$88 Find Cheap Flights from Chicago Midway Airport to Rhode Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Rhode Island departing on 6/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Rhode Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Rhode Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Rhode Island, as well as popular online travel agencies
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Flight Deals

Book Cheap Midway to Rhode Island Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Rhode Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Rhode Island

Tue, Jun 9 - Wed, Jun 10
Frontier Logo
6:00 am - 1:27 am
MDW
-
BOS
18h 27m
1 stop
Frontier Logo
6:00 am - 10:11 pm
BOS
-
MDW
17h 11m
1 stop
$169Frontier
Sat, Jun 6 - Tue, Jun 9
Southwest Logo
5:25 am - 8:40 am
MDW
-
BOS
2h 15mnonstop
Southwest Logo
5:30 pm - 7:20 pm
BOS
-
MDW
2h 50mnonstop
$176Southwest
Sat, Jun 6 - Mon, Jun 8
Southwest Logo
5:45 pm - 9:05 pm
MDW
-
BOS
2h 20mnonstop
Southwest Logo
4:45 pm - 6:35 pm
BOS
-
MDW
2h 50mnonstop
$181Southwest
Thu, May 28 - Sat, Jun 6
Southwest Logo
1:55 pm - 5:10 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
5:20 am - 6:55 am
BOS
-
MDW
2h 35mnonstop
$185Southwest
Tue, Jun 9 - Wed, Jun 10
Frontier Logo
6:00 am - 1:27 am
MDW
-
BOS
18h 27m
1 stop
Frontier Logo
6:00 am - 10:11 pm
BOS
-
MDW
17h 11m
1 stop
$186Frontier
Tue, Jun 9 - Wed, Jun 10
Southwest Logo
9:00 am - 12:15 pm
MDW
-
BOS
2h 15mnonstop
Southwest Logo
5:35 am - 7:10 am
BOS
-
MDW
2h 35mnonstop
$187Southwest
Tue, Jun 9 - Wed, Jun 10
Frontier Logo
6:00 am - 1:27 am
MDW
-
BOS
18h 27m
1 stop
Frontier Logo
12:01 pm - 10:11 pm
BOS
-
MDW
11h 10m
1 stop
$188Frontier
Wed, Jul 29 - Wed, Aug 5
Frontier Logo
12:11 pm - 1:23 am
MDW
-
BOS
12h 12m
1 stop
Frontier Logo
6:00 am - 11:07 am
BOS
-
MDW
6h 07m
1 stop
$190Frontier
Tue, Jul 14 - Wed, Jul 15
Delta Logo
5:10 pm - 12:05 am
MDW
-
PVD
5h 55m
1 stop
Delta Logo
5:30 am - 9:08 am
PVD
-
MDW
4h 38m
1 stop
$297Delta
Tue, Jul 14 - Wed, Jul 15
Delta Logo
1:49 pm - 11:36 pm
MDW
-
PVD
8h 47m
2 stops
Delta Logo
5:29 pm - 10:15 pm
PVD
-
MDW
5h 46m
1 stop
$302Delta
Booking Insights

KAYAK's insights & trends for Midway to Rhode Island flights

Get data-powered insights and trends into flights from Midway to Rhode Island to help you find the cheapest flights, the best time to fly and much more.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Rhode Island from Chicago Midway Airport found in the last 72 hours was to Providence, at $299 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Providence (PVD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $299.

What is the cheapest time of day to fly to Rhode Island?

The average price for all round-trip flights from Chicago Midway Airport to Rhode Island depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Rhode Island is generally in the evening, when round-trip flights cost $224 on average. Morning departures are around 13% more expensive than evening flights, on average. The most expensive time of day to fly to Rhode Island is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $257.

Can I save money by flying with a layover from Chicago Midway Airport to Rhode Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $386 on average.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Rhode Island?

The average price of all round-trip flights from Chicago Midway Airport to Rhode Island clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Rhode Island, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Rhode Island back to Chicago Midway Airport, the best deals are generally found on Wednesday, with Sunday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Rhode Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Rhode Island, you should book around 3 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$88
Best time to beat the crowds but there is an average 43% increase in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Chicago Midway Airport to Boston

FAQs - booking Rhode Island flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Rhode Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Rhode Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Rhode Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Rhode Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Rhode Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Rhode Island with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Rhode Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Rhode Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Rhode Island

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Boston $108 one-way - $216 round-trip

Reviews of the top airline flying from Midway to Rhode Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Rhode Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Rhode Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4284 reviews
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

4.0 OkayAnonymous, May 2026
MSY - HOU
Read more Southwest reviews

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

Everything you need to know for your flight from Midway to Rhode Island

Information on your arrival and departure airports