$59 Cheap flight deals from Houston (HOU) to Waukegan (ORD)

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 Houston to Waukegan

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.

Sat, Jul 11 - Tue, Jul 14
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jul 11 from George Bush Intercontinental to O'Hare Intl., returning Tue, Jul 14, priced at $234 found 1 hour ago
Sat, Jul 11 - Tue, Jul 14
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jul 11 from George Bush Intercontinental to O'Hare Intl., returning Tue, Jul 14, priced at $234 found 1 hour ago

Airfares from $59 One Way, $117 Round Trip from Houston to Waukegan

Prices starting at $117 for return flights and $59 for one-way flights to Waukegan 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, Jul 28 - Wed, Aug 12
IAH
Houston
ORD
Chicago
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jul 28 from Houston to Chicago, returning Wed, Aug 12, priced at $117 found 3 days ago
Tue, Nov 17 - Wed, Nov 18
IAH
Houston
ORD
Chicago
$120 Roundtrip, found 21 hours ago
$120
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Houston to Chicago, returning Wed, Nov 18, priced at $120 found 21 hours ago
Tue, Aug 18 - Wed, Sep 9
IAH
Houston
ORD
Chicago
$121 Roundtrip, found 5 days ago
$121
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Houston to Chicago, returning Wed, Sep 9, priced at $121 found 5 days ago
Wed, Nov 4 - Tue, Nov 10
IAH
Houston
ORD
Chicago
$130 Roundtrip, found 4 hours ago
$130
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Houston to Chicago, returning Tue, Nov 10, priced at $130 found 4 hours ago
Thu, Sep 10 - Sat, Sep 19
HOU
Houston
ORD
Chicago
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Sep 10 from Houston to Chicago, returning Sat, Sep 19, priced at $237 found 5 days ago

Waukegan economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,586 reviews)

Aug 17 - Aug 20

3 night stay

Houston (HOU) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Houston (HOU)

Frontier Airlines • Coach
Price was $707, price is now $519 per person
$519
per person
found 18 hours ago
Clean and beautiful location. Breakfast was the best part . Bar and tv in lobby was great

Reviewed on Jul 6, 2026

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (497 reviews)

Sep 1 - Sep 4

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $971, price is now $676 per person
$676
per person
found 16 hours ago
Wonderful amenities, clean and great location. The only thing I did not care for was checking myself in. Front staff welcome you but you have to complete your own check in. After a long day if travel the last thing a person wants to do is complete forms. Lowers the Luxury feel of the property when the front desk does not do what an average Holiday Inn does.

Reviewed on Jul 6, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,809 reviews)

Aug 7 - Aug 10

3 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Houston (HOU)

Frontier Airlines • Coach
Save 100% on your flight
Price was $879, price is now $620 per person
$620
per person
found 1 day ago
The hotel did not clean our room until we contacted the staff of when contacted took remain uncleared . It also seemed like some of the valet employees were either new or there was a lack of communication, because our vehicle was delayed several times—even beyond the estimated pickup time. Overall, there is definitely room for improvement in both housekeeping and valet service.

Reviewed on Jul 6, 2026

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

More About Flying To Waukegan from Houston

Route Information for Flights from Houston to Waukegan

Origin Airport IATA Code
HOU
Destination Airport IATA Code
ORD
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Houston to Waukegan

When you’re ready to take your next trip, get the most affordable prices on flights from Houston to Waukegan with Orbitz! The guaranteed low prices and cutting-edge mobile tools on Orbits make it easy for you to plan your next great vacation.

Keep Up With Sudden Flight Changes

As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from Houston to Waukegan, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.

Get Great Prices for Houston to Waukegan Flights

Orbitz features both an Android app and an iPhone app to give you the lowest prices for Houston to Waukegan flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.

Fly for Less and Earn Miles

Did you know you can earn miles and points for your frequent flyer program with Orbitz? To do this with specific flights from Houston to Waukegan, enter your frequent flyer account number when you book your ticket online. For even more convenience, keep a record of your loyalty travel program numbers directly with Orbitz by storing them in your account profile. This way, you can add your account numbers to your next reservation for Houston to Waukegan flights automatically without the annoying hassle of having to look them up.

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.