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$59+ Cheap flights from Midway (MDW) to Rhode Island

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PVD
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Midway to Rhode Island

Keep the following information in mind while searching for Midway to Rhode Island flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

April

Cheapest in

September

Average price

$230

Good round-trip deal

$328 or less

Good one-way deal

$466 or less
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl flights.
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From Chicago Midway to Rhode Island
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One-way flight from Chicago Midway to Rhode Island
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Highest demand for flights based on searches. 6% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Chicago Midway to Rhode Island.
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Price to beat on a one-way flight from Chicago Midway to Rhode Island.
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Find flight deals from Midway to Rhode Island

Cheapest flights from Midway to Rhode Island
Explore the most affordable flight options available from Midway to Rhode Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Wed 12/101:35 pmBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/3$117
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Sun 12/285:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/2$124
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Tue 12/96:00 pmBOS - MDW
1 stop5h 35mSouthwest
Deal found 11/2$127
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:52 pmMDW - BOS
1 stop17h 09mMultiple Airlines
Thu 1/16:00 amBOS - MDW
1 stop12h 38mMultiple Airlines
Deal found 11/2$128
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:23 pmMDW - BOS
1 stop13h 59mFrontier
Sun 12/711:28 amBOS - MDW
1 stop11h 44mFrontier
Deal found 11/1$129
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:49 pmMDW - BOS
1 stop18h 33mFrontier
Mon 12/811:23 amBOS - MDW
1 stop22h 23mFrontier
Deal found 11/2$130
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/208:40 pmMDW - BOS
Nonstop2h 15mSouthwest
Sun 12/285:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/2$131
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:52 pmMDW - BOS
1 stop17h 09mMultiple Airlines
Wed 12/3111:09 amBOS - MDW
1 stop12h 03mMultiple Airlines
Deal found 11/2$135
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:55 pmMDW - BOS
1 stop7h 20mSouthwest
Sun 11/165:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/3$137
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/242:25 pmMDW - BOS
Nonstop2h 15mSouthwest
Fri 11/286:50 amBOS - MDW
1 stop9h 50mSouthwest
Deal found 11/2$138
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:26 pmMDW - PVD
2 stops27h 44mMultiple Airlines
Sun 11/166:00 amPVD - MDW
1 stop27h 32mMultiple Airlines
Deal found 10/31$259
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:47 pmMDW - PVD
1 stop20h 35mMultiple Airlines
Mon 12/157:10 amPVD - MDW
2 stops26h 36mMultiple Airlines
Deal found 11/2$274

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Rhode Island that are best for you.

Fly from

Midway

Fly to

Rhode Island

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 12/10

1:30 pm-4:45 pm

Nonstop2h 15m

Boston Logan Intl

Sat 12/13

5:20 am-7:05 am

Nonstop2h 45m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 12/24

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

Sun 12/28

5:15 am-7:00 am

Nonstop2h 45m

$124

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 12/4

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

Sun 12/7

6:50 pm-11:30 pm

1 stop5h 40m

$127

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 11/15

9:50 am-1:10 pm

Nonstop2h 20m

Boston Logan Intl

Sat 11/15

4:45 pm-6:30 pm

Nonstop2h 45m

$127

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 12/23

7:50 pm-11:05 pm

Nonstop2h 15m

Boston Logan Intl

Sat 12/27

5:20 am-7:05 am

Nonstop2h 45m

$131

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 12/25

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

Sat 1/3

6:55 pm-11:20 pm

1 stop5h 25m

$134

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 11/14

5:15 pm-10:55 pm

1 stop4h 40m

Boston Logan Intl

Mon 11/17

5:30 am-7:15 am

Nonstop2h 45m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 1/21

2:00 pm-5:10 pm

Nonstop2h 10m

Boston Logan Intl

Sun 1/25

5:20 am-7:10 am

Nonstop2h 50m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 11/13

5:00 am-12:50 pm

1 stop6h 50m

Boston Logan Intl

Sun 11/16

5:15 am-7:00 am

Nonstop2h 45m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 11/10

2:25 pm-5:40 pm

Nonstop2h 15m

Boston Logan Intl

Sat 11/15

5:55 am-4:30 pm

2 stops11h 35m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 41 results
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Best time to book a flight from Midway to Rhode Island

Have a flexible travel schedule? Discover the best time to fly to Rhode Island from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Rhode Island

What is the cheapest time of day to fly from MDW to RI?

Find hourly flight availability from Midway to Rhode Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 20% on flights from Chicago Midway Airport to Rhode Island by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Chicago Midway Airport to Rhode Island?

Use this chart to determine the cheapest time to fly round-trip from Midway to Rhode Island. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Rhode Island flight should consider departing on Tuesday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Rhode Island

Get insights into the airlines that provide service to Rhode Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Rhode Island. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Rhode Island, such as Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Rhode Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Rhode Island?

    Departing from Chicago Midway Airport to Rhode Island will take you 2h 15m. There are 857 mi between Chicago Midway Airport and Rhode Island. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Chicago Midway Airport to Rhode Island?

    While on average a flight from Chicago Midway Airport to Rhode Island is generally $462, our data shows the cheapest flight currently is $146. When looking at the most popular route, (Chicago Midway - Boston Logan Intl), you can expect to pay $117 for that flight.

  • Can I find deals for flights from Midway to Rhode Island that include hotel bookings?

    Yes. In addition to deals on Midway to Rhode Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Rhode Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Rhode Island.

  • Can I find deals for business class flights from Midway to Rhode Island?

    Yes. Cheapflights offers flight deals from Midway to Rhode Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Midway to Rhode Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Rhode Island

Discover the top airline that operate flights from Midway to Rhode Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$266Average$368FlexibilityNo cancel feeOn-time63%

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