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, $157 Round Trip

Prices starting at $157 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.

Mon, Sep 7 - Thu, Sep 10
IND
Indianapolis
MDW
Chicago
$157 Roundtrip, found 4 hours ago
$157
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Mon, Sep 7 from Indianapolis to Chicago, returning Thu, Sep 10, priced at $157 found 4 hours ago
Wed, Sep 2 - Sat, Sep 5
IND
Indianapolis
MDW
Chicago
$159 Roundtrip, found 6 hours ago
$159
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Sep 2 from Indianapolis to Chicago, returning Sat, Sep 5, priced at $159 found 6 hours ago
Tue, Sep 8 - Fri, Sep 11
IND
Indianapolis
MDW
Chicago
$165 Roundtrip, found 4 hours ago
$165
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Tue, Sep 8 from Indianapolis to Chicago, returning Fri, Sep 11, priced at $165 found 4 hours ago
Mon, Sep 7 - Thu, Sep 10
IND
Indianapolis
MDW
Chicago
$167 Roundtrip, found 4 hours ago
$167
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Mon, Sep 7 from Indianapolis to Chicago, returning Thu, Sep 10, priced at $167 found 4 hours ago
Wed, Sep 2 - Sat, Sep 5
IND
Indianapolis
MDW
Chicago
$169 Roundtrip, found 6 hours ago
$169
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Sep 2 from Indianapolis to Chicago, returning Sat, Sep 5, priced at $169 found 6 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

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 ...
Hyatt 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
$175 nightly
The price is $208 total per night from Aug 16 to Aug 17
$208 total
Aug 16 - Aug 17
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 ...
Holiday Inn & Suites Chicago - Downtown by IHG
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
$192 nightly
The price is $228 total per night from Aug 20 to Aug 21
$228 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 ...
Crowne Plaza Chicago West Loop by IHG
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$189 nightly
The price is $215 total per night from Aug 6 to Aug 7
$215 total
Aug 6 - Aug 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,888 reviews)
"Food crumbles on the floor, room nine zero seven"

Reviewed on Jul 24, 2026

Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$172 nightly
The price is $204 total per night from Aug 3 to Aug 4
$204 total
Aug 3 - Aug 4
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 ...
8.2/10 Very Good! (1,822 reviews)
"Nice large room. Everything was in good shape. There was no coffee maker and no microwave, no snacks, no vending. We needed hot water for tea. The first night, the bar provided such, albeit slowly. The second they refused and were rather brusk about it. This was quite disappointing from an expensive ..."

Reviewed on Jul 24, 2026

The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$149 nightly
The price is $177 total per night from Aug 9 to Aug 10
$177 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
The Wade
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
$65 nightly
The price is $73 total per night from Aug 10 to Aug 11
$73 total
Aug 10 - Aug 11
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
$100 nightly
The price is $110 total per night from Aug 24 to Aug 25
$110 total
Aug 24 - Aug 25
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! (1,614 reviews)
"We enjoyed our stay at the hotel."

Reviewed on Jul 23, 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 Aug 24 to Aug 25
$107 total
Aug 24 - Aug 25
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 ...
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
$143 nightly
The price is $171 total per night from Aug 10 to Aug 11
$171 total
Aug 10 - Aug 11
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! (3,213 reviews)
"Very much the budget option if you're going to be staying in downtown Chicago. Rooms are kinda small and the building is old. The bed was not very good, but it was okay. Where the hotel loses points though is cleanliness. The bed sheets had visible stains on them that kinda grossed me out. Maybe ..."

Reviewed on Jul 24, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$154 nightly
The price is $183 total per night from Aug 10 to Aug 11
$183 total
Aug 10 - Aug 11
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! (2,700 reviews)
"You get what you pay for. The price of this place was good for my budget, and the location was great. however the air conditioner was loud, positioned poorly which messed up my breathing while trying to sleep, the sheers didn't block out the sun or outside evening lights, towels were cheap and would ..."

Reviewed on Jul 24, 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
$65 nightly
The price is $73 total per night from Aug 10 to Aug 11
$73 total
Aug 10 - Aug 11
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
$194 nightly
The price is $230 total per night from Aug 10 to Aug 11
$230 total
Aug 10 - Aug 11
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! (2,946 reviews)
"Staff was friendly from the front desk, to the bar tender, to the guy making the omelettes at breakfast. Wonderful Stay!!!"

Reviewed on Jul 24, 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
$249 nightly
The price is $297 total per night from Aug 9 to Aug 10
$297 total
Aug 9 - Aug 10
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 ...
8.6/10 Excellent! (2,536 reviews)
"The charcuterie was great."

Reviewed on Jul 24, 2026

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
$186 nightly
The price is $221 total per night from Aug 9 to Aug 10
$221 total
Aug 9 - Aug 10
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 ...
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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