Best Flight From Los Angeles Intl. To MDW

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Amazing LAX to MDW Flight Deals

The cheapest flights to Midway Intl. were $171 for round trip flights and $81 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 17 - Wed, Nov 18
LAX
Los Angeles
MDW
Chicago
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from Los Angeles to Chicago, returning Wed, Nov 18, priced at $171 found 2 days ago
Tue, Nov 17 - Wed, Nov 18
LAX
Los Angeles
MDW
Chicago
$176 Roundtrip, found 2 days ago
$176
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from Los Angeles to Chicago, returning Wed, Nov 18, priced at $176 found 2 days ago
Tue, Nov 17 - Wed, Nov 18
LAX
Los Angeles
MDW
Chicago
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from Los Angeles to Chicago, returning Wed, Nov 18, priced at $181 found 2 days ago
Tue, Nov 17 - Wed, Nov 18
LAX
Los Angeles
MDW
Chicago
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from Los Angeles to Chicago, returning Wed, Nov 18, priced at $186 found 2 days ago
Tue, Nov 17 - Wed, Nov 18
LAX
Los Angeles
MDW
Chicago
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Los Angeles to Chicago, returning Wed, Nov 18, priced at $189 found 2 days ago
Tue, Nov 17 - Wed, Nov 18
LAX
Los Angeles
MDW
Chicago
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from Los Angeles to Chicago, returning Wed, Nov 18, priced at $192 found 2 days ago

Hotels near Midway Intl. Airport (MDW)

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$129 nightly
The price is $153 total per night from Nov 10 to Nov 11
$153 total
Nov 10 - Nov 11
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 the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Opens in a new windowCongress Plaza Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$105 nightly
The price is $125 total per night from Nov 23 to Nov 24
$125 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Opens in a new windowHoliday Inn & Suites Chicago - Downtown by IHG
Chicago Parthenon Hostel

Chicago Parthenon Hostel

2 out of 5
310 S. Halsted Street Chicago IL
$130 nightly
The price is $153 total per night from Nov 4 to Nov 5
$153 total
Nov 4 - Nov 5
Total with taxes and fees
Stay at this hostel in Chicago. Enjoy free WiFi, concierge services, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (603 reviews)
"The absence of an elevator was a major drawback, as guests are expected to carry their own heavy luggage up the stairs. This is quite unacceptable and difficult to comprehend in this day and age. The Wi-Fi was adequate, and the room cleanliness and staff cooperation were satisfactory. Overall, while ..."

Reviewed on Oct 25, 2026

Opens in a new windowChicago Parthenon Hostel
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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
$134 nightly
The price is $159 total per night from Nov 23 to Nov 24
$159 total
Nov 23 - Nov 24
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 our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
9/10 Wonderful! (2,763 reviews)
"Loved the sound proof room! And I do love a balcony! My only complaint is that the restaurant is closed on Saturday evenings, they close at 5"

Reviewed on Oct 26, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$160 nightly
The price is $190 total per night from Nov 22 to Nov 23
$190 total
Nov 22 - Nov 23
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 rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8.6/10 Excellent! (3,496 reviews)
"The Hilton was great, meeting expectations for a historic property. The only gripe was the check in process was pretty slow...I stood in line for about 20 minutes waiting to get checked in. The process itself was quick, just not enough staff to handle the new guests...that's being a little nit picky ..."

Reviewed on Oct 26, 2026

Opens in a new windowHilton Chicago
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
$110 nightly
The price is $130 total per night from Nov 23 to Nov 24
$130 total
Nov 23 - Nov 24
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 pool in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
8.8/10 Excellent! (2,531 reviews)
"Wonderful room and great breakfast buffet!"

Reviewed on Oct 26, 2026

Opens in a new windowHomewood Suites by Hilton Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
$97 nightly
The price is $115 total per night from Nov 23 to Nov 24
$115 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Opens in a new windowHilton Garden Inn Chicago Downtown South Loop
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave Chicago IL
$98 nightly
The price is $117 total per night from Nov 23 to Nov 24
$117 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
8.2/10 Very Good! (2,753 reviews)
"Room was dated but clean, staff was friendly, location was perfect for my needs"

Reviewed on Oct 26, 2026

Opens in a new windowBest Western Grant Park Hotel
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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.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.