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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 11/4. 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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Find the cheapest flights from Rhode Island to Chicago

Cheap round-trip flights

Southwest Logo
5:35 pm - 9:05 pmBOS-MDW
4h 30m1 stop
Southwest Logo
6:15 pm - 9:35 pmMDW-BOS
2h 20mnonstop
$123Southwest
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Tue, Nov 4 - Wed, Nov 5
Spirit Airlines Logo
6:16 am - 6:38 pmBOS-ORD
13h 22m1 stop
Spirit Airlines Logo
6:00 am - 1:20 pmORD-BOS
6h 20m1 stop
$126Spirit Airlines
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Wed, Oct 15 - Tue, Oct 21
United Airlines Logo
6:15 pm - 8:10 pmBOS-ORD
2h 55mnonstop
United Airlines Logo
11:05 am - 2:40 pmORD-BOS
2h 35mnonstop
$127United Airlines
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Tue, Sep 30 - Wed, Oct 1
American Airlines Logo
4:02 pm - 6:24 pmBOS-ORD
3h 22mnonstop
American Airlines Logo
6:35 pm - 10:05 pmORD-BOS
2h 30mnonstop
$128American Airlines
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Wed, Nov 12 - Wed, Nov 26
American Airlines Logo
7:29 pm - 9:23 pmBOS-ORD
2h 54mnonstop
American Airlines Logo
7:10 am - 10:29 amORD-BOS
2h 19mnonstop
$129American Airlines
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Tue, Sep 30 - Wed, Oct 1
Multiple Airlines Logo
8:38 am - 4:45 pmBOS-ORD
9h 07m1 stop
Multiple Airlines Logo
6:00 am - 1:20 pmORD-BOS
6h 20m1 stop
$131Multiple Airlines
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Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
6:15 pm - 8:09 pmBOS-ORD
2h 54mnonstop
United Airlines Logo
6:30 am - 9:56 amORD-BOS
2h 26mnonstop
$133United Airlines
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Sat, Oct 18 - Sun, Oct 19
Frontier Logo
6:00 am - 11:05 pmBOS-MDW
18h 05m1 stop
Frontier Logo
8:00 am - 12:01 amMDW-BOS
15h 01m1 stop
$135Frontier
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Thu, Dec 11 - Tue, Dec 16
Frontier Logo
9:18 am - 4:20 pmBOS-MDW
8h 02m1 stop
Frontier Logo
9:26 pm - 8:55 amMDW-BOS
10h 29m1 stop
$144Frontier
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Fri, Oct 24 - Sun, Oct 26
Multiple Airlines Logo
8:47 am - 4:51 pmBOS-ORD
9h 04m1 stop
Multiple Airlines Logo
11:57 am - 11:57 pmORD-BOS
11h 00m1 stop
$159Multiple Airlines
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Thu, Oct 2 - Sat, Oct 4

Spirit Airlines flights from Rhode Island to Chicago

Our best Spirit Airlines deals on Rhode Island to Chicago flight tickets
Spirit Airlines
Oct 15
BOS6:16 amBoston Logan Intl
13h 22m
1 stop
ORD6:38 pmChicago O'Hare Intl
Oct 21
ORD6:00 amChicago O'Hare Intl
6h 20m
1 stop
BOS1:20 pmBoston Logan Intl
$126
Find similar
Spirit Airlines
Sep 30
BOS12:20 pmBoston Logan Intl
10h 38m
1 stop
ORD9:58 pmChicago O'Hare Intl
Oct 7
ORD6:00 amChicago O'Hare Intl
6h 20m
1 stop
BOS1:20 pmBoston Logan Intl
$139
Find similar
Spirit Airlines
Oct 15
BOS3:00 pmBoston Logan Intl
9h 45m
1 stop
ORD11:45 pmChicago O'Hare Intl
Oct 17
ORD11:55 amChicago O'Hare Intl
11h 04m
1 stop
BOS11:59 pmBoston Logan Intl
$148
Find similar

JetBlue flights from Rhode Island to Chicago

Our best JetBlue deals on Rhode Island to Chicago flight tickets
JetBlue
Oct 1
BOS4:40 pmBoston Logan Intl
3h 15m
ORD6:55 pmChicago O'Hare Intl
Oct 6
ORD7:13 pmChicago O'Hare Intl
2h 33m
BOS10:46 pmBoston Logan Intl
$135
Find similar
JetBlue
Sep 25
BOS7:00 amBoston Logan Intl
2h 56m
ORD8:56 amChicago O'Hare Intl
Sep 29
ORD7:50 pmChicago O'Hare Intl
2h 35m
BOS11:25 pmBoston Logan Intl
$136
Find similar
JetBlue
Jan 21
BOS6:40 pmBoston Logan Intl
3h 19m
ORD8:59 pmChicago O'Hare Intl
Jan 26
ORD9:50 amChicago O'Hare Intl
2h 26m
BOS1:16 pmBoston Logan Intl
$137
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 September 19, 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 - MDW

BOSMDW

Boston Logan Intl

Tue 11/4

5:35 pm-9:05 pm

1 stop4h 30m

Chicago Midway

Wed 11/5

6:15 pm-9:35 pm

Nonstop2h 20m

$123

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 10/15

6:16 am-6:38 pm

1 stop13h 22m

Chicago O'Hare Intl

Tue 10/21

6:00 am-1:20 pm

1 stop6h 20m

$126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 9/30

6:15 pm-8:10 pm

Nonstop2h 55m

Chicago O'Hare Intl

Wed 10/1

11:05 am-2:40 pm

Nonstop2h 35m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 11/12

4:02 pm-6:24 pm

Nonstop3h 22m

Chicago O'Hare Intl

Wed 11/26

6:35 pm-10:05 pm

Nonstop2h 30m

$128

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 9/30

7:29 pm-9:23 pm

Nonstop2h 54m

Chicago O'Hare Intl

Wed 10/1

7:10 am-10:29 am

Nonstop2h 19m

$129

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 10/4

8:38 am-4:45 pm

1 stop9h 07m

Chicago O'Hare Intl

Tue 10/7

6:00 am-1:20 pm

1 stop6h 20m

$131

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 10/18

6:15 pm-8:09 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sun 10/19

6:30 am-9:56 am

Nonstop2h 26m

$133

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 12/11

6:00 am-11:05 pm

1 stop18h 05m

Chicago Midway

Tue 12/16

8:00 am-12:01 am

1 stop15h 01m

$135

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 10/24

9:18 am-4:20 pm

1 stop8h 02m

Chicago Midway

Sun 10/26

9:26 pm-8:55 am

1 stop10h 29m

$144

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/2

8:47 am-4:51 pm

1 stop9h 04m

Chicago O'Hare Intl

Sat 10/4

11:57 am-11:57 pm

1 stop11h 00m

$159

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 January is, on average, the cheapest month to fly to Chicago from Rhode Island, with most prices found around $196. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Rhode Island to Chicago during September average around $199.

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 Friday when prices can be found for as low as $321. 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 $426.

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 $275. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $351.

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 $250 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 $217 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

$167

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Rhode Island in the past 72 hours is $167. The best round-trip flight deal from Rhode Island to Chicago found on momondo in the last 72 hours is $326.
The fastest flight from Rhode Island to Chicago takes 2h 25m
Direct flights go from Rhode Island to Chicago every day.
There is 1 airport near Chicago: 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
7,964 reviews
Search Delta flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $217Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $253Free CancellationRating
7.4
8,926 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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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