Open interactive map →Cheap flights from Chicago
From Chicago (ORD) you can currently reach 378 destinations across 88 countries. The cheapest fare right now is €41 to Philadelphia. Fares below are sourced directly from our flight partners and reflect the latest available prices.
Cheapest right now:Philadelphia from €41
Budget picks from Chicago
Cheapest destinations from Chicago
- PhiladelphiaUnited StatesBookF92h 23mDirect€41
- ClevelandUnited StatesUA1h 26mDirect€46
- St LouisUnited StatesBookAA1h 22mDirect€51
- Los AngelesUnited StatesF94h 50mDirect€63
- AtlantaUnited StatesF92h 23mDirect€67
- Fort LauderdaleUnited StatesF93h 8mDirect€69
- TorontoCanadaAC1h 42mDirect€74
- DallasUnited StatesF92h 41mDirect€75
- TampaUnited StatesF93h 49m1 stop€80
- BaltimoreUnited StatesF91h 57mDirect€81
- MinneapolisUnited StatesF94h 45m1 stop€81
- DenverUnited StatesF92h 45mDirect€82
- QuincyUnited StatesBookLF1h 25mDirect€82
- OrlandoUnited StatesF93h 48m1 stop€83
- WashingtonUnited StatesF95h 43m1 stop€83
- HoustonUnited StatesF92h 59mDirect€84
- San FranciscoUnited StatesF96h 22m1 stop€84
- Mexico CityMexicoVB5h 6m1 stop€85
- BurlingtonUnited StatesBookLF1h 25mDirect€86
- OntarioUnited StatesBookF95h 10m1 stop€87
- QueretaroMexicoBookVB4h 48m1 stop€88
- ManisteeUnited StatesBookLF1h 20mDirect€91
- CalgaryCanadaBookAC6h 42m1 stop€91
- NashvilleUnited StatesBookLF2h 55m1 stop€92
- South BendUnited StatesBookUA1h 3mDirect€92
- MiamiUnited StatesF96h 35m1 stop€94
- Kansas CityUnited StatesF94h 30m1 stop€96
- MilwaukeeUnited StatesBookAA1h 8mDirect€98
- New OrleansUnited StatesBookF93h 58m1 stop€99
- San JuanPuerto RicoUA4h 44mDirect€99
Showing the 30 cheapest destinations. Open the map for the full list.
Cheapest month to fly from Chicago
Lowest available fare from Chicago departing each month, to any destination.
- September 2026€74to Toronto
- October 2026€41to PhiladelphiaCheapest
- November 2026€80to Tampa
- December 2026€124to Jackson
- January 2027€109to Morelia
- February 2027€104to Phoenix
- March 2027€304to Porto
- April 2027€302to Tallinn
- May 2027€772to Bukhara
Fares shown are the lowest currently available for each month. Prices change frequently.
Popular routes from Chicago
Other popular origins
Weekly deals
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Frequently asked questions
How many destinations can I fly to from Chicago?
SkyHopp currently tracks 378 destinations across 88 countries from Chicago Airport (ORD). The list updates every few hours as our flight partners publish new fares.
What is the cheapest flight from Chicago right now?
At the moment, the cheapest observed fare is €41 to Philadelphia. Prices change frequently, so we recommend booking as soon as the date works for you.
Does SkyHopp show direct flights from Chicago?
Yes. Use the "Direct only" filter on the interactive map to limit the results to non-stop flights from Chicago.
Is it cheaper to fly from Chicago on specific days?
Mid-week departures (Tuesday–Thursday) and early-morning flights from Chicago are usually the cheapest. Use the "Flexible dates" filter to let SkyHopp find the best day automatically.
What flights are available from Chicago?
From Chicago Airport (ORD), SkyHopp currently tracks flights to 378 destinations across 88 countries. Routes include both short-haul and longer-haul options operated by a mix of full-service and low-cost carriers. The full list of available flights from Chicago with live fares is in the table above — updated regularly as our flight partners publish new availability.