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$64+ Cheap flights from Rhode Island to Midway (MDW)

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — MDW
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
1 adult, Economy
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Find flight deals from Rhode Island to Midway

Cheapest flights from Rhode Island to Midway
Explore the most affordable flight options available from Rhode Island to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 25, 2025.

This Southwest deal was found by Cheapflights users on 11/24. 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.
Tue 12/165:30 amBOS - MDW
Nonstop2h 45mSouthwest
Wed 12/176:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/24$117
This Southwest deal was found by Cheapflights users on 11/24. 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 12/134:45 pmBOS - MDW
Nonstop2h 45mSouthwest
Wed 12/176:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/24$122
This Southwest deal was found by Cheapflights users on 11/23. 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 12/115:30 amBOS - MDW
Nonstop2h 45mSouthwest
Sun 12/149:35 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 11/23$127
This Southwest deal was found by Cheapflights users on 11/24. 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 12/117:45 amBOS - MDW
1 stop7h 00mSouthwest
Thu 12/116:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/24$137
This Southwest deal was found by Cheapflights users on 11/23. 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 12/155:30 amBOS - MDW
Nonstop2h 45mSouthwest
Thu 12/185:15 pmMDW - BOS
1 stop4h 40mSouthwest
Deal found 11/23$139
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 12/3111:09 amBOS - MDW
1 stop12h 03mFrontier
Tue 1/66:52 amMDW - BOS
1 stop17h 27mFrontier
Deal found 11/25$141
This Southwest deal was found by Cheapflights users on 11/24. 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 12/65:55 amBOS - MDW
2 stops11h 35mSouthwest
Mon 12/86:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 11/24$142
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/87:10 amPVD - MDW
2 stops30h 51mMultiple Airlines
Thu 12/113:10 pmMDW - PVD
1 stop19h 43mMultiple Airlines
Deal found 11/24$274
This Southwest deal was found by Cheapflights users on 11/25. 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 12/315:30 amPVD - MDW
Nonstop2h 40mSouthwest
Wed 12/3112:15 pmMDW - PVD
1 stop5h 45mSouthwest
Deal found 11/25$289
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/1012:26 pmPVD - MDW
2 stops25h 35mMultiple Airlines
Fri 12/123:52 pmMDW - PVD
1 stop22h 03mMultiple Airlines
Deal found 11/24$293
This Southwest deal was found by Cheapflights users on 11/24. 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 12/241:40 pmPVD - MDW
2 stops6h 30mSouthwest
Wed 12/316:05 pmMDW - PVD
Nonstop2h 10mSouthwest
Deal found 11/24$294
This Southwest deal was found by Cheapflights users on 11/25. 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 12/105:30 amPVD - MDW
Nonstop2h 40mSouthwest
Tue 12/309:35 amMDW - PVD
Nonstop2h 10mSouthwest
Deal found 11/25$299

Cheap flight deals from Rhode Island to Midway

Keep the following information in mind while searching for Rhode Island to Midway flight deals. Data was last updated November 25, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$117
(Southwest)

One-way from

$64
(Southwest)

Popular in

March

Cheapest in

September

Average price

$252

Good round-trip deal

$396 or less

Good one-way deal

$204 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
Search Deals
From Rhode Island to Chicago Midway
Search Deals
One-way flight from Rhode Island to Chicago Midway
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Rhode Island to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Rhode Island to Chicago Midway.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Rhode Island to Midway 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 25, 2025.
Use the filters below to find and compare flights from Rhode Island to Chicago Midway Airport that are best for you.

Fly from

Rhode Island

Fly to

Midway

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 12/13

4:45 pm-6:30 pm

Nonstop2h 45m

Chicago Midway

Wed 12/17

6:15 pm-9:35 pm

Nonstop2h 20m

$122

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 12/12

6:55 pm-8:45 pm

Nonstop2h 50m

Chicago Midway

Sat 12/13

5:35 pm-8:50 pm

Nonstop2h 15m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 12/6

4:45 pm-6:30 pm

Nonstop2h 45m

Chicago Midway

Mon 12/8

6:15 pm-9:35 pm

Nonstop2h 20m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 1/16

5:20 am-7:10 am

Nonstop2h 50m

Chicago Midway

Mon 1/19

6:35 pm-9:50 pm

Nonstop2h 15m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 12/13

4:45 pm-6:30 pm

Nonstop2h 45m

Chicago Midway

Sun 12/14

9:35 am-5:15 pm

1 stop6h 40m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 1/22

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Tue 1/27

5:35 pm-8:50 pm

Nonstop2h 15m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 1/5

6:55 pm-8:45 pm

Nonstop2h 50m

Chicago Midway

Fri 1/9

2:00 pm-5:10 pm

Nonstop2h 10m

$139

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 1/12

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Tue 1/13

9:50 am-4:10 pm

1 stop5h 20m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 1/2

5:15 am-7:00 am

Nonstop2h 45m

Chicago Midway

Fri 1/2

9:40 pm-8:15 am

1 stop9h 35m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 1/14

5:50 am-1:55 pm

2 stops9h 05m

Chicago Midway

Mon 1/19

6:35 pm-9:50 pm

Nonstop2h 15m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

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

Have a flexible travel schedule? Discover the best time to fly to Midway from Rhode Island 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 Rhode Island to Chicago Midway Airport

What is the cheapest month to book a flight from Rhode Island to Chicago Midway Airport?

Currently, August is the cheapest month in which you can book a flight from Rhode Island to Chicago Midway Airport (average of $170). Flying from Rhode Island to Chicago Midway Airport in January is currently the most expensive (average of $447). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Rhode Island to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 25, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 15% on flights from Rhode Island to Chicago Midway Airport by exploring options for tickets in the afternoon.

Related info for your journey

Find useful and relevant information for your journey from Rhode Island to Midway. 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 Rhode Island to Chicago Midway Airport?

    Departing from Rhode Island to Chicago Midway Airport will take you 2h 45m. The distance from Rhode Island to Chicago Midway Airport is about 857 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    While on average a flight from Rhode Island to Chicago Midway Airport is generally $363, our data shows the cheapest flight currently is $158. When looking at the most popular route, (Boston Logan Intl - Chicago Midway), you can expect to pay $117 for that flight.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Rhode Island to Chicago Midway Airport?

    Currently, August is the cheapest month in which you can book a flight from Rhode Island to Chicago Midway Airport (average of $170). Flying from Rhode Island to Chicago Midway Airport in January is currently the most expensive (average of $447). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Rhode Island to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Rhode Island to Midway

Discover the top 2 airlines that operate flights from Rhode Island to Midway. 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 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$232Average$434FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$249Average$359FlexibilityNo cancel feeOn-time63%

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