$57 Cheap flight deals from Chicago (CHI) to Midlothian (RIC)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Midlothian

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 10 - Sat, Oct 11
ORD
O'Hare Intl.
RIC
Richmond Intl.
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Richmond Intl., returning Sat, Oct 11, priced at $284 found 1 day ago
Sun, Oct 12 - Tue, Oct 28
MDW
Midway Intl.
RIC
Richmond Intl.
$462 Roundtrip, found 21 hours ago
$462
Roundtrip
found 21 hours ago
Select Delta flight, departing Sun, Oct 12 from Midway Intl. to Richmond Intl., returning Tue, Oct 28, priced at $462 found 21 hours ago

Airfares from $57 One Way, $132 Round Trip from Chicago to Midlothian

Prices starting at $132 for return flights and $57 for one-way flights to Midlothian were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
RIC
Richmond
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Oct 21 from Chicago to Richmond, returning Sat, Oct 25, priced at $132 found 4 days ago
Sat, Oct 25 - Thu, Oct 30
ORD
Chicago
RIC
Richmond
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Oct 25 from Chicago to Richmond, returning Thu, Oct 30, priced at $162 found 4 days ago
Thu, Oct 16 - Tue, Oct 21
ORD
Chicago
RIC
Richmond
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Oct 16 from Chicago to Richmond, returning Tue, Oct 21, priced at $165 found 5 days ago
Fri, Dec 5 - Mon, Dec 8
ORD
Chicago
RIC
Richmond
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Dec 5 from Chicago to Richmond, returning Mon, Dec 8, priced at $207 found 2 days ago
Tue, Oct 28 - Wed, Oct 29
MDW
Chicago
RIC
Richmond
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Chicago to Richmond, returning Wed, Oct 29, priced at $235 found 5 days ago

Midlothian economy flight packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Ashland - Hanover, VA
3.0-star property

Country Inn & Suites by Radisson, Ashland - Hanover, VA

9/10 Wonderful! (1,006 reviews)

Nov 14 - Nov 16

2 night stay

Chicago (ORD) to Richmond (RIC)

Frontier Airlines • Non-stop • Coach

Richmond (RIC) to Chicago (ORD)

American Airlines • Non-stop • Coach
Price was $521, price is now $443 per person
$443
per person
found 14 hours ago
Got back to the hotel 20 minutes BEFORE checkout, and locked out of getting back into the room to get personal belongings. Had to ask the maid to let me in and then got hassle. Have never had a hotel rush me out like this. Will not be back. It was clean however.

Reviewed on Apr 27, 2025

Graduate by Hilton Richmond
4.0-star property

Graduate by Hilton Richmond

8.4/10 Very Good! (1,347 reviews)

Nov 14 - Nov 16

2 night stay

Chicago (ORD) to Richmond (RIC)

Frontier Airlines • Non-stop • Coach

Richmond (RIC) to Chicago (ORD)

American Airlines • Non-stop • Coach
Price was $866, price is now $604 per person
$604
per person
found 16 hours ago
The lounge was nice and the rooms were clean. Check in time is really late (which was inconvenient with a 4:30 event start time) but they were able to accommodate an earlier check in to a more normal time when we called the day of. They did not provide tea in the room and then there wasn’t a coffee and tea service in the lobby. There was a restaurant with an extremely long line to buy tea and coffee. Then it took over 30 minutes to get our car from the valet - there was only one guy working and it was his first day. He did the best he could but they were extremely understaffed and overwhelmed. I was trying to rush out the door so I could find tea (since there was none ro be found)- but compound my lack of caffeine with the extreme wait at the valet and the experience was only subpar. The location was definitely convenient but I’d think twice before going again.

Reviewed on Sep 28, 2025

Linden Row Inn
3.0-star property

Linden Row Inn

9.2/10 Wonderful! (1,189 reviews)

Nov 14 - Nov 16

2 night stay

Chicago (ORD) to Richmond (RIC)

Frontier Airlines • Non-stop • Coach

Richmond (RIC) to Chicago (ORD)

American Airlines • Non-stop • Coach
Price was $901, price is now $676 per person
$676
per person
found 16 hours ago
The staff was great and property was unique - not a typical hotel.

Reviewed on Jul 20, 2025

Don't see what you're looking for?
See all available trips from Chicago to Midlothian
View all trips

More About Flying To Midlothian from Chicago

Route Information for Flights from Chicago to Midlothian

Origin Airport IATA Code
CHI
Destination Airport IATA Code
RIC
Distance
640 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Alaska Airlines, Avianca, Emirates, Royal Jordanian, ANA, Air New Zealand, United Airlines
Earliest Flight Arrival
2:23PM UTC
Latest Flight Arrival
3:50AM UTC

Chicago to Midlothian

The best fares for Chicago to Midlothian flights are always found on Orbitz. With superior discounts and the latest innovations in mobile access, your ideal trip starts with Orbitz.

The Easy Way to Plan Travel Cheaply

We provide access to many low-cost vacation packages and travelers can mix and match airlines when scheduling their flights for the best prices and flight times. Finding cheap tickets on flights from Chicago to Midlothian is easy when you make Orbitz your #1 travel planner.

Book Chicago to Midlothian Flights With Mobile Apps

Our iPhone and Android mobile apps can be used to compare and book flights from Chicago to Midlothian. These apps are perfect for checking the status of flights, gate and baggage claims details, car rental rates, and for receiving alerts on special savings that are exclusive to mobile users. Mobile app users can even score great rates when booking hotel rooms. You can compare hotels, virtually view photo galleries, and check out user reviews using the app, as well as find out which ones are closest to you.

Orbitz also offers free travel updates that are sent to your email or mobile phone that notifies you of booking changes, disruptions in service, or delayed flights.

Increase Your Rewards While Enjoying Super Low Rates

Boost your points or miles for your frequent flyer program on certain Chicago to Midlothian flights. Simply provide your frequent flyer information when booking flights from Chicago to Midlothian with Orbitz and get both a low fare and travel rewards. You can enter this information in your Orbitz account profile for easy remembering in future bookings.

More Destinations

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.