What is the cheapest flight from Chicago?

The cheapest flights from Chicago are to Houston Intercontinental starting at $134. We track 320 destinations daily to find the best deals.

When is the cheapest time to fly from Chicago?

Based on our data, May, June, August tend to have the lowest fares from Chicago. Prices vary by destination — 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 $243); Central & South America (24 destinations, from $350); Europe (65 destinations, from $264); Asia & Pacific (50 destinations, from $777); 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.

Cheapest Flights Right Now

Live fares from Chicago updated in the last 72 hours

Atlanta

ATL

$134

Houston Intercontinental

IAH

$134

Fort Lauderdale

FLL

$136

Atlanta

ATL

$139

Dallas/Fort Worth

DFW

$144

New York LaGuardia

LGA

$154

Tampa

TPA

$170

Orlando

MCO

$175

Newark

EWR

$177

Denver

DEN

$181

Boston

BOS

$182

Minneapolis

MSP

$184

Top Destinations

Destination	Deals From	Typical Price	Best Months
Houston Intercontinental(IAH)	$134	$164	May, June
Atlanta(ATL)	$134	$195	May, June
Fort Lauderdale(FLL)	$136	$194	May, April
Dallas/Fort Worth(DFW)	$144	$178	May, August
New York LaGuardia(LGA)	$154	$179	August, June
Tampa(TPA)	$170	$204	May, April
Orlando(MCO)	$175	$200	May, April
Newark(EWR)	$177	$187	July, August
Denver(DEN)	$181	$230	May, June
Boston(BOS)	$182	$205	May, August
Minneapolis(MSP)	$184	$218	May, June
Cleveland(CLE)	$187	$254	May, June
Miami(MIA)	$187	$233	May, April
Philadelphia(PHL)	$198	$236	May, April
New York(JFK)	$202	$227	January, May
Los Angeles(LAX)	$205	$240	May, August
Charlotte(CLT)	$205	$250	February, April
Baltimore(BWI)	$210	$250	May, June
Raleigh/Durham(RDU)	$210	$252	May, April
Washington Dc - Dulles(IAD)	$210	$250	May, April
Las Vegas(LAS)	$215	$244	May, June
Milwaukee(MKE)	$219	$219	May, October
Detroit(DTW)	$224	$275	May, August
Cincinnati(CVG)	$225	$273	May, June
Saint Louis(STL)	$225	$310	May, June
Austin(AUS)	$230	$256	May, June
New Orleans(MSY)	$230	$271	May, June
Phoenix(PHX)	$230	$270	May, April
Columbus(CMH)	$236	$310	May, June
Buffalo(BUF)	$236	$316	May, June
Dayton(DAY)	$239	$239	October, November
San Juan(SJU)	$243	$306	May, April
Indianapolis(IND)	$243	$317	May, February
Washington Dc(DCA)	$243	$289	May, June
Dallas Love Field(DAL)	$245	$256	October, June
Grand Rapids(GRR)	$246	$263	May, June
Knoxville(TYS)	$249	$249	December, January
Jacksonville(JAX)	$250	$341	May, June
San Diego(SAN)	$250	$305	May, June
Nashville(BNA)	$250	$309	May, June
Pittsburgh(PIT)	$251	$313	May, June
Sonoma(SFO)	$251	$304	May, June
Salt Lake City(SLC)	$252	$365	May, June
Memphis(MEM)	$261	$324	May, June
Greenville/spartanburg(GSP)	$262	$262	October, November
Greensboro(GSO)	$264	$264	October, November
Calgary(YYC)	$265	$288	January, September
Columbia(CAE)	$269	$269	October, November
Portland(PWM)	$269	$279	May, June
Burlington(BTV)	$269	$279	January, May
Little Rock(LIT)	$269	$269	October, November

