CHI - RIC

$49 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 1/14. 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 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$169
Overall average: $384
Multiple Airlines
Sun 1/11Fri 1/16
ORD - RIC • 1 stop
Cheapest non-stop
$249
Typical prices: $332-$575
United Airlines
Thu 12/25Thu 1/1
ORD - RIC • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Southwest
Cheapest • from $265 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
MDW-RIC
Cheapest • 19% 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 55% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 27% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Richmond!
Flight Deals
Booking Insights
Expert advice
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

Sun, Jan 11 - Fri, Jan 16
Multiple Airlines Logo
8:27 pm - 11:55 am
ORD
-
RIC
14h 28m1 stop
Multiple Airlines Logo
8:20 am - 11:22 am
RIC
-
ORD
28h 02m1 stop
$169Multiple Airlines
Sun, Jan 11 - Fri, Jan 16
Spirit Airlines Logo
8:43 pm - 11:55 am
ORD
-
RIC
14h 12m2 stops
Spirit Airlines Logo
8:20 am - 11:22 am
RIC
-
ORD
28h 02m1 stop
$170Spirit Airlines
Tue, Feb 17 - Sat, Feb 21
Multiple Airlines Logo
6:02 pm - 9:58 pm
ORD
-
RIC
26h 56m2 stops
Multiple Airlines Logo
8:05 am - 8:54 pm
RIC
-
ORD
13h 49m1 stop
$175Multiple Airlines
Sun, Jan 11 - Fri, Jan 16
Multiple Airlines Logo
4:21 pm - 11:55 am
MDW
-
RIC
18h 34m1 stop
Multiple Airlines Logo
11:06 am - 10:19 pm
RIC
-
MDW
12h 13m1 stop
$195Multiple Airlines
Sun, Jan 11 - Fri, Jan 16
Spirit Airlines Logo
8:43 pm - 11:55 am
ORD
-
RIC
14h 12m2 stops
Spirit Airlines Logo
8:20 am - 10:42 pm
RIC
-
ORD
15h 22m2 stops
$203Spirit Airlines
Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
6:06 pm - 9:16 pm
ORD
-
RIC
2h 10mnonstop
American Airlines Logo
1:40 pm - 6:34 pm
RIC
-
ORD
5h 54m1 stop
$261American Airlines
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
12:15 pm - 9:25 pm
MDW
-
RIC
8h 10m1 stop
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
$265Southwest
Sat, Jan 17 - Sun, Jan 18
Delta Logo
1:28 pm - 5:58 pm
MDW
-
RIC
3h 30m1 stop
Delta Logo
5:40 am - 10:27 am
RIC
-
MDW
5h 47m1 stop
$269Delta
Sat, Jan 10 - Sun, Jan 18
Southwest Logo
8:25 am - 3:35 pm
MDW
-
RIC
6h 10m1 stop
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
$284Southwest
Thu, Jan 15 - Sat, Jan 17
Delta Logo
6:45 am - 2:40 pm
MDW
-
RIC
6h 55m1 stop
Delta Logo
5:40 am - 10:32 am
RIC
-
MDW
5h 52m1 stop
$296Delta
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 $165 on the route between Chicago Midway Airport (MDW) and Richmond (RIC). Over the past month, this route was, on average, 19% 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, Tuesday 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 September, where tickets cost $251 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $412 and $390 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.

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 $328 on average.

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 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Richmond

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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.

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

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago O'Hare 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 $56 for a one-way ticket and $112 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, Delta, and JetBlue offer inflight Wi-Fi service on the Chicago to Richmond flight route.

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

    The Canadair (Bombardier) Regional Jet 700 is the aircraft model that flies most regularly on the Chicago to Richmond flight route.

  • Which airline alliances offer flights from Chicago to Richmond?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Richmond, with Star Alliance 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 $342 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $394 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 $257 or less one-way and $319 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.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

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.

Our flight got rescheduled 48 hours later, the airline didn’t pay a penny for our expenses.

We had to sit and wait for almost an hour after landing and taxiing to the gate. The jet bridge was broken so we just waited and waited and waited and it was inconvenient, hot, and unnecessary.

Flight was in time, very smooth ride and surprisingly lots of legroom in the cabin so I certainly will fly with spirit again

The seats are the most uncomfortable seats I’ve ever sat in. Don’t believe I’ll ever fly spirit again!!

Flight was canceled and instead of rescheduling at the gate we had to go out to the ticket counter. Unruly kids kicking the back of my rows chair with staff to inattentive to say something.

Customer feedback I sent to Spirited today: “I will never fly Spirit Airlines again and will work hard to convince my friends and family to boycott/avoid Spirit Airlines at all costs. I booked three seats for me and my 8 and 10 year old children on NK 1222 from Orlando to Kansas City for 12/7/25 leaving Orlando at 10:37AM. This itinerary was abandoned by Spirit and we were rebooked onto Spirit flight NK 213 leaving at 9:06PM without any notice. Then the nightmare really began. Flight 213 was delayed a total of 12 times, finally leaving at 6:35AM the following day. The gate was changed 5 times and our electronic boarding passes were invalidated at midnight. The worst part was that the 12 separate delays were incremental making it impossible to plan for accommodations for my family. My kids missed a day of school and barely slept under the harsh lights with lots of noise on the filthy airport floor. The customer service agent at Spirit Airlines told us we would be emailed a voucher for a hotel which never happened. I asked about it multiple times and it never arrived in my email inbox. This whole unfortunate situation could’ve been avoided if spirit had taken a realistic approach and delayed the flight from 9 PM until 6 AM from the beginning. My son gleefully deleted the Spirit app from my phone once we landed and we will never fly with Spirit again.”

Honestly horrible. The plane on the way back was delayed 6 times with no explanation on why. When I asked for a refund or some money back because I had to miss a day of work because of the desk, they told me no. Because of how poorly it was handled I will most likely never take spirit again

I love a flight without turbulence and you guys deliver It’d be nice to have comfier seats and maybe some inflight entertainment and snacks but that’s for Delta

This was my first time on a budget airline and I couldn't even sit down all the way because my knees would embed in the seat in front of me. I'm only 6' tall with a 32" inseam. There's no upside other than y'all are cheap. I'm glad it was only a 2 hour flight. Lesson learned! I get why everybody talks down on budget airlines. The staff was outstanding, the flight went as well as possible, great pilot, great boarding, smooth sailing. Zero chance I'll be back though.

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

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

Information on your arrival and departure airports