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 $250 for round trip flights and $84 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jul 10 - Tue, Jul 14
LAX
Los Angeles
MDW
Chicago
$250 Roundtrip, found 21 hours ago
$250
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Jul 10 from Los Angeles to Chicago, returning Tue, Jul 14, priced at $250 found 21 hours ago
Sat, May 2 - Wed, May 6
LAX
Los Angeles
MDW
Chicago
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 2 from Los Angeles to Chicago, returning Wed, May 6, priced at $257 found 1 day ago
Fri, Jul 10 - Tue, Jul 14
LAX
Los Angeles
MDW
Chicago
$270 Roundtrip, found 21 hours ago
$270
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Jul 10 from Los Angeles to Chicago, returning Tue, Jul 14, priced at $270 found 21 hours ago
Fri, Jun 5 - Mon, Jun 8
LAX
Los Angeles
MDW
Chicago
$277 Roundtrip, found 3 days ago
$277
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jun 5 from Los Angeles to Chicago, returning Mon, Jun 8, priced at $277 found 3 days ago
Wed, Jun 10 - Mon, Jun 15
LAX
Los Angeles
MDW
Chicago
$290 Roundtrip, found 7 hours ago
$290
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Los Angeles to Chicago, returning Mon, Jun 15, priced at $290 found 7 hours ago
Thu, Jun 11 - Tue, Jun 16
LAX
Los Angeles
MDW
Chicago
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 11 from Los Angeles to Chicago, returning Tue, Jun 16, priced at $297 found 1 day ago

Hotels near Midway Intl. Airport (MDW)

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
$125 nightly
The price is $149 total per night from May 25 to May 26
$149 total
May 25 - May 26
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! (2,118 reviews)
Clean room, exceptionally friendly staff, great location.

Reviewed on Apr 25, 2026

Opens in a new windowCrowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$124 nightly
The price is $146 total per night from Apr 26 to Apr 27
$146 total
Apr 26 - Apr 27
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.
8.6/10 Excellent! (1,003 reviews)
missing the microwave. But other then that it was a good place for my family to stay there.

Reviewed on Apr 25, 2026

Opens in a new windowHoliday Inn & Suites Chicago - Downtown 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
$130 nightly
The price is $155 total per night from May 10 to May 11
$155 total
May 10 - May 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! (1,960 reviews)
I enjoyed my solo trip at this hotel. The location was convenient, as I was able to get there via the "L" train from MDW airport. The room was quaint and comfortable and the amenities were nice. I would stay again.

Reviewed on Apr 25, 2026

Opens in a new windowHilton Garden Inn Chicago Downtown South Loop
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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
$143 nightly
The price is $170 total per night from May 25 to May 26
$170 total
May 25 - May 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! (2,299 reviews)
Excellent breakfast!

Reviewed on Apr 24, 2026

Opens in a new windowHomewood Suites by Hilton Chicago Downtown South Loop
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$116 nightly
The price is $136 total per night from Apr 26 to Apr 27
$136 total
Apr 26 - Apr 27
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 restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (3,459 reviews)
Rooms have a smell.

Reviewed on Apr 25, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $184 total per night from May 25 to May 26
$184 total
May 25 - May 26
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! (2,752 reviews)
..

Reviewed on Apr 25, 2026

Opens in a new windowHilton Chicago
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave Chicago IL
$116 nightly
The price is $138 total per night from May 26 to May 27
$138 total
May 26 - May 27
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! (2,679 reviews)
Public parking close by, make sure to pay for parking there. Main entrance and lobby was nice. Only one working elevator at the time. Bathroom had light mold on ceiling in one room, walls peeling in bathroom in second room. Staff was very friendly

Reviewed on Apr 23, 2026

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
$116 nightly
The price is $137 total per night from Apr 26 to Apr 27
$137 total
Apr 26 - Apr 27
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! (10,138 reviews)
Old building, rooms are clean but small. Bathroom super small, limited amenities, no AC:must open windows for air. Has a nice bar/restauant. 10 minute walk to DePaul. Would not stay there again. Would try Hilton or travel lodge.

Reviewed on Apr 25, 2026

Opens in a new windowCongress Plaza 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.