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Cheap flights from Rhode Island to Chicago from $34

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 8/25. 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
7:50 am - 11:50 amBOS-ORD
5h 00m1 stop
Southwest Logo
1:50 pm - 9:10 pmORD-BOS
6h 20m1 stop
$87Southwest
Find Deal
Wed, Oct 8 - Wed, Oct 22
Southwest Logo
8:20 pm - 9:55 pmBOS-MDW
2h 35mnonstop
Southwest Logo
4:45 pm - 8:05 pmMDW-BOS
2h 20mnonstop
$89Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8
JetBlue Logo
7:00 am - 8:56 amBOS-ORD
2h 56mnonstop
JetBlue Logo
7:50 pm - 11:25 pmORD-BOS
2h 35mnonstop
$91JetBlue
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Sat, Sep 6 - Wed, Oct 1
JetBlue Logo
7:00 am - 8:56 amBOS-ORD
2h 56mnonstop
JetBlue Logo
7:50 pm - 11:25 pmORD-BOS
2h 35mnonstop
$92JetBlue
Find Deal
Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
11:00 am - 1:00 pmBOS-ORD
3h 00mnonstop
American Airlines Logo
7:10 pm - 10:40 pmORD-BOS
2h 30mnonstop
$94American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
6:00 am - 8:02 amBOS-ORD
3h 02mnonstop
American Airlines Logo
6:05 am - 9:32 amORD-BOS
2h 27mnonstop
$97American Airlines
Find Deal
Wed, Sep 3 - Sun, Sep 14
United Airlines Logo
8:27 pm - 10:15 pmBOS-ORD
2h 48mnonstop
United Airlines Logo
7:30 am - 11:01 amORD-BOS
2h 31mnonstop
$99United Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
United Airlines Logo
7:45 am - 9:41 amBOS-ORD
2h 56mnonstop
United Airlines Logo
2:15 pm - 5:46 pmORD-BOS
2h 31mnonstop
$111United Airlines
Find Deal
Mon, Sep 15 - Tue, Sep 16
Spirit Airlines Logo
6:05 am - 7:07 pmBOS-ORD
14h 02m1 stop
Spirit Airlines Logo
11:36 am - 11:49 pmORD-BOS
11h 13m1 stop
$112Spirit Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
Spirit Airlines Logo
6:05 am - 7:07 pmBOS-ORD
14h 02m1 stop
Spirit Airlines Logo
11:36 am - 11:49 pmORD-BOS
11h 13m1 stop
$125Spirit Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3

United Airlines flights from Rhode Island to Chicago

Our best United Airlines deals on Rhode Island to Chicago flight tickets
United Airlines
Sep 5
BOS8:27 pmBoston Logan Intl
2h 48m
ORD10:15 pmChicago O'Hare Intl
Sep 8
ORD7:30 amChicago O'Hare Intl
2h 31m
BOS11:01 amBoston Logan Intl
$99
Find similar
United Airlines
Aug 14
BOS8:20 pmBoston Logan Intl
2h 52m
ORD10:12 pmChicago O'Hare Intl
Aug 21
ORD6:30 amChicago O'Hare Intl
2h 26m
BOS9:56 amBoston Logan Intl
$108
Find similar
United Airlines
Sep 15
BOS7:45 amBoston Logan Intl
2h 56m
ORD9:41 amChicago O'Hare Intl
Sep 16
ORD2:15 pmChicago O'Hare Intl
2h 31m
BOS5:46 pmBoston Logan Intl
$111
Find similar

Delta flights from Rhode Island to Chicago

Our best Delta deals on Rhode Island to Chicago flight tickets
Delta
Aug 30
BOS5:00 pmBoston Logan Intl
3h 11m
ORD7:11 pmChicago O'Hare Intl
Sep 3
ORD6:00 pmChicago O'Hare Intl
2h 38m
BOS9:38 pmBoston Logan Intl
$117
Find similar
Delta
Sep 4
BOS7:55 pmBoston Logan Intl
3h 01m
ORD9:56 pmChicago O'Hare Intl
Sep 8
ORD7:10 amChicago O'Hare Intl
7h 15m
1 stop
BOS3:25 pmBoston Logan Intl
$127
Find similar
Delta
Sep 4
BOS11:00 amBoston Logan Intl
8h 02m
1 stop
ORD6:02 pmChicago O'Hare Intl
Sep 8
ORD7:00 amChicago O'Hare Intl
2h 30m
BOS10:30 amBoston Logan Intl
$130
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 August 5, 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 10/8

7:50 am-11:50 am

1 stop5h 00m

Chicago O'Hare Intl

Wed 10/22

1:50 pm-9:10 pm

1 stop6h 20m

$87

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 9/4

8:20 pm-9:55 pm

Nonstop2h 35m

Chicago Midway

Mon 9/8

4:45 pm-8:05 pm

Nonstop2h 20m

$89

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 9/6

7:00 am-8:56 am

Nonstop2h 56m

Chicago O'Hare Intl

Wed 10/1

7:50 pm-11:25 pm

Nonstop2h 35m

$91

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

7:00 am-8:56 am

Nonstop2h 56m

Chicago O'Hare Intl

Mon 9/8

7:50 pm-11:25 pm

Nonstop2h 35m

$92

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

11:00 am-1:00 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 9/8

7:10 pm-10:40 pm

Nonstop2h 30m

$94

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 9/3

6:00 am-8:02 am

Nonstop3h 02m

Chicago O'Hare Intl

Sun 9/14

6:05 am-9:32 am

Nonstop2h 27m

$97

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 9/5

8:27 pm-10:15 pm

Nonstop2h 48m

Chicago O'Hare Intl

Mon 9/8

7:30 am-11:01 am

Nonstop2h 31m

$99

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 9/15

7:45 am-9:41 am

Nonstop2h 56m

Chicago O'Hare Intl

Tue 9/16

2:15 pm-5:46 pm

Nonstop2h 31m

$111

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/27

6:05 am-7:07 pm

1 stop14h 02m

Chicago O'Hare Intl

Wed 9/3

11:36 am-11:49 pm

1 stop11h 13m

$112

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/27

6:05 am-7:07 pm

1 stop14h 02m

Chicago O'Hare Intl

Wed 9/3

11:36 am-11:49 pm

1 stop11h 13m

$125

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 $177. 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 $194.

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 $313. 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 $423.

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 in the afternoon when prices are around $351.

What is the cheapest Rhode Island to Chicago flight route?

Fly from Providence-TFGreen to Chicago Midway 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 $244 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 $210 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

$34

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Rhode Island in the past 72 hours is $34. The best round-trip flight deal from Rhode Island to Chicago found on momondo in the last 72 hours is $87.
The fastest flight from Rhode Island to Chicago takes 2h 25m
Direct flights go from Rhode Island to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), 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
8.0
7,985 reviews
Search Delta flights
SouthwestPriceFrom $204Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $205Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
American AirlinesPriceFrom $205Free CancellationRating
7.2
10,000 reviews
Search American 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