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 $222 for round trip flights and $96 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 2 - Wed, May 6
LAX
Los Angeles
MDW
Chicago
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, May 2 from Los Angeles to Chicago, returning Wed, May 6, priced at $222 found 4 days ago
Sat, May 2 - Wed, May 6
LAX
Los Angeles
MDW
Chicago
$225 Roundtrip, found 4 days ago
$225
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, May 2 from Los Angeles to Chicago, returning Wed, May 6, priced at $225 found 4 days ago
Fri, Apr 24 - Sat, Apr 25
LAX
Los Angeles
MDW
Chicago
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Apr 24 from Los Angeles to Chicago, returning Sat, Apr 25, priced at $227 found 1 day ago
Wed, Aug 26 - Sun, Aug 30
LAX
Los Angeles
MDW
Chicago
$230 Roundtrip, found 5 days ago
$230
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Aug 26 from Los Angeles to Chicago, returning Sun, Aug 30, priced at $230 found 5 days ago
Fri, May 1 - Tue, May 5
LAX
Los Angeles
MDW
Chicago
$234 Roundtrip, found 6 hours ago
$234
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, May 1 from Los Angeles to Chicago, returning Tue, May 5, priced at $234 found 6 hours ago
Sun, May 3 - Thu, May 7
LAX
Los Angeles
MDW
Chicago
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 3 from Los Angeles to Chicago, returning Thu, May 7, priced at $235 found 1 day ago

Hotels near Midway Intl. Airport (MDW)

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
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! (9,945 reviews)
The room was very clean and the bed comfortable. Parking was a bit of a challenge but not unexpected based on location. Will likely visit again when business brings me to the area.

Reviewed on Mar 12, 2026

Opens in a new windowCongress Plaza Hotel
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
$135 nightly
The price is $158 total per night from Mar 22 to Mar 23
$158 total
Mar 22 - Mar 23
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! (2,011 reviews)
Room was clean and comfortable, no complaints. Staff at check in were good. Location is great. Only gave it a 3 star because it did its job. Looks

Reviewed on Mar 10, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
$122 nightly
The price is $143 total per night from Mar 25 to Mar 26
$143 total
Mar 25 - Mar 26
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! (1,896 reviews)
Nice

Reviewed on Mar 11, 2026

Opens in a new windowHilton Garden Inn Chicago Downtown South Loop
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Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Apr 1 to Apr 2
$182 total
Apr 1 - Apr 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 rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8.6/10 Excellent! (2,670 reviews)
my stay was excellent, the staff and our room where fantastic.

Reviewed on Mar 9, 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
$134 nightly
The price is $158 total per night from Mar 25 to Mar 26
$158 total
Mar 25 - Mar 26
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! (2,256 reviews)
Good, not great. The location is great with plenty of food, including grocery, options on the same block. Staff was great, always attentive and efficient even when busy. The room was a bit run down with stains and dry/“crunch” spots on carpet and furniture. Tile in kitchenette and fridge had obvious ...

Reviewed on Mar 11, 2026

Opens in a new windowHomewood Suites by Hilton 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
$92 nightly
The price is $108 total per night from Apr 12 to Apr 13
$108 total
Apr 12 - Apr 13
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! (2,686 reviews)
It looks old inside

Reviewed on Mar 11, 2026

Opens in a new windowBest Western Grant Park Hotel
The Emily Hotel

The Emily Hotel

4 out of 5
311 North Morgan Street Chicago IL
$149 nightly
The price is $175 total per night from Mar 22 to Mar 23
$175 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly 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 United Center and Chicago Riverwalk are located nearby.
9.2/10 Wonderful! (1,310 reviews)
Such a cute hotel! Everyone was lovely. Would love to see the TVs get Netflix or option for streaming services but our stay was lovely. Thank you Emily team!

Reviewed on Mar 11, 2026

Opens in a new windowThe Emily Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
500 South Dearborn Street Chicago IL
$127 nightly
The price is $149 total per night from Mar 29 to Mar 30
$149 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this boutique 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 Millennium Park are located nearby.
9.6/10 Exceptional! (1,205 reviews)
Great boutique hotel in the south loop area. Good proximity to restaurants and sightseeing including Grant Park. Excellent friendly staff who greets you when you return to the hotel and very responsive to every need.

Reviewed on Mar 11, 2026

Opens in a new windowBluegreen Vacations Hotel Blake, an Ascend Collection 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.

Top Picks

*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.