$57 Cheap Spirit Airlines flights from Boston to Chicago (BOS to ORD)

Find The Best Day To Fly from Boston to Chicago

Amazing Spirit Airlines BOS to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $114 round trip and $57 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Aug 19 - Wed, Aug 20
BOS
Boston
ORD
Chicago
$114 Roundtrip, found 1 hour ago
$114
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Aug 19 from Boston to Chicago, returning Wed, Aug 20, priced at $114 found 1 hour ago
Wed, Aug 6 - Sun, Aug 24
BOS
Boston
ORD
Chicago
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Aug 6 from Boston to Chicago, returning Sun, Aug 24, priced at $135 found 4 days ago
Thu, Aug 7 - Tue, Aug 12
BOS
Boston
ORD
Chicago
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Aug 7 from Boston to Chicago, returning Tue, Aug 12, priced at $138 found 2 hours ago
Tue, Sep 2 - Wed, Sep 3
BOS
Boston
ORD
Chicago
$140 Roundtrip, found 5 hours ago
$140
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Sep 2 from Boston to Chicago, returning Wed, Sep 3, priced at $140 found 5 hours ago
Tue, Aug 5 - Wed, Aug 13
BOS
Boston
ORD
Chicago
$145 Roundtrip, found 12 hours ago
$145
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Tue, Aug 5 from Boston to Chicago, returning Wed, Aug 13, priced at $145 found 12 hours ago
Tue, Aug 5 - Tue, Aug 26
BOS
Boston
ORD
Chicago
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Aug 5 from Boston to Chicago, returning Tue, Aug 26, priced at $152 found 2 days ago

ORD From BOS Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from Logan Intl. Airport to ORD right now?
It's wise to find out about any quarantine requirements and travel advice reports in place in your destination. Be sure to check out our Covid-19 Travel Advisor for up-to-date info on flying to O'Hare Intl. Airport (ORD) from Logan Intl. Airport (BOS).
What terminal is Spirit Airlines at BOS?
Once you're issued with the boarding pass for your Spirit Airlines flight from BOS to O'Hare Intl. Airport (ORD), you should be able to see which terminals you'll be flying in and out of. Your airline will have the answers if you can't find those details on your ticket.
Are there Spirit Airlines non-stop flights from BOS to ORD?
There aren't any direct flights with Spirit Airlines from Logan Intl. Airport (BOS) to O'Hare Airport. You will have a stopover, so use this time to stretch out those legs before your next flight.
How long is a Spirit Airlines flight from BOS to ORD?
Indulge in some in-flight shut-eye and touch down at your destination well-rested. You'll have more than enough time to do so when traveling with Spirit Airlines between BOS and ORD, with the average flight lasting 6 hours and 33 minutes.
How many direct and indirect flights does Spirit Airlines fly from BOS to ORD?
If you want to book a trip from BOS to ORD, you can choose from approximately 2 Spirit Airlines flights daily.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to ORD, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best Spirit Airlines flight from Boston BOS to Chicago ORD 

To find the best deals on flights to Boston from Chicago with Spirit Airlines, just enter your travel dates, filter by Spirit Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Boston BOS to Chicago ORD with Spirit Airlines 

If you’re planning a round trip, booking return flights with Spirit Airlines is usually the most cost-effective option. With airfares ranging from $114 to $152, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Spirit Airlines flights from Boston BOS to Chicago ORD 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Spirit Airlines flight from Boston to Chicago costs from $57. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago ORD from  Boston BOS with Spirit Airlines 

To find a cheap Spirit Airlines flight from Boston BOS to Chicago ORD, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Spirit Airlines flights from Boston BOS to Chicago ORD 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as August, or if you book a flight with a stopover. 

 

Find nonstop flights from Boston BOS to Chicago ORD with Spirit Airlines 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct Spirit Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Spirit Airlines flights from Boston BOS to Chicago ORD 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago ORD from  Boston BOS with Spirit Airlines on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Spirit Airlines Airports
Hop on a(n) Spirit Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DTWUSADetroit Metropolitan Wayne County7
FLLUSAFort Lauderdale - Hollywood Intl.7
MCOUSAOrlando Intl.6
LASUSAMcCarran Intl.6
ORDUSAO'Hare Intl.6
IAHUSAGeorge Bush Intercontinental4
DFWUSADallas-Fort Worth Intl.4
LAXUSALos Angeles Intl.3
SJUPRILuis Munoz Marin Intl.3
PHLUSAPhiladelphia Intl.2

Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8/10 Very Good! (2,084 reviews)
"Great location for quick access to ORD travel. Rather pricey. Room was nice except way too cold on arrival (about 60 deg per thermostat) and couldn't get the temp to increase by setting thermostat higher."

Reviewed on Jul 15, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
8.6/10 Excellent! (1,743 reviews)
"Generally a very nice hotel. Escalators to lower level with not working all weekend making it difficult for people with mobility issues."

Reviewed on Jul 15, 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
This hotel features 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free ...
8.6/10 Excellent! (2,290 reviews)
"My husband and I stayed in mid-June for the 1st Annual Midwest Convention (held onsite), and while the event was great, the hotel’s accessibility and amenities were seriously lacking. There was insufficient parking for wheelchair users, which created immediate challenges. My husband is in a wheelchair, ..."

Reviewed on Jul 13, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.