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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.kayak.com › flight-routes › Chicago-CHI$48 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, Frontier & more for flights from Chicago to Boston. Flights from $48. Search for Chicago to Boston flights now to find the best deal | KAYAK.

3. 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,...

4. 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.

5. www.kayak.com › flight-routes › Chicago-Midway-MDW$49 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 $97 on Frontier, followed by Allegiant Air ($313). One-way flight deals have also been found from as low as $49 on Frontier and from $136 on Allegiant Air.

6. www.skyscanner.net › routes › chiaCheap Flights from Chicago to Boston Logan International -...

   www.skyscanner.net › routes › chia

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   American Airlines, United and Southwest Airlines fly direct from Chicago to Boston Logan International.

7. www.skyscanner.com › routes › mdw$49 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. $49 per passenger.