Boston to Chicago/West Chicago (BOS–DPA) — Airlines, Schedules & Connections

BOS Airport Page →
882 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Flight Schedule Charter / private Verified 1w ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Boston to Chicago/West Chicago
Flown by charter / private operators — no scheduled airline service.
882 mi 1h 58m nonstop -1h behind

BOS–DPA has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore BOS Routes DPA Routes BOS Live Flights DPA Live Flights BOS Delays
All flights from Chicago/West Chicago (DPA) Chicago/West Chicago to Boston flights
Connections

Connection Landscape

1-stop and 2-stop options for BOS to DPA.
1-STOP
One-Stop Connections
0
Hubs
–
Fastest
–
Longest
Verified with published schedule alignment and minimum connection time.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
BOS → DPA
67%
Moderate delays possible. Allow buffer time.
Departing
67%
Return
DPA → BOS
77%
Generally reliable. Most flights run on time.
Arriving
77%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. BOS delays →
Alternatives

Other ways to reach Chicago/West Chicago from Boston

Nearby airports with service to Dupage Airport.
Metric BOS→DPA BED→DPA
Distance from BOS – 16 mi
Nonstop airlines – 1
Weekly flights ~1 1
Flight time 1h 58m 2h 29m
Departure OTP 67% –
Bedford (BED) to Chicago/West Chicago flights
Airports within 200 miles of BOS with service to Dupage Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago/West Chicago is 1 hour behind Boston.
BOS: EDT · DPA: CDT

When it's 6:00 PM in Boston, it's 5:00 PM in Chicago/West Chicago.
Distance & Flight Time
882 mi / 1,420 km
Nonstop flight time is approximately 1h 58m gate to gate.
Getting to BOS

MBTA Silver Line SL1 bus runs from South Station (Red Line, Amtrak) through the Ted Williams Tunnel to all Logan terminals; free from the airport, $2.40 inbound. Journey from South Station takes 15–20 minutes depending on traffic. The Blue Line Aquarium station connects to a free water taxi ($12) across the harbor to Logan; scenic but weather-dependent.Taxis from downtown Boston cost $30–45 with the Ted Williams Tunnel toll included. Ride-hails are comparable. The Sumner and Ted Williams tunnels both serve the airport; check traffic before departing, as both frequently back up. Logan is only 3 miles from downtown but tunnel congestion often extends that to 30+ minutes.

Facts

BOS–DPA Quick Facts

Key statistics for the Boston to Chicago/West Chicago route.
Route details
Distance882 mi / 1,420 km
Flight time1h 58m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: BOS
Full nameBoston Logan International Airport
IATA / ICAOBOS / KBOS
TimezoneAmerica/New_York
Passengers/yr42.2M
Elevation20 ft / 6 m
Destination: DPA
Full nameDupage Airport
IATA / ICAODPA / KDPA
TimezoneAmerica/Chicago
Elevation759 ft / 231 m
FAQ

Frequently Asked Questions

Common questions about BOS to DPA flights.
Nonstop flights from Boston Logan International Airport to Dupage Airport take about 1h 58m gate to gate. The route covers 882 miles.
Yes, 1-stop connections are available, ranked by layover time.
Chicago/West Chicago is 1 hour behind Boston.
Yes, return flights from DPA to BOS are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include BED. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from BOS to DPA

Boston Logan International Airport (BOS) and Dupage Airport (DPA) are connected through multiple connecting hub airports.

BOS to DPA Flight Duration and Schedule

Nonstop flight time from BOS to DPA is about 1 hours 58 minutes gate to gate. The route covers a distance of 882 miles (1,420 km).

Connecting Options and Alternatives

1-stop connecting options are also available. Nearby alternative airports include Bedford (BED).