- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 25% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap Flights from Chicago (MDW) to Boston (BOS)
Prices were available within the past 7 days and start at ₹13,199 for one-way flights and ₹32,256 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, 16 Jun - Thu, 20 Jun
MDW
Chicago
BOS
Boston
₹32,256 Return, found 1 day ago
₹32,256
Return
found 1 day ago
Sun, 16 Jun - Tue, 18 Jun
MDW
Chicago
BOS
Boston
₹34,331 Return, found 16 hours ago
₹34,331
Return
found 16 hours ago
Sun, 16 Jun - Tue, 18 Jun
MDW
Chicago
BOS
Boston
₹42,683 Return, found 16 hours ago
₹42,683
Return
found 16 hours ago
Sun, 16 Jun - Thu, 20 Jun
MDW
Chicago
BOS
Boston
₹44,543 Return, found 1 day ago
₹44,543
Return
found 1 day ago
Sun, 16 Jun - Tue, 18 Jun
MDW
Chicago
BOS
Boston
₹50,622 Return, found 16 hours ago
₹50,622
Return
found 16 hours ago
Sun, 16 Jun - Tue, 18 Jun
MDW
Chicago
BOS
Boston
₹53,127 Return, found 16 hours ago
₹53,127
Return
found 16 hours ago
Sun, 16 Jun - Thu, 20 Jun
MDW
Chicago
BOS
Boston
₹60,588 Return, found 1 day ago
₹60,588
Return
found 1 day ago
Origin airport | Midway Intl. |
Destination airport | Logan Intl. |
Airlines serving | Delta |
Return price | ₹32,256 |
Distance | 1371 km |
Average flight time | 3 hours 15 mins |
Perfect flights from Chicago to Boston
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Boston. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Boston, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Midway Intl. to Logan Intl. ticket options cater to your travel preferences, with incredible one-way fares from ₹13,199 and roundtrip prices from ₹32,256. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Logan Intl. and explore Boston and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your MDW to BOS travel arrangements today and embark on the journey of a lifetime in Boston.
Frequently asked questions
- Trending Routes
- Trending Flights
- Top Flights Destinations
- Related Airlines
- Nearby Airports
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Chicago
- Chicago to San Diego (MDW - SAN)
- Chicago to Los Angeles (MDW - LAX)
- Chicago to Miami (MDW - MIA)
- Chicago to Dallas (MDW - DAL)
- Chicago to Houston (MDW - HOU)
- Chicago to Houston (MDW - IAH)
- Chicago to Baltimore (MDW - BWI)
- Chicago to Anchorage (MDW - ANC)
- Chicago to Orlando (MDW - MCO)
- Chicago to Atlanta (MDW - ATL)
Top Routes to Boston
- Goa to Boston (GOI - BOS)
- Mumbai to Boston (BOM - BOS)
- Newark to Boston (EWR - BOS)
- New York to Boston (LGA - BOS)
- Bengaluru to Boston (BLR - BOS)
- Delhi to Boston (DEL - BOS)
- Charlotte to Boston (CLT - BOS)
- Kozhikode to Boston (CCJ - BOS)
- Chennai to Boston (MAA - BOS)
- New York to Boston (JFK - BOS)
- Dallas to Boston (DAL - BOS)
- Hyderabad to Boston (HYD - BOS)
Top Routes from Chicago
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Panama City Beach
- Flights to Myrtle Beach
- Flights to Chicago
- Flights to San Diego
- Flights to Los Angeles
- Flights to Destin
- Flights to Miami
- Flights to Boston
- Flights to Nashville
- Flights to Houston
- Flights to San Francisco
- Flights to Honolulu
- Flights to Ocean City
- Flights to Key West
- Flights to New Orleans
- Flights to Atlanta
- Flights to San Antonio
Related Airlines
Chicago Airports
Chicago
₹9,270.00
Nearby Airports
- O'Hare Intl. Airport (ORD)
- Chicago Executive Airport (PWK)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- Goshen Municipal Airport (GSH)
- Purdue University Airport (LAF)
Flights
Flights from Houston (HOU) to Dallas (DFW)Flights from Dallas (DFW) to Hyderabad (HYD)Flights from Bengaluru (BLR) to Las Vegas (LAS)Flights from Hyderabad (HYD) to Seattle (SEA)Flights from Atlanta (ATL) to Dallas (DFW)Flights from Dallas (DFW) to Chicago (ORD)Flights from Hyderabad (HYD) to Florence (CVG)Flights from San Diego (SAN) to Haidong (XNN)Flights from Chicago (ORD) to St. Louis (STL)Flights from Dallas (DFW) to Houston (HOU)Flights from NYC-All Airports to Caojiabao Intl.Flights from Delhi (DEL) to Las Vegas (LAS)Flights from Phoenix (PHX) to Las Vegas (LAS)Flights from Seattle (SEA) to Kingman (IGM)Flights from Delhi (DEL) to San Diego (SAN)Flights from San Francisco (SFO) to Seattle (SEA)Flights from Coimbatore (CJB) to Columbus (CMH)Flights from Mumbai (BOM) to St. Louis (STL)Flights from NYC-All Airports to Tampa Intl.Flights from Los Angeles (LAX) to Las Vegas (LAS)Flights from NYC-All Airports to Dallas-Fort Worth Intl.Flights from Mumbai (BOM) to Pittsburgh (PIT)Flights from Delhi (DEL) to Seattle (SEA)Flights from San Francisco (SFO) to Las Vegas (LAS)Flights from Sacramento Intl. to NYC-All AirportsFlights from Miami Intl. to NYC-All AirportsFlights from Indira Gandhi Intl. to NYC-All AirportsFlights from Seattle (SEA) to New Orleans (MSY)Flights from Dallas (DFW) to Austin (AUS)Flights from Chennai (MAA) to Seattle (SEA)
*Available to Expedia members.