Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Rhode Island to Chicago from $76

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 5/16. 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
0 bags

Find the cheapest flights from Rhode Island to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 11:09 am
BOS
-
MDW
6h 09m
1 stop
Frontier Logo
4:52 pm - 9:12 am
MDW
-
BOS
15h 20m
1 stop
$151Frontier
mié., may. 6 - vie., may. 8
Frontier Logo
6:00 am - 11:09 am
BOS
-
MDW
6h 09m
1 stop
Frontier Logo
12:19 pm - 1:24 am
MDW
-
BOS
12h 05m
1 stop
$154Frontier
mié., may. 13 - jue., may. 14
Frontier Logo
6:00 am - 11:09 am
BOS
-
MDW
6h 09m
1 stop
Frontier Logo
12:24 pm - 1:24 am
MDW
-
BOS
12h 00m
1 stop
$160Frontier
mié., may. 13 - mar., may. 19
Southwest Logo
3:30 pm - 5:15 pm
BOS
-
MDW
2h 45mnonstop
Southwest Logo
3:15 pm - 6:35 pm
MDW
-
BOS
2h 20mnonstop
$162Southwest
sáb., may. 2 - mar., may. 5
Frontier Logo
12:55 pm - 7:31 pm
BOS
-
MDW
7h 36m
1 stop
Frontier Logo
2:15 pm - 9:16 am
MDW
-
BOS
18h 01m
1 stop
$163Frontier
mié., abr. 29 - vie., may. 1
Frontier Logo
12:01 pm - 10:02 pm
BOS
-
MDW
11h 01m
1 stop
Frontier Logo
12:04 pm - 1:24 am
MDW
-
BOS
12h 20m
1 stop
$166Frontier
mié., may. 27 - mié., jun. 3
Southwest Logo
7:15 am - 9:05 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
3:15 pm - 6:35 pm
MDW
-
BOS
2h 20mnonstop
$167Southwest
sáb., may. 9 - mar., may. 12
Frontier Logo
12:55 pm - 7:31 pm
BOS
-
MDW
7h 36m
1 stop
Frontier Logo
6:00 am - 1:31 am
MDW
-
BOS
18h 31m
1 stop
$168Frontier
mié., abr. 29 - sáb., may. 2
Southwest Logo
12:45 pm - 2:20 pm
PVD
-
MDW
2h 35mnonstop
Southwest Logo
11:40 am - 9:30 pm
MDW
-
PVD
8h 50m
1 stop
$284Southwest
mié., may. 6 - sáb., may. 9
Delta Logo
5:46 am - 8:43 am
PVD
-
MDW
3h 57m
1 stop
Delta Logo
6:36 pm - 11:28 pm
MDW
-
PVD
3h 52m
1 stop
$294Delta
jue., may. 7 - mar., may. 12

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Southwest flights from Rhode Island to Chicago Midway Airport

Our best Southwest deals on Rhode Island to Chicago Midway Airport flight tickets
Southwest
May 2
BOS3:30 pmBoston Logan Intl
2h 45m
MDW5:15 pmChicago Midway
May 5
MDW3:15 pmChicago Midway
2h 20m
BOS6:35 pmBoston Logan Intl
$162
Southwest
May 9
BOS7:15 amBoston Logan Intl
2h 50m
MDW9:05 amChicago Midway
May 12
MDW3:15 pmChicago Midway
2h 20m
BOS6:35 pmBoston Logan Intl
$167
Southwest
May 6
BOS7:20 amBoston Logan Intl
2h 45m
MDW9:05 amChicago Midway
May 8
MDW7:00 pmChicago Midway
2h 20m
BOS10:20 pmBoston Logan Intl
$172

Frontier flights from Rhode Island to Chicago Midway Airport

Our best Frontier deals on Rhode Island to Chicago Midway Airport flight tickets
Frontier
May 6
BOS6:00 amBoston Logan Intl
6h 09m
1 stop
MDW11:09 amChicago Midway
May 8
MDW4:52 pmChicago Midway
15h 20m
1 stop
BOS9:12 amBoston Logan Intl
$151
Frontier
May 13
BOS6:00 amBoston Logan Intl
6h 09m
1 stop
MDW11:09 amChicago Midway
May 14
MDW12:19 pmChicago Midway
12h 05m
1 stop
BOS1:24 amBoston Logan Intl
$154
Frontier
May 13
BOS6:00 amBoston Logan Intl
6h 09m
1 stop
MDW11:09 amChicago Midway
May 19
MDW12:24 pmChicago Midway
12h 00m
1 stop
BOS1:24 amBoston Logan Intl
$160

momondo Fare Finder

 
Customize your flight search to find flights from Rhode Island to Chicago Midway Airport 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 abril 17, 2026.
Use the filters below to find and compare flights from Rhode Island to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 5/6

