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Cheap flights from Chicago to Rhode Island from $92

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Rhode Island departing on 10/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago to Rhode Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:10 pm - 4:30 pmMDW  Chicago Midway-BOS Boston Logan Intl
2h 20mnonstop
Southwest Logo
5:50 am - 7:25 amBOS  Boston Logan Intl-MDW Chicago Midway
2h 35mnonstop
$166Southwest
Wed, Oct 21 - Mon, Oct 26
Southwest Logo
5:45 am - 9:00 amMDW  Chicago Midway-BOS Boston Logan Intl
2h 15mnonstop
Southwest Logo
6:40 pm - 8:25 pmBOS  Boston Logan Intl-MDW Chicago Midway
2h 45mnonstop
$166Southwest
Thu, Sep 10 - Mon, Sep 14
JetBlue Logo
7:00 am - 2:26 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
6h 26m1 stop New York John F Kennedy Intl
JetBlue Logo
4:11 pm - 9:58 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
6h 47m1 stop New York John F Kennedy Intl
$171JetBlue
Sat, Sep 26 - Sat, Oct 3
Multiple Airlines Logo
8:45 pm - 12:21 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 36mnonstop
Multiple Airlines Logo
12:45 pm - 8:04 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
8h 19m1 stop Atlanta Hartsfield-Jackson
$171Multiple Airlines
Thu, Sep 3 - Sun, Sep 6
Multiple Airlines Logo
9:38 am - 1:06 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 28mnonstop
Multiple Airlines Logo
12:54 pm - 6:23 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
6h 29m1 stop Atlanta Hartsfield-Jackson
$171Multiple Airlines
Wed, Sep 23 - Sat, Sep 26
JetBlue Logo
8:24 pm - 11:58 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 34mnonstop
JetBlue Logo
6:55 am - 8:46 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 51mnonstop
$174JetBlue
Thu, Oct 8 - Tue, Oct 13
Delta Logo
7:05 am - 10:32 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 27mnonstop
Delta Logo
2:00 pm - 6:22 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
5h 22m1 stop New York LaGuardia
$175Delta
Sat, Dec 5 - Wed, Dec 9
Delta Logo
6:00 am - 12:25 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
5h 25m1 stop New York LaGuardia
Delta Logo
12:05 pm - 2:05 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 00mnonstop
$175Delta
Tue, Dec 1 - Wed, Dec 9
United Airlines Logo
6:10 am - 9:33 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 23mnonstop
United Airlines Logo
7:05 am - 9:03 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 58mnonstop
$179United Airlines
Thu, Sep 17 - Sun, Sep 20
United Airlines Logo
6:00 am - 9:24 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 24mnonstop
United Airlines Logo
7:10 am - 9:08 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
2h 58mnonstop
$185United Airlines
Fri, Jan 15 - Mon, Jan 18

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Southwest flights from Chicago to Rhode Island

Our best Southwest deals on Chicago to Rhode Island flight tickets
Southwest
Sep 10
MDW5:45 amChicago Midway
2h 15m
BOS9:00 amBoston Logan Intl
Sep 14
BOS6:40 pmBoston Logan Intl
2h 45m
MDW8:25 pmChicago Midway
$166
Southwest
Sep 1
MDW8:45 amChicago Midway
2h 30m
BOS12:15 pmBoston Logan Intl
Sep 4
BOS5:50 pmBoston Logan Intl
5h 10m
1 stop
MDW10:00 pmChicago Midway
$175
Southwest
Sep 1
MDW8:50 amChicago Midway
7h 15m
2 stops
BOS5:05 pmBoston Logan Intl
Sep 4
BOS6:40 pmBoston Logan Intl
2h 45m
MDW8:25 pmChicago Midway
$180

United Airlines flights from Chicago to Rhode Island

Our best United Airlines deals on Chicago to Rhode Island flight tickets
United Airlines
Sep 17
ORD6:10 amChicago O'Hare Intl
2h 23m
BOS9:33 amBoston Logan Intl
Sep 20
BOS7:05 amBoston Logan Intl
2h 58m
ORD9:03 amChicago O'Hare Intl
$179
United Airlines
Sep 10
ORD6:00 amChicago O'Hare Intl
4h 17m
1 stop
BOS11:17 amBoston Logan Intl
Sep 17
BOS7:05 amBoston Logan Intl
2h 58m
ORD9:03 amChicago O'Hare Intl
$197
United Airlines
Sep 24
ORD9:24 pmChicago O'Hare Intl
2h 30m
BOS12:54 amBoston Logan Intl
Sep 28
BOS8:30 pmBoston Logan Intl
2h 59m
ORD10:29 pmChicago O'Hare Intl
$204

