DirectFarera
Chicago Atlanta
CHI → ATL
$68
Apr 18 – Apr 20
Cheap Flights from Chicago
The lowest fares departing Chicago (CHI) this month. We track 50+ destinations and surface the best deal per route. Click any card to book directly.
Build demand from Chicago
Keep visitors moving between filtered fare blocks, route pages, and the main deals hub.
Best deals from Chicago
View Deal
DirectFarera
Chicago FLL
CHI → FLL
$71
May 2 – May 5
DirectKupi.com
Chicago Miami
CHI → MIA
$76
May 2 – May 8
DirectMytrip.com
Chicago New York
CHI → NYC
$78
Apr 29 – May 2
DirectFarera
Chicago HOU
CHI → HOU
$97
Jun 15 – Jun 20
DirectFlightnetwork
Chicago DFW
CHI → DFW
$98
Apr 25 – Apr 30
DirectMytrip.com
Chicago TPA
CHI → TPA
$103
Apr 22 – Apr 25
DirectTickets
Chicago MSP
CHI → MSP
$107
May 12 – May 12
1 stopKiwi.com
Chicago Orlando
CHI → ORL
$117
Apr 29 – May 6
1 stopKiwi.com
Chicago BWI
CHI → BWI
$120
May 7 – May 9
DirectTrip.com
Chicago RDU
CHI → RDU
$120
May 1 – May 3
DirectFarehutz
Chicago CMH
CHI → CMH
$128
Sep 1 – Sep 8
1 stopFarehutz
Chicago SLC
CHI → SLC
$129
May 19 – May 25
DirectKiwi.com
Chicago Los Angeles
CHI → LAX
$130
May 7 – May 9
1 stopFarera
Chicago Denver
CHI → DEN
$133
May 29 – May 31
1 stopFarera
Chicago Las Vegas
CHI → LAS
$136
Apr 25 – Apr 27
1 stopSkytripfare
Chicago CVG
CHI → CVG
$142
Apr 30 – May 8
1 stopKiwi.com
Chicago Washington DC
CHI → WAS
$146
May 21 – May 26
1 stopTickets
Chicago MSY
CHI → MSY
$155
May 29 – Jun 1
DirectFarera
Chicago Boston
CHI → BOS
$157
May 30 – Jun 2
DirectFarehutz
Chicago GDL
CHI → GDL
$160
Apr 21 – May 12
1 stopFarehutz
Chicago Mexico City
CHI → MEX
$163
Aug 13 – Aug 28
1 stopFarehutz
Chicago CLT
CHI → CLT
$168
Jul 23 – Jul 26
1 stopTrip.com
Chicago Philadelphia
CHI → PHL
$173
Apr 29 – May 6
1 stopFarehutz
Chicago PNS
CHI → PNS
$175
May 17 – May 20
1 stopSkytripfare
Chicago MEM
CHI → MEM
$176
May 7 – May 8
DirectTrip.com
Chicago FMY
CHI → FMY
$177
Apr 27 – Apr 30
1 stopFarera
Chicago ONT
CHI → ONT
$177
Apr 30 – May 5
DirectFarehutz
Chicago Seattle
CHI → SEA
$179
Jul 12 – Jul 14
1 stopFarehutz
Chicago SAC
CHI → SAC
$189
May 15 – May 17
Weekend escapes from Chicago
Browse by destination
Chicago → New YorkChicago → Los AngelesChicago → MiamiChicago → OrlandoChicago → Las VegasChicago → HonoluluChicago → LondonChicago → ParisChicago → RomeChicago → BarcelonaChicago → MadridChicago → AmsterdamChicago → FrankfurtChicago → BerlinChicago → LisbonChicago → AthensChicago → PragueChicago → ViennaChicago → BudapestChicago → ReykjavikChicago → DubaiChicago → IstanbulChicago → Tel AvivChicago → CairoChicago → MaldivesChicago → BaliChicago → BangkokChicago → PhuketChicago → SingaporeChicago → Kuala LumpurChicago → TokyoChicago → SeoulChicago → Hong KongChicago → TaipeiChicago → DelhiChicago → MumbaiChicago → ColomboChicago → SydneyChicago → MelbourneChicago → AucklandChicago → CancunChicago → Mexico CityChicago → São PauloChicago → Rio de JaneiroChicago → Buenos AiresChicago → LimaChicago → Cape TownChicago → JohannesburgChicago → NairobiChicago → Toronto