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Cheap flights from Rhode Island to Chicago from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Rhode Island to Chicago departing on 1/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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Multiple Airlines Logo
5:23 pm - 8:18 am
BOS
-
ORD
15h 55m1 stop
Multiple Airlines Logo
4:41 pm - 1:13 am
ORD
-
BOS
7h 32m1 stop
$122Multiple Airlines
Wed, Jan 14 - Sat, Jan 17
Spirit Airlines Logo
5:23 pm - 8:18 am
BOS
-
ORD
15h 55m1 stop
Spirit Airlines Logo
7:20 am - 11:57 pm
ORD
-
BOS
15h 37m1 stop
$123Spirit Airlines
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
5:23 pm - 8:18 am
BOS
-
ORD
15h 55m1 stop
Multiple Airlines Logo
4:41 pm - 1:13 am
ORD
-
BOS
7h 32m1 stop
$125Multiple Airlines
Mon, Jan 12 - Sat, Jan 17
JetBlue Logo
3:35 pm - 5:43 pm
BOS
-
ORD
3h 08mnonstop
JetBlue Logo
7:45 am - 11:10 am
ORD
-
BOS
2h 25mnonstop
$127JetBlue
Sat, Jan 17 - Tue, Jan 20
Frontier Logo
6:00 am - 12:05 pm
BOS
-
MDW
7h 05m1 stop
Frontier Logo
1:20 pm - 1:03 am
MDW
-
BOS
10h 43m1 stop
$128Frontier
Tue, Jan 27 - Wed, Jan 28
JetBlue Logo
3:35 pm - 5:43 pm
BOS
-
ORD
3h 08mnonstop
JetBlue Logo
7:45 am - 11:10 am
ORD
-
BOS
2h 25mnonstop
$130JetBlue
Tue, Jan 20 - Tue, Jan 27
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
6:35 pm - 9:50 pm
MDW
-
BOS
2h 15mnonstop
$131Southwest
Sat, Jan 10 - Thu, Jan 15
United Airlines Logo
9:30 am - 11:34 am
BOS
-
ORD
3h 04mnonstop
United Airlines Logo
9:13 am - 12:46 pm
ORD
-
BOS
2h 33mnonstop
$132United Airlines
Thu, Jan 15 - Tue, Jan 20
Southwest Logo
4:55 pm - 6:45 pm
BOS
-
MDW
2h 50mnonstop
Southwest Logo
9:55 am - 9:25 pm
MDW
-
BOS
10h 30m1 stop
$133Southwest
Sat, Jan 17 - Sun, Jan 18
Frontier Logo
6:00 am - 12:05 pm
BOS
-
MDW
7h 05m1 stop
Frontier Logo
1:20 pm - 1:03 am
MDW
-
BOS
10h 43m1 stop
$145Frontier
Tue, Jan 20 - Tue, Jan 27

United Airlines flights from Rhode Island to Chicago

Our best United Airlines deals on Rhode Island to Chicago flight tickets
United Airlines
Jan 15
BOS9:30 amBoston Logan Intl
3h 04m
ORD11:34 amChicago O'Hare Intl
Jan 20
ORD9:13 amChicago O'Hare Intl
2h 33m
BOS12:46 pmBoston Logan Intl
$132
Find similar
United Airlines
Jan 10
BOS12:45 pmBoston Logan Intl
3h 04m
ORD2:49 pmChicago O'Hare Intl
Jan 11
ORD7:30 amChicago O'Hare Intl
2h 22m
BOS10:52 amBoston Logan Intl
$137
Find similar
United Airlines
Jan 16
BOS6:00 amBoston Logan Intl
3h 04m
ORD8:04 amChicago O'Hare Intl
Jan 18
ORD11:05 amChicago O'Hare Intl
2h 24m
BOS2:29 pmBoston Logan Intl
$144
Find similar

