Route · US

Boston to Chicago

2 operators run this water, from 2 h 14.

Getting from Boston to Chicago

Somewhere to stay in Chicago partner Left luggage in Chicago Everywhere from Boston Everywhere from Chicago

Every way across

One row per operator and speed. Where a service is sold as fast and its average does not clear 45 km/h, the word appears in quotation marks — the boat is fast craft, the crossing is not.

AirTran Airways, Southwest Airlines BOS → MDW 1382 km non-stop 733 73W in the air 3 h 44 est. rate not held 621 km/h average

American Airlines, JetBlue Airways BOS → ORD 1391 km non-stop 319 320 738 in the air 3 h 44 est. rate not held 621 km/h average

Other ways to reach Chicago

If this crossing does not suit, these quays also reach Chicago without a change. It is the question a single-route page cannot answer about itself and an atlas can.

Milwaukee – Chicago 38 min American Airlines

South Bend – Chicago 40 min United Airlines

Madison – Chicago 43 min American Airlines

Bloomington/Normal – Chicago 44 min American Airlines

Muskegon – Chicago 44 min United Airlines

Kalamazoo – Chicago 45 min American Airlines

Grand Rapids – Chicago 46 min American Airlines

Peoria – Chicago 46 min American Airlines

Savoy – Chicago 46 min American Airlines

Moline – Chicago 47 min American Airlines

And other ways to reach Boston

Route 128 Amtrak Station – Boston 8 min Amtrak

Woburn Amtrak Station – Boston 18 min Amtrak

Framingham Amtrak – Boston 24 min Amtrak

Cathleen Stone Island (CSI) – Boston 30 min National Park Service

Provincetown – Boston 35 min Boston Harbor City Cruises, Boston Harbor Cruises

Hyannis – Boston 37 min Cape Air

Martha's Vineyard – Boston 38 min Cape Air

Nantucket – Boston 41 min Cape Air

Lebanon – Boston 43 min Cape Air

Rutland – Boston 45 min Cape Air

Where else these quays go

Also from Boston

Amsterdam · Atlanta · Augusta · Austin · Baffin Island · Baltimore · Bar Harbor · Buffalo · Cancún · Cathleen Stone Island (CSI) · Charleston · Charlotte · Charlotte Amalie · Cincinnati / Covington

Also from Chicago

Abu Dhabi · Akron · Albany · Albuquerque · Allentown/Bethlehem · Amman · Amsterdam · Anchorage · Appleton · Asheville · Atlanta · Austin · Baltimore · Birmingham

Which months this runs

Season not heldwe can say when we looked, not which months run

Our records for the Boston–Chicago crossing were read on 11 August 2026 and describe the network as it ran that week. We hold no month-by-month variation, so this page cannot tell you whether a crossing runs in February.

If you are travelling well outside August 2026, confirm with the operator before you plan around it.

What we do not know

No fares. Not for this crossing, not for any crossing, not for any mode.

No departure times. No rate is held for this pair either, so we cannot say how often it runs.