Cheap flights from CHI to BOS (CHI-All Airports to Logan Intl.)
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Cheap Flights from CHI to BOS starting at $55 One Way, $107 Round Trip
Prices starting at $107 for return flights and $55 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
BOS
Boston
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
MDW
Chicago
BOS
Boston
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
ORD
Chicago
BOS
Boston
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
MDW
Chicago
BOS
Boston
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
ORD
Chicago
BOS
Boston
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Hotel Ideas near Logan Intl.
Airport Hotels near Logan Intl.
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
$215 nightly
The price is $251 total per night from Sep 1 to Sep 2
$251 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,862 reviews)
So amazing.
"Terrance was such a delight at check in even upgraded my room so I could have a desk to work at."
Reviewed on Aug 20, 2025
Hilton Boston Logan Airport
One Hotel Drive, Boston, MA
$244 nightly
The price is $285 total per night from Aug 25 to Aug 26
$285 total
Aug 25 - Aug 26
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
8.8/10 Excellent! (3,427 reviews)
"Great property"
Reviewed on Aug 20, 2025
Hyatt Regency Boston Harbor
101 Harborside Drive, Boston, MA
$247 nightly
The price is $288 total per night from Sep 1 to Sep 2
$288 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,571 reviews)
"My stay at this hotel was excellent! The service was top-notch, and every detail was handled with care. I especially want to recognize Chad, who was absolutely wonderful—friendly, attentive, and incredibly helpful throughout my stay. He truly went above and beyond to make the experience enjoyable. ..."
Reviewed on Aug 20, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Boston
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
$215 nightly
The price is $251 total per night from Sep 1 to Sep 2
$251 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,862 reviews)
So amazing.
"Terrance was such a delight at check in even upgraded my room so I could have a desk to work at."
Reviewed on Aug 20, 2025
citizenM Boston North Station
80-120 Causeway Street, Boston, MA
$174 nightly
The price is $203 total per night from Aug 24 to Aug 25
$203 total
Aug 24 - Aug 25
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (3,679 reviews)
"Hotel room was small but I was a solo traveler. It was good enough. Bed was super comfortable and lined up along three walls. Night shade was amazing. The North Station subway stop, plenty of restaurants and a Star supermarket were downstairs. Faneuil Hall and Old North church were nearby. The mini ..."
Reviewed on Aug 21, 2025
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
$153 nightly
The price is $177 total per night from Sep 1 to Sep 2
$177 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (3,263 reviews)
"Great location"
Reviewed on Aug 20, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Boston Hotels With Airport Transportation
Comfort Inn & Suites Logan International Airport
85 American Legion Hwy, Revere, MA
$185 nightly
The price is $206 total per night from Aug 24 to Aug 25
$206 total
Aug 24 - Aug 25
Total with taxes and fees
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (2,055 reviews)
"Nice place to stay near the airport. We had some issues with the room being for handicapped but all was good beyond that."
Reviewed on Aug 20, 2025
Embassy Suites Boston Logan Airport
207 Porter St, Boston, MA
$215 nightly
The price is $250 total per night from Sep 1 to Sep 2
$250 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (2,068 reviews)
"24 hour shuttle to the airport is always a bonus"
Reviewed on Aug 21, 2025
Hilton Garden Inn Boston Logan Airport
100 Boardman St, Boston, MA
$192 nightly
The price is $224 total per night from Sep 1 to Sep 2
$224 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9/10 Wonderful! (2,076 reviews)
"Loved the staff! There was a family traveling that looked like they were moving across the country. They had 10 boxes of stuff with them. The staff helped put those all boxes in the business center so it could be kept safe! This hotel has the best selection of food in their sundry store that I’ve ..."
Reviewed on Aug 22, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced Boston Hotels
Lakeside Inn
595 North Ave, Wakefield, MA
$99 nightly
The price is $110 total per night from Aug 25 to Aug 26
$110 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (2,155 reviews)
"Best potato skins ever at the in house bar. Beautiful view"
Reviewed on Aug 17, 2025
The Constitution Inn
150 3rd Ave, Boston, MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Comfortable but bad parking situation
"Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast."
Reviewed on Oct 25, 2020
HI Boston - Hostel
19 Stuart Street, Boston, MA
$200 nightly
The price is $233 total per night from Sep 14 to Sep 15
$233 total
Sep 14 - Sep 15
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,005 reviews)
"I love the Hi hostel brand! The Hi boston hostel is really nice with a lot of activities."
Reviewed on Aug 22, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Boston
Embassy Suites by Hilton Boston Waltham
550 Winter Street, Waltham, MA
$127 nightly
The price is $141 total per night from Sep 5 to Sep 6
$141 total
Sep 5 - Sep 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,301 reviews)
"Dining table chairs need to change immediately."
Reviewed on Aug 21, 2025
Hyatt Place Boston/Braintree
50 Forbes Road, Braintree, MA
$129 nightly
The price is $144 total per night from Aug 24 to Aug 25
$144 total
Aug 24 - Aug 25
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,467 reviews)
"Our stay at the Hyatt was great will definitely stay there again."
Reviewed on Aug 19, 2025
Hyatt Place Boston/Medford
116 Riverside Ave, Medford, MA
$167 nightly
The price is $187 total per night from Sep 1 to Sep 2
$187 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,426 reviews)
"Hotel was just fine. Beds were uncomfortable."
Reviewed on Aug 19, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
CHI to BOS Route Info
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CHI Address & GPS
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York
Other Flights to Logan Intl. Airport (BOS)
- Dupage Airport (DPA)
- Greater Rockford Airport (RFD)
- Chicago Executive Airport (PWK)
- O'Hare Intl. Airport (ORD)
- Midway Intl. Airport (MDW)
- Kenosha Regional Airport (ENW)
- Waukesha County Airport (UES)
- General Mitchell Intl. Airport (MKE)
- Dane County Regional Airport (MSN)
- Quad City Intl. Airport (MLI)
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.