Find Cheap Flights from Chicago to Boston (CHI - Google
Use Google Flights to find cheap flights from Chicago to Boston, and book tickets for your next trip.
Cheap Flights from Chicago to Boston | United Airlines
Find United Airlines cheap flights from Chicago to Boston. Enjoy a Chicago to Boston modern flight experience in premium cabins with Wi-Fi.
$64 CHEAP FLIGHTS from Chicago to Boston (CHI - BOS) | KAYAK
Find flights to Boston from $64. Fly from Chicago on Frontier, JetBlue, Southwest and more. Search for Boston flights on KAYAK now to find the best deal.
American Airlines flights from Chicago to Boston
Explore our latest deals on flights from Chicago to Boston. Book your next flight with American Airlines.
$52 Cheap Flights from Chicago (ORD) to Boston (BOS) - Expedia
Snag a cheap one-way flight from $52 or cheap return flight from $111 from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" …
$52 Flights from Chicago (CHIA) to Boston (BOS) | Skyscanner
Find the best deals on flights from Chicago (CHIA) to Boston Logan International (BOS). Compare prices from hundreds of major travel agents and airlines, all in one search.
Book Flights from Chicago to Boston - JetBlue
Book a low fare from ORD to BOS now.
Southwest® flights from Chicago (Midway) to Boston from
Find flights from Chicago (Midway) to Boston. Bundle your Southwest Airlines flight with a hotel or rental car booking and find even more savings.
$76 Flight Deals from Chicago to Boston - Priceline.com
Book on Priceline and fly from Chicago to Boston on NK from $76, on JetBlue from $83, on Delta from $93. Bundle flight + hotel and save an average of $240 per person.
$64+ Flights from Chicago to Boston | Cheapflights
Jan 2, 2026 · Find airfare and ticket deals for cheap flights from Chicago to Boston. Search flight deals from various travel partners with one click at $64.