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OAK to MDW: distance & flight time
Oakland (Metropolitan Oakland International Airport) → Chicago (Chicago Midway International Airport)
1,840 mi
2,961 km · 1,599 nm
4h 4m
estimated nonstop flight time
+2h
time difference · heading east
See live OAK→MDW fares Phone-only fares on this route — call free
Flight time details
1,840 miles nonstop takes roughly 4h 4m gate to gate, flying east. Add 45–90 minutes per connection if there's no nonstop service. Remember to factor the 2-hour time gain when reading arrival times on your ticket.
The two airports
- OAK — Metropolitan Oakland International Airport · Oakland, United States
- MDW — Chicago Midway International Airport · Chicago, United States
Distances are great-circle ("as the crow flies") — the same basis airlines use for frequent-flyer miles.
Alternate airports can cut this fare
Flying from or into a nearby airport is the #1 trick our agents use to beat online prices. Call and we'll compare every combination on one call.
Near OAK
- SFO · San Francisco International Airport11 mi away
- HWD · Hayward Executive Airport7 mi away
- NGZ · Alameda Naval Air Station7 mi away
- SQL · San Carlos Airport15 mi away
Near MDW
- ORD · Chicago O'Hare International Airport15 mi away
- CGX · Chicago Meigs Airport9 mi away
- GYY · Gary Chicago International Airport21 mi away
- LOT · Lewis University Airport22 mi away
Frequently asked questions
How far is OAK from MDW?
The flight distance from Oakland (OAK) to Chicago (MDW) is 1,840 miles (2,961 km, 1,599 nautical miles), measured along the great-circle route airlines actually fly.
How long is the flight from OAK to MDW?
A nonstop flight takes about 4h 4m gate to gate. Actual time varies with winds, routing and season — eastbound transatlantic flights, for example, are usually faster than the return.
What is the time difference between Oakland and Chicago?
Chicago is 2 hours ahead of Oakland.
What is the cheapest way to fly from OAK to MDW?
Compare live fares online, then call CheapoTrav — our agents have unpublished consolidator fares on OAK–MDW that never appear on search engines, with no booking fees.