Flights from Chicago to Aspen (MDW → ASE)

MDW
Chicago
Chicago Midway International, USA
ASE
Aspen
Aspen Pitkin County Sardy Field, USA
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No direct flights found. Here are the 9 fastest 1-stop options.
viaDenver(DEN)
MDW→DEN+1h 30mDEN→ASE
3h 26m
viaDallas(DFW)
MDW→DFW+1h 30mDFW→ASE
4h 21m
viaAustin(AUS)
MDW→AUS+1h 30mAUS→ASE
4h 52m
viaHouston(IAH)
MDW→IAH+1h 30mIAH→ASE
4h 58m
viaAtlanta(ATL)
MDW→ATL+1h 30mATL→ASE
5h 5m
viaPhoenix(PHX)
MDW→PHX+1h 30mPHX→ASE
5h 10m
viaCharlotte(CLT)
MDW→CLT+1h 30mCLT→ASE
5h 20m
viaLos Angeles(LAX)
MDW→LAX+1h 30mLAX→ASE
6h 13m
viaSan Francisco(SFO)
MDW→SFO+1h 30mSFO→ASE
6h 36m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from Chicago to Aspen? Currently, there are no direct flights from MDW to ASE. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Chicago → Aspen.

Cheap flights from Chicago to Aspen Cheapest month to fly to Aspen Flights from USA Flights to USA Visa-free with USA passport All airports in USA

Try a nearby airport to Chicago

Flights to Aspen (ASE) from other airports within 350 km of Chicago. Often unlocks cheaper fares or better times.

ORD → ASE 25 km from MDW Chicago → Aspen USA · 282 destinations SBN → ASE 119 km from MDW South Bend → Aspen USA · 22 destinations RFD → ASE 121 km from MDW Rockford → Aspen USA · 8 destinations MKE → ASE 130 km from MDW Milwaukee → Aspen USA · 34 destinations BMI → ASE 175 km from MDW Bloomington → Aspen USA · 6 destinations

Or try a nearby airport to Aspen

Flights from Chicago (MDW) to other airports within 350 km of Aspen.

MDW → EGE 47 km from ASE Chicago → Vail USA · 16 destinations MDW → MTJ 119 km from ASE Chicago → Montrose USA · 9 destinations MDW → HDN 144 km from ASE Chicago → Hayden USA · 13 destinations MDW → GJT 144 km from ASE Chicago → Grand Junction USA · 6 destinations MDW → COS 193 km from ASE Chicago → Colorado Springs USA · 17 destinations

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →

Other flights from Aspen (ASE)

Atlanta (ATL) Austin (AUS) Charlotte (CLT) Chicago (ORD) Dallas (DFW) Denver (DEN) Houston (IAH) Los Angeles (LAX) All 13 destinations →