⚡ Fare recorded April 25, 2026 · Prices change daily

Boston to Chicago flights

Boston (BOS) to Chicago (CHI): 864 miles (1,391 km) great-circle, about 2h 15m nonstop by our estimate. Cheapest fare observed: $157 round-trip on American Airlines, nonstop, departing June 15, 2026.

AAAmerican AirlinesAA3324
Depart
BOS
Boston, USA
05:05
2026-06-15
✈
Arrive
CHI
Chicago, United States
Returns 07:00
2026-06-30
Stops
non-stop
Distance
864 mi
Est. nonstop time
2h 15m
Trip type
Round-trip
$157
Round-trip · per person
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About this flight

When did the cheapest Boston to Chicago fare fly?

$157 round-trip, American Airlines AA3324, departing 2026-06-15 at 05:05, returning 2026-06-30. The recorded itinerary left on a Monday, returning on a Tuesday 15 nights later; the fare was observed 51 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.

Route facts

How far is Boston from Chicago?

  • Distance: 864 miles (1,391 km) great-circle, heading west (measured to Chicago O'Hare International Airport, ORD).
  • Estimated nonstop flight time: about 2h 15m.
  • Departure airport: General Edward Lawrence Logan International Airport (BOS), Boston, United States, UTC-4 on June 15, 2026.
  • Arrival: Chicago (CHI, all airports), United States, UTC-5 on June 15, 2026.
  • Time difference: Chicago is 1 hour behind Boston on the recorded date.
  • Route type: domestic, within United States.
  • Recorded itinerary: American Airlines AA3324, non-stop, round-trip, 15 days between departure and return.
Fare comparison

How does the Boston to Chicago fare compare with other routes from BOS?

At $157, it ranked 3rd of the 30 round-trip fares we recorded from BOS (median $623). That is 18.2 cents per great-circle mile (round-trip price over one-way distance), close to the BOS median of 19.1 cents across 30 round-trip routes.

Routes from BOS of similar length: Atlanta (945 mi) at $170 and Jacksonville (1,011 mi) at $212.

American Airlines had the cheapest fare on 5 of 30 BOS routes. It is the 28th longest of the 30 routes we track from BOS.

Other ways in

What did other cities pay to fly to Chicago?

Of 33 departure airports with a fare to Chicago, Boston (BOS) ranked 7th at $157. Lowest: $89 from Atlanta (ATL); highest: $1241 from Nairobi (NBO); 16 nonstop. Cheapest-fare airlines (routes): Frontier (15), Spirit (5), United Airlines (4), American Airlines (2), airline 0O (1) and Alaska Airlines (1), plus 5 more.

Sources

Where do these numbers come from?

Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/New_York, America/Chicago; flight time is our estimate.

FAQ

Boston to Chicago flight questions

How far is Boston from Chicago by plane?

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Boston is about 864 miles (1,391 km) from Chicago on a great-circle line from General Edward Lawrence Logan International Airport (BOS) to Chicago O'Hare International Airport (ORD), heading west. CHI is the city code that covers every commercial airport in Chicago; distances on this page are measured to Chicago O'Hare International Airport (ORD). It is the 28th longest of the 30 routes we track from BOS. The recorded itinerary was nonstop.

How long is the flight from Boston to Chicago?

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About 2h 15m nonstop by our estimate for 864 miles (500 mph cruise plus 30 minutes, not a timetable). The recorded American Airlines fare was nonstop. 33 airports in our feed had a fare to Chicago; this one ranked 7th, and 16 of the 33 were nonstop.

What is the time difference between Boston and Chicago?

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On June 15, 2026, Boston was on UTC-4 (America/New_York) and Chicago on UTC-5 (America/Chicago), so Chicago was 1 hour behind Boston: noon in Boston was 11:00 in Chicago. Both zones shift for daylight saving together, so the gap stays the same in January and July.

How much is a flight from Boston to Chicago?

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As observed on April 25, 2026: $157 per person round-trip on American Airlines flight AA3324, departing June 15, 2026, returning June 30, 2026, nonstop. At $157, it ranked 3rd of the 30 round-trip fares we recorded from BOS (median $623). That is 18.2 cents per great-circle mile (round-trip price over one-way distance), close to the BOS median of 19.1 cents across 30 round-trip routes. Prices change daily, so check the live fare.

Is there a nonstop flight from Boston to Chicago?

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Yes, the cheapest recorded fare was a nonstop American Airlines flight, AA3324, on June 15, 2026. Into Chicago, 16 of the 33 recorded fares were nonstop. From BOS, 4 of 30 were. Routes from BOS of similar length: Atlanta (945 mi) at $170 and Jacksonville (1,011 mi) at $212.

Which airports serve flights from Boston to Chicago?

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It departs General Edward Lawrence Logan International Airport (BOS) in Boston, United States, and arrives at Chicago (CHI) in Chicago, United States. CHI is the city code that covers every commercial airport in Chicago; distances on this page are measured to Chicago O'Hare International Airport (ORD). A domestic United States flight.

Where else near Chicago can you fly from Boston?

Detroit (DTT) $208Atlanta (ATL) $170Raleigh-Durham (RDU) $216Jacksonville (JAX) $212Lubbock (LBB) $649Orlando (ORL) $125All flights from Boston →

Other cities with flights to Chicago

From Atlanta (ATL) $89From Dallas (DFW) $94From Houston (IAH) $101From Fort Lauderdale (FLL) $126From Los Angeles (LAX) $126From Newark (EWR) $156

Ready to fly?

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