How does KAYAK find such low prices on flights from Rhode Island to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rhode Island to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rhode Island to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Rhode Island is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Rhode Island to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Rhode Island with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rhode Island to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Rhode Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$63 CHEAP FLIGHTS from Rhode Island to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

...and more

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Cheapest round-trip

$117

Overall average: $187

Southwest

Tue 12/16Wed 12/17

BOS - MDW • Non-stop

Cheapest one-way

$63

Typical prices: $50-$143

Frontier

Tue 1/6

BOS - MDW • 1 stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Flight Deals

Cheap Flights from Rhode Island to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rhode Island to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Rhode Island to Chicago

Tue, Dec 16 - Wed, Dec 17

5:30 am - 7:15 amBOS-MDW

2h 45mnonstop

6:15 pm - 9:35 pmMDW-BOS

2h 20mnonstop

$117Southwest

Find Deal

Tue, Dec 16 - Wed, Dec 17

6:00 am - 8:17 amBOS-ORD

3h 17mnonstop

8:08 am - 11:39 amORD-BOS

2h 31mnonstop

$117American Airlines

Find Deal

Sat, Jan 17 - Sun, Jan 18

5:15 pm - 7:26 pmBOS-ORD

3h 11mnonstop

7:05 am - 10:40 amORD-BOS

2h 35mnonstop

$118Delta

Find Deal

Sat, Jan 17 - Sun, Jan 18

3:35 pm - 5:44 pmBOS-ORD

3h 09mnonstop

7:45 am - 11:10 amORD-BOS

2h 25mnonstop

$120JetBlue

Find Deal

Sat, Dec 13 - Wed, Dec 17

8:30 am - 10:35 amBOS-ORD

3h 05mnonstop

11:25 am - 2:49 pmORD-BOS

2h 24mnonstop

$122JetBlue

Find Deal

Sat, Dec 6 - Sun, Dec 7

4:30 pm - 6:30 pmBOS-ORD

3h 00mnonstop

7:30 am - 10:49 amORD-BOS

2h 19mnonstop

$127United Airlines

Find Deal

Fri, Jan 9 - Mon, Jan 12

6:00 am - 10:21 pmBOS-MDW

17h 21m1 stop

6:10 am - 1:19 amMDW-BOS

18h 09m1 stop

$129Frontier

Find Deal

Tue, Jan 6 - Tue, Jan 13

6:00 am - 12:54 pmBOS-ORD

7h 54m1 stop

5:57 pm - 1:13 amORD-BOS

6h 16m1 stop

$129Frontier

Find Deal

Wed, Dec 24 - Wed, Dec 31

2:45 pm - 6:52 pmPVD-ORD

5h 07m1 stop

6:15 pm - 9:42 pmORD-PVD

2h 27mnonstop

$289United Airlines

Find Deal

Tue, Dec 9 - Wed, Dec 10

6:47 pm - 11:47 pmPVD-MDW

6h 00m1 stop

9:34 am - 4:12 pmMDW-PVD

5h 38m1 stop

$319Delta

Find Deal

Useful Info

Low season	January
High season	November
Cheapest flight	$63

Best time to beat the crowds with an average 13% drop in price.

Most popular time to fly with an average 11% increase in price.

Flight from Boston to Chicago Midway Airport

How does KAYAK find such low prices on flights from Rhode Island to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rhode Island to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rhode Island to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Rhode Island is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Rhode Island to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Rhode Island with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rhode Island to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Rhode Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Rhode Island

First Class flights to Chicagofrom $739

Business Class flights to Chicagofrom $1,000

Prem Econ Class flights to Chicagofrom $571

Economy Class flights to Chicagofrom $254

$63 Find Cheap Flights from Rhode Island to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Everything you should know

Cheap Flights from Rhode Island to Chicago

Recent round-trip flight deals from Rhode Island to Chicago

Recent one-way flight deals from Rhode Island to Chicago

Recent last minute flight deals from Rhode Island to Chicago

Recent direct flight deals from Rhode Island to Chicago

Good to know

FAQs for booking flights from Rhode Island to Chicago

How does KAYAK find such low prices on flights from Rhode Island to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rhode Island to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rhode Island to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Rhode Island is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Rhode Island to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Rhode Island with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rhode Island to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Rhode Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Rhode Island

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight