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 $237 for round trip flights and $120 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 12 - Sat, Sep 26
LAX
Los Angeles
MDW
Chicago
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Sep 12 from Los Angeles to Chicago, returning Sat, Sep 26, priced at $237 found 5 days ago
Mon, Aug 31 - Sat, Sep 5
LAX
Los Angeles
MDW
Chicago
$240 Roundtrip, just found
$240
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Aug 31 from Los Angeles to Chicago, returning Sat, Sep 5, priced at $240 just found
Tue, Sep 8 - Tue, Sep 22
LAX
Los Angeles
MDW
Chicago
$243 Roundtrip, found 5 days ago
$243
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Sep 8 from Los Angeles to Chicago, returning Tue, Sep 22, priced at $243 found 5 days ago
Sat, Sep 12 - Sat, Sep 26
LAX
Los Angeles
MDW
Chicago
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Sep 12 from Los Angeles to Chicago, returning Sat, Sep 26, priced at $247 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
LAX
Los Angeles
MDW
Chicago
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Los Angeles to Chicago, returning Mon, Aug 31, priced at $248 found 2 days ago
Sat, Sep 12 - Mon, Sep 28
LAX
Los Angeles
MDW
Chicago
$250 Roundtrip, found 5 days ago
$250
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Los Angeles to Chicago, returning Mon, Sep 28, priced at $250 found 5 days ago

Hotels near Midway Intl. Airport (MDW)

Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

2.5 out of 5
1622 W Jackson Blvd Chicago IL
$166 nightly
The price is $198 total per night from Aug 16 to Aug 17
$198 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (1,146 reviews)
"Room wasn’t ready at check in. Had to wait until 5:30 to get my room. Parking is limited and had to park in a public parking garage for $37 per day next to the hotel. Parking garage was closed when I checked out at noon. Had to call a phone number for an attendant to let me in the garage to get my ..."

Reviewed on Jul 24, 2026

Opens in a new windowHotel Chicago West Loop, SureStay Collection by Best Western
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$237 nightly
The price is $281 total per night from Aug 9 to Aug 10
$281 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Opens in a new windowHyatt Regency McCormick Place Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$176 nightly
The price is $209 total per night from Aug 20 to Aug 21
$209 total
Aug 20 - Aug 21
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
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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
$176 nightly
The price is $210 total per night from Aug 20 to Aug 21
$210 total
Aug 20 - Aug 21
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.
Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave Chicago IL
$161 nightly
The price is $192 total per night from Aug 9 to Aug 10
$192 total
Aug 9 - Aug 10
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.
Opens in a new windowBest Western Grant Park Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$210 nightly
The price is $250 total per night from Aug 10 to Aug 11
$250 total
Aug 10 - Aug 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.
8/10 Very Good! (10,300 reviews)
"The location and view from our room on the 11th floor was spectacular and worth the price. However, the safe in the room didn’t work, the fridge had instructions to turn on in the back of the unit but I couldn’t find the switch, and the restaurant was mediocre at best for breakfast."

Reviewed on Jul 26, 2026

Opens in a new windowCongress Plaza Hotel
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
$170 nightly
The price is $202 total per night from Aug 10 to Aug 11
$202 total
Aug 10 - Aug 11
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.
8.8/10 Excellent! (2,107 reviews)
"Wonderful experience over all. Front desk was very helpful and gave outstanding service. The house keeping staff were very friendly and informative as well. I would definitely return."

Reviewed on Jul 25, 2026

Opens in a new windowHilton Garden Inn Chicago Downtown South Loop
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
$169 nightly
The price is $201 total per night from Aug 19 to Aug 20
$201 total
Aug 19 - Aug 20
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! (2,391 reviews)
"Excellent stay 👌"

Reviewed on Jul 25, 2026

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