RIC - CHI

$44 Find Cheap Flights from Richmond to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Richmond to Chicago departing on 1/29. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Richmond to Chicago, 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 Richmond to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$292
Overall average: $411
Multiple Airlines
Thu 3/5Sun 3/15
RIC - ORD • 1 stop
Cheapest non-stop
$292
Typical prices: $347-$486
American Airlines
Tue 2/10Tue 3/24
RIC - ORD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers more legroom than standard.
Southwest provides two free checked bags for flexibility.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Chicago
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Top airlines
United Airlines
Cheapest • from $294 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
RIC
-
ORD
Cheapest • 2% average savings
RIC
-
ORD
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 47% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 19% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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 Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Richmond to Chicago (RIC-CHI)

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

Thu, Mar 5 - Sun, Mar 15
Multiple Airlines Logo
8:00 am - 11:05 pm
RIC
-
ORD
16h 05m
1 stop
Multiple Airlines Logo
4:18 pm - 5:31 pm
ORD
-
RIC
24h 13m
1 stop
$292Multiple Airlines
Fri, Jan 23 - Mon, Jan 26
Multiple Airlines Logo
8:20 am - 8:43 am
RIC
-
MDW
25h 23m
2 stops
Multiple Airlines Logo
6:20 am - 6:29 pm
MDW
-
RIC
11h 09m
1 stop
$293Multiple Airlines
Sat, Jan 24 - Mon, Jan 26
Multiple Airlines Logo
7:44 pm - 1:37 pm
RIC
-
ORD
18h 53m
2 stops
Multiple Airlines Logo
5:40 am - 6:29 pm
ORD
-
RIC
11h 49m
1 stop
$294Multiple Airlines
Sat, Mar 14 - Tue, Mar 17
United Airlines Logo
6:34 am - 7:59 am
RIC
-
ORD
2h 25mnonstop
United Airlines Logo
8:50 am - 1:58 pm
ORD
-
RIC
4h 08m
1 stop
$295United Airlines
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
12:25 pm - 9:30 pm
RIC
-
MDW
10h 05m
1 stop
Southwest Logo
6:00 pm - 8:55 pm
MDW
-
RIC
1h 55mnonstop
$295Southwest
Thu, Mar 19 - Sun, Mar 22
Multiple Airlines Logo
8:11 am - 4:59 pm
RIC
-
ORD
9h 48m
1 stop
Multiple Airlines Logo
10:12 pm - 5:31 pm
ORD
-
RIC
42h 19m
2 stops
$296Multiple Airlines
Sat, Feb 21 - Sun, Feb 22
Spirit Airlines Logo
8:00 am - 11:47 pm
RIC
-
ORD
16h 47m
1 stop
Spirit Airlines Logo
7:23 pm - 9:54 pm
ORD
-
RIC
25h 31m
3 stops
$298Spirit Airlines
Sat, Feb 7 - Wed, Feb 11
United Airlines Logo
8:00 am - 9:36 am
RIC
-
ORD
2h 36mnonstop
United Airlines Logo
2:15 pm - 5:30 pm
ORD
-
RIC
2h 15mnonstop
$299United Airlines
Sat, Feb 7 - Mon, Feb 9
Southwest Logo
4:15 pm - 7:05 pm
RIC
-
MDW
3h 50m
1 stop
Southwest Logo
1:15 pm - 10:40 pm
MDW
-
RIC
8h 25m
2 stops
$299Southwest
Thu, Apr 2 - Tue, Apr 7
American Airlines Logo
10:37 am - 11:58 am
RIC
-
ORD
2h 21mnonstop
American Airlines Logo
8:31 am - 11:42 am
ORD
-
RIC
2h 11mnonstop
$302American Airlines
Booking Insights

KAYAK's insights & trends for Richmond to Chicago flights

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

Find cheap flights to Chicago
Find cheap flights to Chicago

Planning a trip from Richmond to Chicago? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

How much is a round-trip flight from Richmond to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Richmond to Chicago departing in March.

What is the cheapest Richmond to Chicago flight route?

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

The absolute cheapest return flight from Richmond to Chicago costs $273 on the route between Richmond (RIC) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Richmond (RIC) and Chicago Midway Airport (MDW) were, on average, 2% cheaper than other Richmond-Chicago routes. The most popular route is between Richmond (RIC) and Chicago O'Hare Intl Airport (ORD).

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

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

Your flight ticket price will generally be cheaper if you fly to Chicago on a Saturday and more expensive on a Sunday. On your return trip to Richmond, you should consider flying back on a Wednesday, and avoid Tuesdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Richmond to Chicago, 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 Richmond to Chicago is February, where tickets cost $290 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $387 and $385 respectively.

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

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 2 stops layover the cheapest option at $352 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Richmond to Chicago, 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 Richmond to Chicago, you should book around 4 weeks before departure, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Expert advice

Expert advice for your flight from Richmond to Chicago

 
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 offers early boarding and complimentary drinks, ideal for a comfortable journey.


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

United Airlines

United's Economy Plus seats offer up to six inches more legroom than standard economy.


Check United's Wi-Fi coverage map to decide if purchasing Wi-Fi is worthwhile.

Southwest

Southwest offers free snacks and drinks with Wi-Fi for streaming entertainment.


Southwest's Rapid Rewards program offers unlimited rewards seats and points that don’t expire.

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$44
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Richmond to Chicago O'Hare Airport

When to book flights from Richmond to Chicago

Are your dates flexible? Find out the best times to travel from Richmond to Chicago 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 Richmond to Chicago

  • What is the cheapest flight from Richmond to Chicago?

    In the last 3 days, the lowest price for a flight from Richmond to Chicago was $44 for a one-way ticket and $292 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    When flying out of Richmond you will be using Richmond Byrd Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

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

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

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

  • Which airline alliances offer flights from Richmond to Chicago?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Richmond to Chicago are Southwest and Delta. With an average price for the route of $334 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $288 and an overall rating of 7.9.

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

    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 Richmond to Chicago.

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

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

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

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

    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 Chicago from Richmond 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 Richmond to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $198 or less one-way and $378 or less round-trip.

Prefer to fly direct from Richmond to Chicago?

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

Direct departures

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, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Direct returns

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, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Reviews of the top 5 airlines serving from Richmond to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Richmond to Chicago. 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 Richmond to Chicago? 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 4256 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
Airline reviews

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

10.0 ExcellentManetta, Jan 2026
MDW - CLT
Read more Southwest reviews

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

RIC Staff was not enough. Elderly passengers had to wait 30 minutes to deplane, so we could board and still had to walk as no chairs were provided. And, passenger in front of my seat assignment rammed seat against my legs entire flight time. Was mildly bruised and left thigh still sore.

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

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

Information on your arrival and departure airports

Compare transportation modes for Richmond to Chicago

Transportation modeAverage priceAverage duration
Flights$9462h 05m
Buses$2280h 00m