Flights from Chicago to Monterey (MDW → MRY)

MDW
Chicago
Chicago Midway International, USA
MRY
Monterey
Monterey Peninsula, USA
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No direct flights found. Here are the 8 fastest 1-stop options.
viaDenver(DEN)
MDW→DEN+1h 30mDEN→MRY
5h 1m
viaLas Vegas(LAS)
MDW→LAS+1h 30mLAS→MRY
5h 5m
viaSan Francisco(SFO)
MDW→SFO+1h 30mSFO→MRY
5h 9m
viaLos Angeles(LAX)
MDW→LAX+1h 30mLAX→MRY
5h 19m
viaPhoenix(PHX)
MDW→PHX+1h 30mPHX→MRY
5h 22m
viaSan Diego(SAN)
MDW→SAN+1h 30mSAN→MRY
5h 29m
viaDallas(DFW)
MDW→DFW+1h 30mDFW→MRY
5h 43m
viaSeattle(SEA)
MDW→SEA+1h 30mSEA→MRY
6h 11m
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 Monterey? Currently, there are no direct flights from MDW to MRY. 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 → Monterey.

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

Try a nearby airport to Chicago

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

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

Or try a nearby airport to Monterey

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

MDW → SJC 87 km from MRY Chicago → San Jose USA · 39 destinations MDW → SFO 124 km from MRY Chicago → San Francisco USA · 147 destinations MDW → OAK 129 km from MRY Chicago → Oakland USA · 34 destinations MDW → SBP 185 km from MRY Chicago → San Luis Obispo USA · 9 destinations MDW → FAT 191 km from MRY Chicago → Fresno USA · 15 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 Monterey (MRY)

Chicago (ORD) Dallas (DFW) Denver (DEN) Las Vegas (LAS) Los Angeles (LAX) Phoenix (PHX) San Diego (SAN) San Francisco (SFO) All 9 destinations →