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MDW
Midway Intl.
LAX
Los Angeles Intl.
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
LAX
Los Angeles Intl.
$394 Roundtrip, found 2 hours ago
$394
Roundtrip
found 2 hours ago
ORD
O'Hare Intl.
BUR
Hollywood Burbank
$416 Roundtrip, found 2 days ago
$416
Roundtrip
found 2 days ago
MDW
Midway Intl.
BUR
Hollywood Burbank
$897 Roundtrip, found 6 days ago
$897
Roundtrip
found 6 days ago
ORD
Chicago
LAX
Los Angeles
$136 Roundtrip, found 3 hours ago
$136
Roundtrip
found 3 hours ago
MDW
Chicago
LAX
Los Angeles
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
ORD
Chicago
LAX
Los Angeles
$215 Roundtrip, found 6 days ago
$215
Roundtrip
found 6 days ago
ORD
Chicago
LAX
Los Angeles
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
MDW
Chicago
LAX
Los Angeles
$217 Roundtrip, found 9 hours ago
$217
Roundtrip
found 9 hours ago
Price found within the past 48 hours. Click for updated prices.
4.0-star property
AKA Beverly Hills
9/10 Wonderful! (17 reviews)
Oct 31 - Nov 7
7 night stay
Chicago (CHI) to Los Angeles (LAX)
Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,260, price is now $1,986 per person
$1,986
per person
found 1 day ago
The hotel offers a truly memorable stay, blending comfort with a distinct sense of character that sets it apart from standard accommodations. From the moment of arrival, the atmosphere feels warm and thoughtfully designed, with staff who are attentive without being overwhelming.
Reviewed on Jun 11, 2026
2.5-star property
Hotel H-Wood
6.2/10 (1,008 reviews)
Oct 29 - Nov 2
4 night stay
Chicago (MDW) to Los Angeles (LAX)
Southwest Airlines • Coach
Los Angeles (LAX) to Chicago (MDW)
Frontier Airlines • Coach
Save 100% on your flight
Price was $824, price is now $509 per person
$509
per person
found 1 day ago
Room has a moldy smell. Very basic amenities. Only good thing is the location.
Reviewed on Sep 21, 2026
Price found within the past 48 hours. Click for updated prices.
3.0-star property
LA Crystal Hotel - Los Angeles Area
8.4/10 Very Good! (1,016 reviews)
Nov 14 - Nov 21
7 night stay
Chicago (ORD) to Los Angeles (LAX)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $998, price is now $669 per person
$669
per person
found 1 day ago
I had a pleasant and comfortable stay.
Reviewed on Sep 22, 2026
5.0-star property
Waldorf Astoria Monarch Beach
9.2/10 Wonderful! (692 reviews)
Nov 14 - Nov 21
7 night stay
Chicago (ORD) to Los Angeles (LAX)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,971, price is now $2,752 per person
$2,752
per person
found 1 day ago
Everything was absolutely perfect and will make it an annual event! I’ll never book thru Expedia ever again! Awful!
Reviewed on Sep 21, 2026
Price found within the past 48 hours. Click for updated prices.
4.5-star property
The Garland
9.6/10 Exceptional! (2,878 reviews)
Oct 29 - Nov 2
4 night stay
Chicago (MDW) to Los Angeles (LAX)
Delta • Roundtrip • FirstClass
Price was $2,151, price is now $1,902 per person
$1,902
per person
found 1 day ago
A wonderful property that takes you back in time yet has all do the modern conveniences. The restaurant was amazing, the pool was perfect. A wonderful stay!
Reviewed on Sep 23, 2026
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.