CHI - RIC

$59 Find Cheap Flights from Chicago to Richmond

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Richmond departing on 11/5. 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

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

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

Cheap Flights from Chicago to Richmond (CHI-RIC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Richmond 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 Chicago to Richmond

Wed, Oct 8 - Sat, Oct 18
United Airlines Logo
6:19 pm - 9:35 pmORD-RIC
2h 16mnonstop
United Airlines Logo
7:53 pm - 11:15 pmRIC-ORD
4h 22m1 stop
$213United Airlines
Find Deal
Wed, Oct 8 - Sat, Oct 11
Spirit Airlines Logo
6:58 pm - 8:35 pmORD-RIC
24h 37m2 stops
Spirit Airlines Logo
9:59 am - 5:53 pmRIC-ORD
8h 54m1 stop
$214Spirit Airlines
Find Deal
Tue, Nov 4 - Wed, Nov 5
 Logo
5:05 am - 5:02 pmORD-RIC
10h 57m1 stop
 Logo
6:17 pm - 1:59 pmRIC-ORD
20h 42m1 stop
Wed, Oct 8 - Mon, Oct 20
 Logo
5:05 am - 5:02 pmORD-RIC
10h 57m1 stop
 Logo
9:37 pm - 4:40 pmRIC-ORD
20h 03m2 stops
Wed, Oct 29 - Mon, Nov 3
Southwest Logo
1:25 pm - 4:15 pmMDW-RIC
1h 50mnonstop
Southwest Logo
5:30 pm - 6:35 pmRIC-MDW
2h 05mnonstop
$222Southwest
Find Deal
Sat, Oct 25 - Sun, Oct 26
American Airlines Logo
4:34 pm - 7:41 pmORD-RIC
2h 07mnonstop
American Airlines Logo
6:05 am - 7:24 amRIC-ORD
2h 19mnonstop
$226American Airlines
Find Deal
Tue, Oct 21 - Sat, Oct 25
Southwest Logo
12:35 pm - 10:10 pmMDW-RIC
8h 35m2 stops
Southwest Logo
6:30 am - 12:20 pmRIC-MDW
6h 50m2 stops
$226Southwest
Find Deal
Sat, Oct 25 - Sun, Oct 26
American Airlines Logo
4:34 pm - 7:41 pmORD-RIC
2h 07mnonstop
American Airlines Logo
5:03 am - 9:29 amRIC-ORD
5h 26m1 stop
$236American Airlines
Find Deal
Wed, Oct 8 - Sat, Oct 11
Delta Logo
6:00 am - 11:21 amMDW-RIC
4h 21m1 stop
Delta Logo
5:38 pm - 10:14 pmRIC-MDW
5h 36m1 stop
$278Delta
Find Deal
Fri, Oct 24 - Sun, Oct 26
Delta Logo
5:04 pm - 12:33 amMDW-RIC
6h 29m1 stop
Delta Logo
6:00 am - 8:40 amRIC-MDW
3h 40m1 stop
$293Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
United's Economy Plus offers extra legroom for comfort.
Main Cabin Extra on American includes early boarding.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
United Airlines
Cheapest • from $213 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
MDW-RIC
Cheapest • 24% average savings
ORD-RIC
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 54% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 19% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$213
Overall average: $376
United Airlines
Wed 10/8Sat 10/18
ORD - RIC • Non-stop
Cheapest non-stop
$219
Typical prices: $353-583
United Airlines
Thu 10/30Sun 11/2
ORD - RIC • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Richmond!
Expert advice

Expert advice for your flight from Chicago to Richmond

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Main Cabin Extra includes early boarding and complimentary drinks, enhancing your travel experience.


Download the American Airlines app for access to inflight entertainment on your device.

United Airlines

United's Economy Plus offers up to 6 inches more legroom for added comfort.


Consider Priority Boarding to ensure overhead bin space for your carry-on.

Southwest

Southwest offers free carry-on and personal item, but checked bags now incur fees.


Southwest's cancellation policy allows changes up to 10 minutes before departure for credit or refund.

Read more about Southwestby Blane Bachelor
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Booking Insights

KAYAK's insights & trends for Chicago to Richmond flights

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

What is the cheapest Chicago to Richmond flight route?

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

The cheapest return flight from Chicago to Richmond costs $139 on the route between Chicago Midway Airport (MDW) and Richmond (RIC). Over the past month, this route was, on average, 24% cheaper than other Chicago-Richmond routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Richmond (RIC).

What’s the cheapest day of the week to fly from Chicago to Richmond?

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

If your flying dates are flexible, you should consider flying to Richmond on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago to Richmond. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Chicago to Richmond?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Richmond, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Richmond is August, where tickets cost $285 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $410 and $389 respectively.

Can I save money by flying with a layover from Chicago to Richmond?

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.

No, with an average price for the route of $324, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Richmond?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Richmond, 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 to Richmond, you should book around 4 weeks before departure, which saves you about 54% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago Midway Airport to Richmond

When to book flights from Chicago to Richmond

Are your dates flexible? Find out the best times to travel from Chicago to Richmond based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Richmond

  • What is the cheapest flight from Chicago to Richmond?

    In the last 3 days, the lowest price for a flight from Chicago to Richmond was $59 for a one-way ticket and $213 for a round-trip.

  • Do I need a passport to fly between Chicago and Richmond?

    No

  • Which airports will I be using when flying from Chicago to Richmond?

    On your way to Richmond, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Richmond Byrd Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Richmond?

    American Airlines, and Delta offer inflight Wi-Fi service on the Chicago to Richmond flight route.

  • Which aircraft models fly most regularly from Chicago to Richmond?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Richmond flight route.

  • Which airline alliances offer flights from Chicago to Richmond?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Richmond, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Richmond?

    There are nonstop flights from Chicago to Richmond on a daily basis.

  • Which is the best airline for flights from Chicago to Richmond, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Richmond are Southwest and United Airlines. With an average price for the route of $348 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $397 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Richmond?

    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 to Richmond.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Richmond from Chicago 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 to Richmond?

    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 to Richmond with an airline and back to Chicago with another airline.

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

    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 to Richmond from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Richmond

  • Looking for a cheap flight? 25% of our users found flights on this route for $126 or less one-way and $288 or less round-trip.

Prefer to fly direct from Chicago to Richmond?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Richmond Byrd Intl.
Find which airlines fly direct from Chicago to Richmond Byrd Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Richmond Byrd Intl

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Direct returns

Richmond Byrd Intl to Chicago

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Reviews of the top 4 airlines serving from Chicago to Richmond

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Richmond. 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 Chicago to Richmond? 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.
8.0
SouthwestOverall score based on 4247 reviews
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

I didn’t mind being delayed due to weather, but continuing to post (and not update) that we would be delayed until after the flight was already supposed to have taken off was a bit much. In the future, please announce the delay even if the time is still unknown.

Everything was fine, but there was no food or entertainment, so I didn’t know how to rate that.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

Everything you need to know for your flight from Chicago to Richmond

Information on your arrival and departure airports

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