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

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Cheap Flights from BOS to ORD starting at $84 One Way, $144 Round Trip

Prices starting at $144 for return flights and $84 for one-way flights to O'Hare 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.

Tue, May 19 - Wed, May 20
BOS
Boston
ORD
Chicago
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 19 from Boston to Chicago, returning Wed, May 20, priced at $144 found 1 day ago
Mon, May 18 - Tue, May 26
BOS
Boston
ORD
Chicago
$163 Roundtrip, found 3 days ago
$163
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 18 from Boston to Chicago, returning Tue, May 26, priced at $163 found 3 days ago
Wed, Aug 5 - Tue, Aug 11
BOS
Boston
ORD
Chicago
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Aug 5 from Boston to Chicago, returning Tue, Aug 11, priced at $167 found 8 hours ago
Sat, Jun 6 - Tue, Jun 9
BOS
Boston
ORD
Chicago
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Jun 6 from Boston to Chicago, returning Tue, Jun 9, priced at $171 found 2 hours ago
Mon, May 18 - Wed, May 20
BOS
Boston
ORD
Chicago
$186 Roundtrip, just found
$186
Roundtrip
just found
Select Delta flight, departing Mon, May 18 from Boston to Chicago, returning Wed, May 20, priced at $186 just found

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$216 nightly
The price is $254 total per night from May 23 to May 24
$254 total
May 23 - May 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,282 reviews)
After two international flights this was a welcome overnight and we loved the view of the airport and downtown from our room. The restaurant was decent for a quick bite, and when our coffee machine didn’t work, they kindly gave us a voucher to buy one at their cafe. Comfortable overall stay with ...

Reviewed on Apr 29, 2026

Hilton Chicago O'Hare Airport
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
$121 nightly
The price is $137 total per night from May 25 to May 26
$137 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,923 reviews)
Clean room and excellent staff

Reviewed on Apr 28, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

3 out of 5
10249 Irving Park Road Schiller Park IL
$84 nightly
The price is $97 total per night from May 3 to May 4
$97 total
May 3 - May 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
7.6/10 Good! (2,017 reviews)
Missed flight, best to stay here. We took the shuttle from the airport to the hotel. They also offer shuttle to airport if needed! Enjoyed one night stay!

Reviewed on Apr 29, 2026

Four Points by Sheraton Chicago O'Hare 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.

Hotels In Chicago

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,646 reviews)
Great location nice hotel!

Reviewed on Apr 28, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$149 nightly
The price is $177 total per night from May 25 to May 26
$177 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,135 reviews)
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it

Reviewed on Apr 29, 2026

River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$116 nightly
The price is $138 total per night from May 25 to May 26
$138 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (3,479 reviews)
Great check in and check out experience

Reviewed on Apr 29, 2026

Club Quarters Hotel, Central Loop, Chicago
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$55 nightly
The price is $62 total per night from May 19 to May 20
$62 total
May 19 - May 20
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,929 reviews)
Close to the ORD airport, good place for a cheap options to spend the night before or after traveling.

Reviewed on Apr 29, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$93 nightly
The price is $103 total per night from May 25 to May 26
$103 total
May 25 - May 26
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.4/10 Good! (1,385 reviews)
A+

Reviewed on Apr 29, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$91 nightly
The price is $105 total per night from May 25 to May 26
$105 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,986 reviews)
Fantastic breakfast. Hall carpets are Super dirty Ice machines on all floors did not work But rooms were nice and the value is there and you consider the quality of the breakfast. It’s definitely worth staying. I can overlook dirty carpets.

Reviewed on Apr 28, 2026

Comfort Suites Chicago O'Hare 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 Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$105 nightly
The price is $125 total per night from May 25 to May 26
$125 total
May 25 - May 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,925 reviews)
I was assigned Bed #4 in Room 602, which was not a proper bed at all. It was a cramped, unsafe setup under a sloped roof with no space to sit or sleep comfortably, and a real risk of hitting your head. In the same room, another guest was given a clearly normal, and comfortable bed. The difference ...

Reviewed on Apr 29, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$112 nightly
The price is $133 total per night from May 10 to May 11
$133 total
May 10 - May 11
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,567 reviews)
Located close to several restaurants and public transport. Staff was wonderful. But the hotel itself was quite run down and dilapidated. Old carpet, bed was sinking down in the middle, scuffs, dings and scratches on virtually ever surface, poor workmanship everywhere, exposed piping and wiring in ...

Reviewed on Apr 28, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$55 nightly
The price is $62 total per night from May 19 to May 20
$62 total
May 19 - May 20
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,929 reviews)
Close to the ORD airport, good place for a cheap options to spend the night before or after traveling.

Reviewed on Apr 29, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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 Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$167 nightly
The price is $198 total per night from May 10 to May 11
$198 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,842 reviews)
We like the suites, enough space to have some time to breath after a long day.

Reviewed on Apr 29, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,419 reviews)
The Palmer House has an elegant charm that you feel as soon as you walk into the main lobby. You just want to sit and admire the beauty of this hotel. I loved the whole experience of my stay. I will definitely be going back to the Palmer House.

Reviewed on Apr 29, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$137 nightly
The price is $162 total per night from May 10 to May 11
$162 total
May 10 - May 11
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,910 reviews)
We had a very nice stay. Great location.

Reviewed on Apr 29, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

BOS to ORD Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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
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

Frequently asked questions

Are there non-stop flights from Logan Intl. Airport (BOS) to ORD?
There are 4 airlines that advertise nonstop services from Logan Intl. Airport (BOS) to ORD, so you don't need to freak out about baggage transfers or transit delays on this part of your journey. These are some of the carriers that come highly recommended by other travelers:

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

What is the shortest flight from Logan Intl. Airport (BOS) to O'Hare Airport?
Leave that epic movie for the hotel room, because the journey from Boston to Chicago will be over fast. It can take you as little as 2 hours and 54 minutes to get from BOS to O'Hare Intl. Airport (ORD).
How many hours flight from Logan Intl. Airport to O'Hare Airport?
Typically, it takes 3 hours and 2 minutes to fly from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD). You'll be in the sky for a while, so bring some entertainment, like a gripping novel or your travel journal.
What airlines have the most flights from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD)?
There's nothing as fun as packing your suitcase and jumping on a plane somewhere exciting. Feed your wanderlust and fly from Boston to Chicago with one of these airlines:

  • 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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