Cheap flights from IND to MDW (Indianapolis Intl. to Midway Intl.)

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Cheap Flights from IND to MDW starting at $79 One Way, $242 Round Trip

Prices starting at $242 for return flights and $79 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.

Sun, Nov 22 - Mon, Nov 23
IND
Indianapolis
MDW
Chicago
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Nov 22 from Indianapolis to Chicago, returning Mon, Nov 23, priced at $242 found 4 days ago
Sun, Nov 22 - Mon, Nov 23
IND
Indianapolis
MDW
Chicago
$252 Roundtrip, found 4 days ago
$252
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Nov 22 from Indianapolis to Chicago, returning Mon, Nov 23, priced at $252 found 4 days ago
Sat, Nov 7 - Sun, Nov 8
IND
Indianapolis
MDW
Chicago
$257 Roundtrip, found 4 days ago
$257
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Indianapolis to Chicago, returning Sun, Nov 8, priced at $257 found 4 days ago
Sat, Nov 7 - Sun, Nov 8
IND
Indianapolis
MDW
Chicago
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Indianapolis to Chicago, returning Sun, Nov 8, priced at $262 found 4 days ago
Sun, Nov 22 - Mon, Nov 23
IND
Indianapolis
MDW
Chicago
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Nov 22 from Indianapolis to Chicago, returning Mon, Nov 23, priced at $262 found 4 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
$137 nightly
The price is $159 total per night from Sep 7 to Sep 8
$159 total
Sep 7 - Sep 8
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 and ...
8.2/10 Very Good! (1,012 reviews)
"Our only complaints were the coffee bar was not open while we were there and the bistro was hard to tell they were open. The breakfast buffet was 30min late to start. We asked for shuttle service and it was not running on Saturday morning."

Reviewed on Aug 30, 2026

Holiday Inn Chicago – Midway Airport S by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$109 nightly
The price is $130 total per night from Sep 8 to Sep 9
$130 total
Sep 8 - Sep 9
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 ...
Congress Plaza Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$234 nightly
The price is $278 total per night from Aug 31 to Sep 1
$278 total
Aug 31 - Sep 1
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 ...
Hyatt Regency McCormick Place 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
$109 nightly
The price is $130 total per night from Sep 8 to Sep 9
$130 total
Sep 8 - Sep 9
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 ...
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$134 nightly
The price is $159 total per night from Aug 31 to Sep 1
$159 total
Aug 31 - Sep 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,125 reviews)
"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"

Reviewed on Aug 29, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (880 reviews)
"Check in can be slightly confusing however you get the hang of it quickly. It was close to many amenities, a train away or a longer walk. The loft was cleaning than most however there was still dust and some crumbs left behind. Over all we were pleased with our stay even though very pricey for 3 ..."

Reviewed on Aug 29, 2026

Get rates
Kasa Magnificent Mile 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.

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
$57 nightly
The price is $65 total per night from Sep 21 to Sep 22
$65 total
Sep 21 - Sep 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 ...
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
$106 nightly
The price is $117 total per night from Sep 7 to Sep 8
$117 total
Sep 7 - Sep 8
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 ...
7.6/10 Good! (1,714 reviews)
"Will stay again in the future!"

Reviewed on Aug 30, 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
$93 nightly
The price is $107 total per night from Sep 28 to Sep 29
$107 total
Sep 28 - Sep 29
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 ...
7.8/10 Good! (3,148 reviews)
"The floors have broken carpet and broken tiles. No one tells you where breakfast is. You do pay for parking. It smelled clean. Elevator takes forever and touching things are questionable. Breakfast tasted funny."

Reviewed on Aug 29, 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
$193 nightly
The price is $229 total per night from Sep 1 to Sep 2
$229 total
Sep 1 - Sep 2
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! (3,353 reviews)
"We stayed at Freehand Chicago for two nights because we liked the downtown location. Unfortunately, the experience fell below expectations. The lobby had a strong musty smell. Oddly, part of it reminded me of Tom Ford Tuscan Leather, one of my favorite fragrances, but underneath that was the smell ..."

Reviewed on Aug 29, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$117 nightly
The price is $139 total per night from Aug 31 to Sep 1
$139 total
Aug 31 - Sep 1
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 ...
7.6/10 Good! (2,808 reviews)
"Not a bad place to stay if you want to walk around and visit the city. Parking across the street was convenient but you can't leave once parked or you'll have to pay again. Our room was small but served it's purpose. The windows air conditioner worked poorly to cool the room. It stayed pretty stuffy. ..."

Reviewed on Aug 30, 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
$57 nightly
The price is $65 total per night from Sep 21 to Sep 22
$65 total
Sep 21 - Sep 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 ...
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
$164 nightly
The price is $219 total per night from Sep 1 to Sep 2
$219 total
Sep 1 - Sep 2
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! (2,976 reviews)
"Nice"

Reviewed on Aug 29, 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
$207 nightly
The price is $246 total per night from Sep 7 to Sep 8
$246 total
Sep 7 - Sep 8
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 ...
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
$152 nightly
The price is $181 total per night from Sep 7 to Sep 8
$181 total
Sep 7 - Sep 8
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 ...
8.6/10 Excellent! (6,004 reviews)
"Nice downtown location. Nice pool, staff were helpful and allowed us to park before our room was ready. Room was ready early. Breakfast was nice"

Reviewed on Aug 30, 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.

IND to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
IND Address & GPS
Address:
7800 Col. H. Weir Cook Memorial Drive
Indianapolis IN, 46241
United States
IATA Code:
IND
Longitude:
-86.292991
Latitude:
39.71627
Time Zone:
America/Indiana/Indianapolis
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from IND to Midway Airport?
If you're planning to fly from Indianapolis Airport to Midway Intl. Airport (MDW), you'll need to change planes. Southwest Airlines, Delta Air Lines and Frontier Airlines service this route with just one stopover. Use the time to stretch those legs and get something to eat.
What is the shortest flight from IND to Chicago Airport?
The shortest flight from Indianapolis Airport to Midway Intl. Airport (MDW) is around 5 hours and 9 minutes. Grab a wine from the cabin crew, start your travel journal or read a few magazines — you'll have plenty of time on this medium-haul trip.
How many hours flight from IND to Midway Intl. Airport (MDW)?
On a normal day, the flight time from Indianapolis Intl. Airport (IND) to Midway Intl. Airport (MDW) takes 5 hours and 16 minutes. If you want to be as comfortable as you can, consider upgrading your seat using air miles or cash.
What airlines have the most flights from IND to Chicago Airport?
You won't find any airlines that fly direct between Indianapolis Intl. Airport (IND) and MDW. Do your research and secure a multi-stop or one-stop plane ticket.

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.

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