Cheap flights from ORD to BOS (O'Hare Intl. to Logan Intl.)

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Cheap Flights from ORD to BOS starting at $109 One Way, $197 Round Trip

Prices starting at $197 for return flights and $109 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.

Fri, Oct 23 - Wed, Oct 28
ORD
Chicago
BOS
Boston
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, Oct 23 from Chicago to Boston, returning Wed, Oct 28, priced at $197 found 6 hours ago
Tue, Sep 22 - Tue, Sep 29
ORD
Chicago
BOS
Boston
$201 Roundtrip, just found
$201
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Sep 22 from Chicago to Boston, returning Tue, Sep 29, priced at $201 just found
Fri, Oct 23 - Wed, Oct 28
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 6 hours ago
$207
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Oct 23 from Chicago to Boston, returning Wed, Oct 28, priced at $207 found 6 hours ago
Fri, Oct 16 - Wed, Oct 21
ORD
Chicago
BOS
Boston
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 16 from Chicago to Boston, returning Wed, Oct 21, priced at $210 found 1 day ago
Wed, Oct 21 - Sat, Oct 24
ORD
Chicago
BOS
Boston
$217 Roundtrip, found 3 hours ago
$217
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Oct 21 from Chicago to Boston, returning Sat, Oct 24, priced at $217 found 3 hours ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Sep 6 to Sep 7
$254 total
Sep 6 - Sep 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,844 reviews)
"Great location, great staff and very comfortable rooms. My new favorite location in Boston."

Reviewed on Aug 23, 2026

Seaport Hotel Boston
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$249 nightly
The price is $290 total per night from Aug 30 to Aug 31
$290 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,900 reviews)
"This is an excellent hotel a real pleasant surprise very comfortable very spacious beautiful lobby great hotel highly recommend"

Reviewed on Aug 23, 2026

Hilton Boston Logan Airport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$229 nightly
The price is $266 total per night from Aug 30 to Aug 31
$266 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
9.2/10 Wonderful! (2,035 reviews)
"This is the perfect place to stay if you have an early flight out of Logan Airport. The rooms are clean and comfortable, the staff is nice and the airport shuttle runs 24/7."

Reviewed on Aug 23, 2026

Hyatt Regency Boston Harbor
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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Sep 6 to Sep 7
$254 total
Sep 6 - Sep 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,844 reviews)
"Great location, great staff and very comfortable rooms. My new favorite location in Boston."

Reviewed on Aug 23, 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$242 nightly
The price is $282 total per night from Aug 27 to Aug 28
$282 total
Aug 27 - Aug 28
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,888 reviews)
"Rude staff. Basic services were lacking. No attempt at hospitality"

Reviewed on Aug 23, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$175 nightly
The price is $204 total per night from Sep 13 to Sep 14
$204 total
Sep 13 - Sep 14
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
The Revolution Hotel
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

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
$166 nightly
The price is $184 total per night from Aug 30 to Aug 31
$184 total
Aug 30 - Aug 31
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. ...
Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
$195 nightly
The price is $227 total per night from Aug 30 to Aug 31
$227 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
$178 nightly
The price is $207 total per night from Aug 30 to Aug 31
$207 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
Hilton Garden Inn Boston Logan Airport
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

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
$107 nightly
The price is $119 total per night from Aug 30 to Aug 31
$119 total
Aug 30 - Aug 31
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 ...
Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
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 ...
Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$170 nightly
The price is $198 total per night from Aug 30 to Aug 31
$198 total
Aug 30 - Aug 31
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 ...
HI Boston - Hostel
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

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
$114 nightly
The price is $127 total per night from Aug 30 to Aug 31
$127 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, 2 restaurants, and a 24-hour fitness center. Our guests praise the breakfast and ...
8/10 Very Good! (2,987 reviews)
"La flexibilité qui me permet d'arrivée avant l'heure."

Reviewed on Aug 23, 2026

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$118 nightly
The price is $132 total per night from Sep 13 to Sep 14
$132 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (3,031 reviews)
"Bread at the breakfast is not fresh. Everything else is excellent."

Reviewed on Aug 23, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$129 nightly
The price is $144 total per night from Aug 30 to Aug 31
$144 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,762 reviews)
"Everything was good I’m very happy with the stay"

Reviewed on Aug 23, 2026

Hyatt Place Boston/Medford
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.

ORD to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
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

Frequently asked questions

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
You can fly directly from ORD to BOS. In fact, there are 4 airlines that advertise nonstop services between these locations. Score a few more rewards points with one of these top-rated carriers:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • JetBlue Airways

What is the shortest flight from ORD to Logan Intl. Airport (BOS)?
There's nothing better than a spontaneous getaway. And with the journey from Chicago to Boston being a seriously short 2 hours and 15 minutes, there's no reason not to take one.
How many hours flight from O'Hare Intl. Airport (ORD) to BOS?
Don't get too cozy in your seat — the general flight time from ORD to BOS is a leisurely 2 hours and 25 minutes.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Your adventure, your way. With a decent variety of airlines traveling between Chicago and Boston, you'll have your pick of superb deals. The top carriers operating on this route are:

  • JetBlue Airways - (B6) with 23 flights every month
  • Delta Air Lines - (DL) with 167 flights every month
  • United Airlines - (UA) with 199 flights every month
  • American Airlines - (AA) with 202 flights every month

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.

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