Flights from Aspen to Chicago (ASE → MDW)

ASE
Aspen
Aspen Pitkin County Sardy Field, USA
MDW
Chicago
Chicago Midway International, USA
Loading map...
No direct flights found. Here are the 9 fastest 1-stop options.
viaDenver(DEN)
ASE→DEN+1h 30mDEN→MDW
3h 26m
viaDallas(DFW)
ASE→DFW+1h 30mDFW→MDW
4h 21m
viaAustin(AUS)
ASE→AUS+1h 30mAUS→MDW
4h 52m
viaHouston(IAH)
ASE→IAH+1h 30mIAH→MDW
4h 58m
viaAtlanta(ATL)
ASE→ATL+1h 30mATL→MDW
5h 5m
viaPhoenix(PHX)
ASE→PHX+1h 30mPHX→MDW
5h 10m
viaCharlotte(CLT)
ASE→CLT+1h 30mCLT→MDW
5h 20m
viaLos Angeles(LAX)
ASE→LAX+1h 30mLAX→MDW
6h 13m
viaSan Francisco(SFO)
ASE→SFO+1h 30mSFO→MDW
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 Aspen to Chicago? Currently, there are no direct flights from ASE to MDW. 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 Aspen → Chicago.

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

Try a nearby airport to Aspen

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

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

Or try a nearby airport to Chicago

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

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

Other flights from Chicago (MDW)

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