Cheap flights from LGB to MDW (Long Beach Municipal to Midway Intl.)

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Cheap Flights from LGB to MDW starting at $182 One Way, $355 Round Trip

Prices starting at $355 for return flights and $182 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 20 - Wed, Feb 25
LGB
Long Beach
MDW
Chicago
$355 Roundtrip, found 10 hours ago
$355
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Fri, Feb 20 from Long Beach to Chicago, returning Wed, Feb 25, priced at $355 found 10 hours ago
Fri, Feb 20 - Wed, Feb 25
LGB
Long Beach
MDW
Chicago
$357 Roundtrip, found 10 hours ago
$357
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Fri, Feb 20 from Long Beach to Chicago, returning Wed, Feb 25, priced at $357 found 10 hours ago
Fri, Feb 20 - Wed, Feb 25
LGB
Long Beach
MDW
Chicago
$362 Roundtrip, found 10 hours ago
$362
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Fri, Feb 20 from Long Beach to Chicago, returning Wed, Feb 25, priced at $362 found 10 hours ago
Thu, Apr 9 - Mon, Apr 13
LGB
Long Beach
MDW
Chicago
$367 Roundtrip, found 10 hours ago
$367
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Thu, Apr 9 from Long Beach to Chicago, returning Mon, Apr 13, priced at $367 found 10 hours ago
Thu, Mar 12 - Mon, Mar 16
LGB
Long Beach
MDW
Chicago
$377 Roundtrip, found 22 hours ago
$377
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Thu, Mar 12 from Long Beach to Chicago, returning Mon, Mar 16, priced at $377 found 22 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
$144 nightly
The price is $169 total per night from Jan 24 to Jan 25
$169 total
Jan 24 - Jan 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,151 reviews)
Clean hotel. Beautiful bar and very friendly employees!

Reviewed on Jan 10, 2026

Hyatt House Chicago West Loop
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$95 nightly
The price is $111 total per night from Feb 1 to Feb 2
$111 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,875 reviews)
It was a perfect location and great value for the price

Reviewed on Jan 12, 2026

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,530 reviews)
Great staff, good location .

Reviewed on Jan 14, 2026

Hilton Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$97 nightly
The price is $114 total per night from Jan 19 to Jan 20
$114 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,759 reviews)
The rooms were clean staff was friendly.

Reviewed on Jan 11, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,530 reviews)
Great staff, good location .

Reviewed on Jan 14, 2026

Hilton Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$80 nightly
The price is $94 total per night from Jan 25 to Jan 26
$94 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,721 reviews)
The room was great nice and clean

Reviewed on Jan 15, 2026

Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$38 nightly
The price is $43 total per night from Jan 21 to Jan 22
$43 total
Jan 21 - Jan 22
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,774 reviews)
Everyone has gone above and beyond to accommodate my stay.. when in the area I would stay here again.

Reviewed on Jan 15, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$91 nightly
The price is $101 total per night from Jan 18 to Jan 19
$101 total
Jan 18 - Jan 19
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,255 reviews)
Everything was real good and the people amazing

Reviewed on Jan 11, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$61 nightly
The price is $69 total per night from Jan 21 to Jan 22
$69 total
Jan 21 - Jan 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,799 reviews)
I felt very good there!

Reviewed on Jan 11, 2026

Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$66 nightly
The price is $78 total per night from Feb 2 to Feb 3
$78 total
Feb 2 - Feb 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (2,699 reviews)
would definitely stay again, good price point

Reviewed on Jan 16, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$72 nightly
The price is $85 total per night from Feb 8 to Feb 9
$85 total
Feb 8 - Feb 9
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,504 reviews)
Only thing I would change is add mini fridges to the rooms.

Reviewed on Jan 10, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$38 nightly
The price is $43 total per night from Jan 21 to Jan 22
$43 total
Jan 21 - Jan 22
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,774 reviews)
Everyone has gone above and beyond to accommodate my stay.. when in the area I would stay here again.

Reviewed on Jan 15, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$132 nightly
The price is $155 total per night from Jan 25 to Jan 26
$155 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,793 reviews)
Yes

Reviewed on Jan 13, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $192 total per night from Jan 24 to Jan 25
$192 total
Jan 24 - Jan 25
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,240 reviews)
Best hotel in Chicago

Reviewed on Jan 13, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$111 nightly
The price is $130 total per night from Jan 25 to Jan 26
$130 total
Jan 25 - Jan 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,548 reviews)
.

Reviewed on Jan 16, 2026

Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

LGB to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from Long Beach Municipal Airport (LGB) to Midway Airport?
Listen up. We're about to make your upcoming getaway even more exciting. Southwest Airlines flies directly from LGB to Chicago Airport, so you'll be hitting the tarmac and starting your awesome adventure in no time at all.
What is the shortest flight from LGB to Chicago Airport?
The quickest flight from Long Beach Airport to Midway Airport is 4 hours and 56 minutes. Slip a few things into your carry-on to keep you out of mischief, like a magazine or a crossword puzzle.
How many hours flight from Long Beach Municipal Airport (LGB) to Chicago Airport?
Typically, it takes 5 hours to fly from LGB to MDW. Breeze through this medium-haul journey by watching a few movies and listening to podcasts. Alternatively, why not catch up on some sleep?
What airlines have the most flights from LGB to Chicago Airport?
Are you ready to organize your Long Beach to Chicago airfare? Consider making Southwest Airlines your first choice. With 104 flights per month to select from on this route, they've got the ticket to your next awe-inspiring adventure.

Map To Nearby Hotels

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.