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1. www.southwest.com › routes › flights-from-chicago-midway-to-bostonFlights from Chicago (Midway) to Boston Logan | Southwest...

   www.southwest.com › routes › flights-from-chicago-midway-to-boston

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   Book flights from Chicago (Midway) to Boston Logan with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.

2. www.google.com › travel › flightsFind Cheap Flights from Chicago to Boston - Google Flights

   www.google.com › travel › flights

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   Flights from Chicago to Boston. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Boston. Find the best flights fast,...

3. www.kayak.com › flight-routes › Chicago-Midway-MDW$50 Cheap Flights from Chicago Midway to Boston (MDW - KAYAK

   www.kayak.com › flight-routes › Chicago-Midway-MDW

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   The cheapest return flight ticket from Chicago Midway Airport to Boston found by KAYAK users in the last 72 hours was for $100 on Frontier, followed by Southwest ($270). One-way flight deals have also been found from as low as $50 on Frontier and from $107 on Allegiant Air.

4. www.kayak.com › flight-routes › Chicago-CHI$32 Cheap Flights from Chicago to Boston (CHI - BOS) | KAYAK

   www.kayak.com › flight-routes › Chicago-CHI

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   21h 56m. KAYAK compares all flights & prices from United Airlines, American Airlines, Expedia, Spirit Airlines & more for flights from Chicago to Boston. Flights from $32. Search for Chicago to Boston flights now to find the best deal | KAYAK.

5. www.southwest.com › origins › northeastFlights from Logan | Southwest Airlines®

   www.southwest.com › origins › northeast

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   Flights from Logan with Southwest Airlines®. Say goodbye to Boston baked beans and excite your palate with something different. See where Southwest ® flies from Logan International Airport.

6. www.skyscanner.com › routes › mdw$45 Flights from Chicago (MDW) to Boston (BOS) | Skyscanner

   www.skyscanner.com › routes › mdw

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   Looking for a cheap last-minute deal or the best round-trip flight from Chicago Midway to Boston Logan International? Find the lowest prices on one-way and round-trip tickets right here. Boston. $45 per passenger.

7. www.southwest.com › destinations › northeastFlights to Boston Logan | Southwest Airlines®

   www.southwest.com › destinations › northeast

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   Find low fare flights to Boston from cities across the U.S. on Southwest Airlines®. Book your trip to Boston today to reserve the best price on airfare. Log in or enroll to manage your trips and account activity.