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Rhode Island 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 August 13, 2026.
Use the filters below to find and compare flights from Chicago to Rhode Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoBoston

MDW Chicago Midway - BOS Boston Logan Intl

MDWBOS

Chicago Midway

Wed 10/21

1:10 pm-4:30 pm

Nonstop2h 20m

Boston Logan Intl

Mon 10/26

5:50 am-7:25 am

Nonstop2h 35m

$166

ChicagoBoston

MDW Chicago Midway - BOS Boston Logan Intl

MDWBOS

Chicago Midway

Thu 9/10

5:45 am-9:00 am

Nonstop2h 15m

Boston Logan Intl

Mon 9/14

6:40 pm-8:25 pm

Nonstop2h 45m

$166

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Sat 9/26

7:00 am-2:26 pm

1 stop6h 26m

Boston Logan Intl

Sat 10/3

4:11 pm-9:58 pm

1 stop6h 47m

$171

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 9/3

8:45 pm-12:21 am

Nonstop2h 36m

Boston Logan Intl

Sun 9/6

12:45 pm-8:04 pm

1 stop8h 19m

$171

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Wed 9/23

9:38 am-1:06 pm

Nonstop2h 28m

Boston Logan Intl

Sat 9/26

12:54 pm-6:23 pm

1 stop6h 29m

$171

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 10/8

8:24 pm-11:58 pm

Nonstop2h 34m

Boston Logan Intl

Tue 10/13

6:55 am-8:46 am

Nonstop2h 51m

$174

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Sat 12/5

7:05 am-10:32 am

Nonstop2h 27m

Boston Logan Intl

Wed 12/9

2:00 pm-6:22 pm

1 stop5h 22m

$175

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Tue 12/1

6:00 am-12:25 pm

1 stop5h 25m

Boston Logan Intl

Wed 12/9

12:05 pm-2:05 pm

Nonstop3h 00m

$175

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Thu 9/17

6:10 am-9:33 am

Nonstop2h 23m

Boston Logan Intl

Sun 9/20

7:05 am-9:03 am

Nonstop2h 58m

$179

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Fri 1/15

6:00 am-9:24 am

Nonstop2h 24m

Boston Logan Intl

Mon 1/18

7:10 am-9:08 am

Nonstop2h 58m

$185

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 Rhode Island from

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

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 Rhode Island?

If you are unable to visit Rhode Island during the month of December, then departing from Chicago during the month March is also very affordable. Most momondo users find prices during this month for around $359.

What is the cheapest day to depart on your flight to Rhode Island?

The cheapest day to depart on your flight to Rhode Island is on a Saturday when prices can be found for as low as $245. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Rhode Island on Monday is $322.

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

The cheapest time of day to fly to Rhode Island is in the evening when flights can be purchased for as low as $232. Flights in the afternoon are often more expensive with an average ticket price of $305.

What is the cheapest Chicago to Rhode Island flight route?

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

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

You are more likely to see cheaper flights to Rhode Island from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Rhode Island for around $250 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Rhode Island from Chicago for as low as $216 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Rhode Island 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 Chicago to Rhode Island flights?

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

Cheap Chicago to Rhode Island flight deals and tips

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

Best Price Found

$239

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Rhode Island

19 airports
The best one-way flight to Rhode Island from Chicago in the past 72 hours is $239. The best round-trip flight deal from Chicago to Rhode Island found on momondo in the last 72 hours is $327.
The fastest flight from Chicago to Rhode Island takes 2h 10m
Direct flights go from Chicago to Rhode Island every day.
There are 19 airports in Rhode Island. From Chicago there are direct flights to Boston Logan Intl (BOS), Providence-TFGreen (PVD).
Search flight deals

Frequently asked questions about flying from Chicago to Rhode Island

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

    Prices for flights from Chicago to Rhode Island were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Rhode Island.

  • What documentation or ID do you need to fly to Rhode Island?

    The travel and health documents required for your trip to Rhode Island can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Rhode Island. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Chicago to Rhode Island

Compare and see reviews for airlines that fly from Chicago to Rhode Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $245Free CancellationRating
7.1
11,923 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,218 reviews
Search Southwest flights
United AirlinesPriceFrom $285Free CancellationRating
7.4
10,113 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Rhode Island from Chicago.

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

Yes. All flights to Rhode Island from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to Rhode Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Rhode Island from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Rhode Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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