JetBlue flights from Rhode Island to Chicago

Our best JetBlue deals on Rhode Island to Chicago flight tickets
JetBlue
Jan 17
BOS3:35 pmBoston Logan Intl
3h 08m
ORD5:43 pmChicago O'Hare Intl
Jan 20
ORD7:45 amChicago O'Hare Intl
2h 25m
BOS11:10 amBoston Logan Intl
$127
Find similar
JetBlue
Jan 20
BOS3:35 pmBoston Logan Intl
3h 08m
ORD5:43 pmChicago O'Hare Intl
Jan 27
ORD7:45 amChicago O'Hare Intl
2h 25m
BOS11:10 amBoston Logan Intl
$130
Find similar
JetBlue
Dec 29
BOS4:31 pmBoston Logan Intl
3h 15m
ORD6:46 pmChicago O'Hare Intl
Jan 1
ORD7:41 pmChicago O'Hare Intl
2h 29m
BOS11:10 pmBoston Logan Intl
$132
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Rhode Island to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Rhode Island to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/14

5:23 pm-8:18 am

1 stop15h 55m

Chicago O'Hare Intl

Sat 1/17

4:41 pm-1:13 am

1 stop7h 32m

$122

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 2/4

5:23 pm-8:18 am

1 stop15h 55m

Chicago O'Hare Intl

Wed 2/11

7:20 am-11:57 pm

1 stop15h 37m

$123

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 1/12

5:23 pm-8:18 am

1 stop15h 55m

Chicago O'Hare Intl

Sat 1/17

4:41 pm-1:13 am

1 stop7h 32m

$125

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/17

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 1/20

7:45 am-11:10 am

Nonstop2h 25m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 1/27

6:00 am-12:05 pm

1 stop7h 05m

Chicago Midway

Wed 1/28

1:20 pm-1:03 am

1 stop10h 43m

$128

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 1/20

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 1/27

7:45 am-11:10 am

Nonstop2h 25m

$130

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 1/10

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Thu 1/15

6:35 pm-9:50 pm

Nonstop2h 15m

$131

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/15

9:30 am-11:34 am

Nonstop3h 04m

Chicago O'Hare Intl

Tue 1/20

9:13 am-12:46 pm

Nonstop2h 33m

$132

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 1/17

4:55 pm-6:45 pm

Nonstop2h 50m

Chicago Midway

Sun 1/18

9:55 am-9:25 pm

1 stop10h 30m

$133

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 1/20

6:00 am-12:05 pm

1 stop7h 05m

Chicago Midway

Tue 1/27

1:20 pm-1:03 am

1 stop10h 43m

$145

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Rhode Island to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Rhode Island, with most prices found around $187. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Rhode Island to Chicago during January average around $196.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $316. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Rhode Island to Chicago for around $418.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Rhode Island to Chicago during this time can be as low as $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $352.

What is the cheapest Rhode Island to Chicago flight route?

Fly from Providence-TFGreen to Chicago O'Hare Intl for the best Rhode Island - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Rhode Island when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $251 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Rhode Island for as low as $207 on momondo.

What cabin class options are available on Rhode Island to Chicago flights?

There are 4 cabin classes available to choose from on Rhode Island to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Rhode Island to Chicago flights?

No. A direct flight is the cheapest option for a flight between Rhode Island to Chicago.

Cheap Rhode Island to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rhode Island to Chicago

Best Price Found

$191

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Rhode Island in the past 72 hours is $191. The best round-trip flight deal from Rhode Island to Chicago found on momondo in the last 72 hours is $361.
The fastest flight from Rhode Island to Chicago takes 2h 25m
Direct flights go from Rhode Island to Chicago every day.
There are 3 airports in Chicago. From Rhode Island there are direct flights to Chicago Midway (MDW).
Search flight deals

  • When did momondo last update prices for flights from Rhode Island to Chicago?

    Prices for flights from Rhode Island to Chicago refresh daily.

  • How many operators does momondo search for flights from Rhode Island to Chicago?

  • How old do you have to be to fly from Rhode Island to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Rhode Island to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Rhode Island to Chicago?

Best airlines flying from Rhode Island to Chicago

Compare and see reviews for airlines that fly from Rhode Island to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $68Free CancellationRating
7.9
8,014 reviews
Search Delta flights
American AirlinesPriceFrom $219Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
SouthwestPriceFrom $249Free CancellationRating
8.0
4,253 reviews
Search Southwest flights
United AirlinesPriceFrom $251Free CancellationRating
7.4
9,105 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Rhode Island to Chicago?

It is quick and easy to find Rhode Island to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Rhode Island to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Rhode Island which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Rhode Island to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Rhode Island. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Rhode Island to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Rhode Island. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport