$1,318	$1,618
Penang(PEN)	$1,381	$1,433
Sydney(SYD)	$1,414	$1,462
Vientiane(VTE)	$1,417	$1,671
Tahiti(PPT)	$1,419	$1,475

Destination	Deals From	Typical Price
Algiers(ALG)	$702	$959
Abu Dhabi(AUH)	$725	$773
Dubai(DXB)	$746	$768
Cairo(CAI)	$771	$853
Tel Aviv(TLV)	$799	$1,121
Dammam(DMM)	$803	$930
Sharjah(SHJ)	$817	$877
Riyadh(RUH)	$818	$845
Beirut(BEY)	$825	$1,415
Bahrain(BAH)	$829	$976
Amman(AMM)	$849	$899
Casablanca(CMN)	$852	$966
Tunis(TUN)	$881	$1,070
Nairobi(NBO)	$881	$925
Jeddah(JED)	$882	$1,032
Doha(DOH)	$884	$922
Kuwait(KWI)	$904	$976
Entebbe(EBB)	$941	$1,113
Addis Ababa(ADD)	$1,000	$1,100
Baghdad(BGW)	$1,080	$1,082
Erbil(EBL)	$1,092	$1,094
Dar Es Salaam(DAR)	$1,099	$1,189
Lagos(LOS)	$1,130	$1,282
Abidjan(ABJ)	$1,132	$1,317
Damascus(DAM)	$1,148	$1,293
Accra(ACC)	$1,201	$1,280
Muscat(MCT)	$1,224	$1,284
Johannesburg(JNB)	$1,318	$1,491
Cape Town(CPT)	$1,424	$1,606

Best Months to Fly From Chicago

Jan

$289

Feb

$289

Mar

$336

Apr

$318

May

$240

Jun

$267

Jul

$323

Aug

$231

Sep

$221

Oct

$230

Nov

$274

Dec

$300

Cheapest Average Expensive

Get Deal Alerts From Chicago

Never miss a flight deal. Get free alerts from your city.