Browse Destinations by Region

Destination	Deals From	Typical Price
Houston Intercontinental(IAH)	$134	$164
Atlanta(ATL)	$134	$195
Fort Lauderdale(FLL)	$136	$194
Dallas/Fort Worth(DFW)	$144	$178
New York LaGuardia(LGA)	$154	$179
Tampa(TPA)	$170	$204
Orlando(MCO)	$175	$200
Newark(EWR)	$177	$187
Denver(DEN)	$181	$230
Boston(BOS)	$182	$205
Minneapolis(MSP)	$184	$218
Miami(MIA)	$187	$233
Cleveland(CLE)	$187	$254
Philadelphia(PHL)	$198	$236
New York(JFK)	$202	$227
Charlotte(CLT)	$205	$250
Los Angeles(LAX)	$205	$240
Raleigh/Durham(RDU)	$210	$252
Baltimore(BWI)	$210	$250
Washington Dc - Dulles(IAD)	$210	$250
Las Vegas(LAS)	$215	$244
Milwaukee(MKE)	$219	$219
Detroit(DTW)	$224	$275
Cincinnati(CVG)	$225	$273
Saint Louis(STL)	$225	$310
New Orleans(MSY)	$230	$271
Austin(AUS)	$230	$256
Phoenix(PHX)	$230	$270
Buffalo(BUF)	$236	$316
Columbus(CMH)	$236	$310
Dayton(DAY)	$239	$239
Indianapolis(IND)	$243	$317
Washington Dc(DCA)	$243	$289
Dallas Love Field(DAL)	$245	$256
Grand Rapids(GRR)	$246	$263
Knoxville(TYS)	$249	$249
Jacksonville(JAX)	$250	$341
Nashville(BNA)	$250	$309
San Diego(SAN)	$250	$305
Pittsburgh(PIT)	$251	$313
Sonoma(SFO)	$251	$304
Salt Lake City(SLC)	$252	$365
Memphis(MEM)	$261	$324
Greenville/spartanburg(GSP)	$262	$262
Little Rock(LIT)	$269	$269
Syracuse(SYR)	$269	$269
Ontario(ONT)	$270	$417
Houston(HOU)	$279	$307
Kansas City(MCI)	$284	$329
Norfolk(ORF)	$284	$359
Myrtle Beach(MYR)	$286	$335
West Palm Beach(PBI)	$289	$289
Seattle(SEA)	$290	$355
Portland(PDX)	$290	$316
Omaha(OMA)	$290	$337
Fort Myers(RSW)	$295	$306
Burbank(BUR)	$297	$317
Des Moines(DSM)	$300	$329
El Paso(ELP)	$307	$401
Charleston(CHS)	$311	$339
Sacramento(SMF)	$312	$355
Oklahoma City(OKC)	$312	$393
Tulsa(TUL)	$313	$356
San Antonio(SAT)	$315	$367
Spokane(GEG)	$319	$335
Santa Ana(SNA)	$320	$329
Richmond(RIC)	$322	$362
Oakland(OAK)	$323	$355
San Jose(SJC)	$325	$347
Boise(BOI)	$326	$335
Wichita(ICT)	$330	$340
Fresno(FAT)	$334	$349
Savannah(SAV)	$337	$404
Hartford(BDL)	$344	$380
Albany(ALB)	$349	$349
Colorado Springs(COS)	$351	$351
Providence(PVD)	$364	$389
Birmingham(BHM)	$389	$389
Reno(RNO)	$394	$427
Anchorage(ANC)	$403	$419
Tucson(TUS)	$416	$426
Albuquerque(ABQ)	$489	$500

Best Months to Fly From Chicago

Jan

$303

Feb

$305

Mar

$407

Apr

$271

May

$203

Jun

$226

Jul

$242

Aug

$233

Sep

$268

Oct

$276

Nov

$296

Dec

$318

Cheapest Average Expensive

Recent Deals From Chicago

ORD → Liberia$449

Found May 8

MDW → Los Angeles$189

Found May 6

ORD → Johannesburg$1,063

Found May 5

ORD → Cape Town$1,106

Found May 4

ORD → Winnipeg$371

Found May 4

ORD → Riyadh$779

Found May 2

ORD → Denver$86

Found May 1

MDW → Barbados$593

Found Apr 30

ORD → Tel Aviv$799

Found Apr 29

ORD → Cancun$200