
Popular airlines from Chicago Midway Airport (MDW) to Logan International Airport (BOS)
- Southwest Airlines
Southwest Airlines
- Delta
Delta
- Frontier Airlines
Frontier Airlines
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Cheap Flights from Chicago to Boston (MDW-BOS)
Prices were available within the past 7 days and start at for one-way flights and NT$13,449 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.







Origin airport | Midway Intl. |
Destination airport | Logan Intl. |
Roundtrip price | NT$13,449 |
Distance | 1371 km |
Average flight time | 3 hours 20 mins |
Chicago to Boston Flights
Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Boston will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Boston.
Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to BOS flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to BOS with hotels and car rentals to score even bigger savings.
All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.
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