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Find The Best Dates To Fly from Logan Intl. to Midway Intl.
Amazing BOS to MDW Flight Deals
The cheapest flights to Midway Intl. found within the past 7 days were $111 round trip and $56 one way. Prices and availability subject to change. Additional terms may apply.
Best Midway Intl. Flight and Hotel Packages
Midway Intl. flight + hotel packages - economy flights
Frequently asked questions
Traveling From | Logan Intl. |
---|---|
Traveling To | Midway Intl. |
Shortest Flight Time | 0 hours 45 mins |
Earliest Departure Time | 5:05AM CST |
Latest Departure Time | 5:05PM CST |
Lowest Flight Price | $111 |
Route Info
Flight path for flights from Logan International Airport to Chicago Midway International Airport.
Discover our best flights from Boston BOS to Chicago MDW.
With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times.
Find our best return flights from Boston BOS to Chicago MDW at the right price
Airfares to Chicago MDW from Boston BOS currently cost between $111 and $125. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply.
Book one-way flights from Boston BOS to Chicago MDW
If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Boston BOS to Chicago MDW on Travelocity starting at $56. Prices and availability subject to change. Additional terms may apply.
Get to Chicago MDW from Boston BOS quicker with direct flights.
Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from BOS to take around 0 hour(s) 45 min(s).
Find our cheapest airfares for flights from Boston BOS to Chicago MDW
Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from BOS. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.
Get our best airfare deals for your flight from Boston BOS to Chicago MDW today
If you’re flexible about when you travel, November is usually the cheapest month to fly from Boston BOS to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first.
Book flexible airline tickets for flights to Chicago MDW from Boston BOS
Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from BOS have this option.
Travel with confidence when you book flights to Chicago MDW from Boston BOS with Travelocity
We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving.
Popular Flight Routes from Boston (BOS)
Travelers at BOS love to visit these top cities. Roam to the top destinations from Boston (BOS) today with the cheap prices from Travelocity!
Top BOS Flights to Domestic Cities
- Boston to Chicago (BOS - ORD)
- Boston to Denver (BOS - DEN)
- Boston to Los Angeles (BOS - LAX)
- Boston to Houston (BOS - IAH)
- Boston to Newark (BOS - EWR)
- Boston to New York (BOS - JFK)
- Boston to Atlanta (BOS - ATL)
- Boston to San Francisco (BOS - SFO)
- Boston to Washington (BOS - IAD)
- Boston to Dallas (BOS - DFW)
Top BOS Flights to International Cities
- Boston to Beijing (BOS - PEK)
- Boston to Frankfurt (BOS - FRA)
- Boston to Paris (BOS - CDG)
- Boston to Amsterdam (BOS - AMS)
- Boston to Singapore (BOS - SIN)
- Boston to Shanghai (BOS - PVG)
- Boston to Bangkok (BOS - BKK)
- Boston to Seoul (BOS - ICN)
- Boston to Dubai (BOS - DXB)
- Boston to Hong Kong (BOS - HKG)
Popular Flight Routes from Chicago (MDW)
Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!
Top MDW Flights to Domestic Cities
- Chicago to Chicago (MDW - ORD)
- Chicago to Denver (MDW - DEN)
- Chicago to Los Angeles (MDW - LAX)
- Chicago to Houston (MDW - IAH)
- Chicago to Newark (MDW - EWR)
- Chicago to New York (MDW - JFK)
- Chicago to Atlanta (MDW - ATL)
- Chicago to San Francisco (MDW - SFO)
- Chicago to Washington (MDW - IAD)
- Chicago to Dallas (MDW - DFW)
Top MDW Flights International Cities
- Chicago to Beijing (MDW - PEK)
- Chicago to Frankfurt (MDW - FRA)
- Chicago to Paris (MDW - CDG)
- Chicago to Amsterdam (MDW - AMS)
- Chicago to Singapore (MDW - SIN)
- Chicago to Shanghai (MDW - PVG)
- Chicago to Bangkok (MDW - BKK)
- Chicago to Seoul (MDW - ICN)
- Chicago to Hong Kong (MDW - HKG)
- Chicago to Dubai (MDW - DXB)
Top Airlines Servicing BOS - Logan Intl. Airport
Top Airlines Servicing MDW - Midway Intl. Airport
Top Airlines Routes From BOS
- Spirit Airlines Boston to Newark Liberty Intl. Airport
- Alaska Airlines Boston to Los Angeles
- JetBlue Airways Boston to Washington
- JetBlue Airways Boston to Miami
- Spirit Airlines Boston to Fort Lauderdale
- Air Canada Boston to Paris
- JetBlue Airways Boston to New York
- Spirit Airlines Boston to Baltimore
- British Airways Boston to London
- Spirit Airlines Boston to Orlando