Flights from Chicago to Guanacaste (MDW → LIR)

MDW
Chicago
Chicago Midway International, USA
LIR
Guanacaste
Daniel Oduber Quiros International, Costa Rica
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No direct flights found. Here are the 17 fastest 1-stop options.
viaAtlanta(ATL)
MDW→ATL+1h 30mATL→LIR
5h 38m
viaMiami(MIA)
MDW→MIA+1h 30mMIA→LIR
5h 50m
viaFort Lauderdale(FLL)
MDW→FLL+1h 30mFLL→LIR
5h 51m
viaCharlotte(CLT)
MDW→CLT+1h 30mCLT→LIR
5h 52m
viaHouston(IAH)
MDW→IAH+1h 30mIAH→LIR
6h 2m
viaHouston(HOU)
MDW→HOU+1h 30mHOU→LIR
6h 3m
viaDetroit(DTW)
MDW→DTW+1h 30mDTW→LIR
6h 5m
viaDallas(DFW)
MDW→DFW+1h 30mDFW→LIR
6h 15m
viaBaltimore(BWI)
MDW→BWI+1h 30mBWI→LIR
6h 32m
viaMinneapolis(MSP)
MDW→MSP+1h 30mMSP→LIR
6h 44m
viaPhiladelphia(PHL)
MDW→PHL+1h 30mPHL→LIR
6h 47m
viaNew York(EWR)
MDW→EWR+1h 30mEWR→LIR
6h 59m
viaBoston(BOS)
MDW→BOS+1h 30mBOS→LIR
7h 35m
viaDenver(DEN)
MDW→DEN+1h 30mDEN→LIR
7h 37m
viaLos Angeles(LAX)
MDW→LAX+1h 30mLAX→LIR
9h 48m
viaSan Francisco(SFO)
MDW→SFO+1h 30mSFO→LIR
10h 35m
viaSeattle(SEA)
MDW→SEA+1h 30mSEA→LIR
11h 3m
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 Guanacaste? Currently, there are no direct flights from MDW to LIR. 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 → Guanacaste.

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

Try a nearby airport to Chicago

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

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

Or try a nearby airport to Guanacaste

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

MDW → FON 106 km from LIR Chicago → Fortuna Costa Rica · 5 destinations MDW → ACO 112 km from LIR Chicago → Cobano Costa Rica · 5 destinations MDW → SJO 161 km from LIR Chicago → San Jose Costa Rica · 55 destinations MDW → MGA 185 km from LIR Chicago → Managua Nicaragua · 11 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 Guanacaste (LIR)

Atlanta (ATL) Baltimore (BWI) Boston (BOS) Calgary (YYC) Charlotte (CLT) Chicago (ORD) Cobano (ACO) Dallas (DFW) All 30 destinations →