6:00 am-11:09 am

1 stop6h 09m

Chicago Midway

vie. 5/8

4:52 pm-9:12 am

1 stop15h 20m

$151

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 5/13

6:00 am-11:09 am

1 stop6h 09m

Chicago Midway

jue. 5/14

12:19 pm-1:24 am

1 stop12h 05m

$154

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 5/13

6:00 am-11:09 am

1 stop6h 09m

Chicago Midway

mar. 5/19

12:24 pm-1:24 am

1 stop12h 00m

$160
Quickest round-trip

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

sáb. 5/2

3:30 pm-5:15 pm

Nonstop2h 45m

Chicago Midway

mar. 5/5

3:15 pm-6:35 pm

Nonstop2h 20m

$162

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 4/29

12:55 pm-7:31 pm

1 stop7h 36m

Chicago Midway

vie. 5/1

2:15 pm-9:16 am

1 stop18h 01m

$163

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 5/27

12:01 pm-10:02 pm

1 stop11h 01m

Chicago Midway

mié. 6/3

12:04 pm-1:24 am

1 stop12h 20m

$166

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

sáb. 5/9

7:15 am-9:05 am

Nonstop2h 50m

Chicago Midway

mar. 5/12

3:15 pm-6:35 pm

Nonstop2h 20m

$167

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 4/29

12:55 pm-7:31 pm

1 stop7h 36m

Chicago Midway

sáb. 5/2

6:00 am-1:31 am

1 stop18h 31m

$168

ProvidenceChicago

PVD - MDW

PVDMDW

Providence-TFGreen

mié. 5/6

12:45 pm-2:20 pm

Nonstop2h 35m

Chicago Midway

sáb. 5/9

11:40 am-9:30 pm

1 stop8h 50m

$284

ProvidenceChicago

PVD - MDW

PVDMDW

Providence-TFGreen

jue. 5/7

5:46 am-8:43 am

1 stop3h 57m

Chicago Midway

mar. 5/12

6:36 pm-11:28 pm

1 stop3h 52m

$294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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

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 Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Rhode Island, with most prices found around $137. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Rhode Island during the month January is also very affordable. Most momondo users find prices during this month for around $162.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Rhode Island. The lowest ticket price found for a Wednesday departure recently was $307. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Rhode Island because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $415.

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

Flying to Chicago Midway Airport from Rhode Island in the evening is the least expensive time of day to depart. momondo users have found prices as low as $248 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $357. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Rhode Island to Chicago Midway flight route?

Fly from Providence-TFGreen to Chicago Midway for the best Rhode Island - Chicago Midway flight prices

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

You are more likely to see cheaper flights to Chicago Midway Airport from Rhode Island when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $264 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Rhode Island for as low as $128 on momondo.

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

There is only 1 cabin class available to choose from on Rhode Island to Chicago Midway 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 Midway Airport flights?

You could potentially save up to 14% on your flight if you consider stops on a Rhode Island to Chicago Midway Airport flight.

Cheap Rhode Island to Chicago Midway Airport flight deals and tips

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

Best Price Found

$226

Fastest flight time

2h 25m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Rhode Island in the past 72 hours is $226. The best round-trip flight deal from Rhode Island to Chicago Midway Airport found on momondo in the last 72 hours is $392.
The fastest flight from Rhode Island to Chicago Midway Airport takes 2h 25m
Direct flights go from Rhode Island to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Rhode Island to Chicago Midway Airport

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Rhode Island to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Rhode Island to Chicago Midway Airport

Compare and see reviews for airlines that fly from Rhode Island to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $261Free CancellationRating
8.0
4,328 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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?

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 Chicago from Rhode Island.

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

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

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

Once all potential Rhode Island to Chicago 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 Rhode Island to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Rhode Island and alert you when they change.

An easier way to manage your Chicago Midway Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
dom. 5/17
dom. 5/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago